Sissy & Drag Queen Thread

File: Diggerman Sammy Drag Queen Transformation - by Redflare500.png (2MB, 3796x1000px) Image search: [Google]

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http://www.furaffinity.net/view/18354291/

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>>1491013
http://www.furaffinity.net/view/18354720/

File: Callie Drag Queen TF - by Redflare500.png (539KB, 974x1280px) Image search: [Google]

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http://www.furaffinity.net/view/18918166/

File: femboy_kuvira_by_da_fuze.png (112KB, 1890x2222px) Image search: [Google]

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http://da-fuze.deviantart.com/art/FemBoy-Kuvira-614508584

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http://da-fuze.deviantart.com/art/Com-Mad-Moxie-FtM-TG-554953731

File: com__professor_hardwood_queen_by_diggerman.jpg (230KB, 900x1165px) Image search: [Google]

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>'Biology 101 was a tough course to take at the university. Not because of the work or tests, but because of the professor who teaches it. Ms. Hardwick, also known as Hard ass Hardwick, was a stone cold woman who showed no sympathy for students, especially the men. She was hard to talk to and approach, but Jesse Johnson was in danger of failing her class. So he had a desperate idea, he gotten a special something from a swap meet near the campus that the vendor said was a powerful mood changer. So he decided to try it by dipping an apple into the liquid mix and gave it to her before class.
>She gave him a cold look when he gave her the apple, knowing it was just a desperate way to butter her up so she can give him a better grade. Never the less she put the apple on her desk and asked to talk to him after class. Jesse frowned, thinking his plan had failed and sneaked out after class, only for a PA announcement to summon him back to her class room. But when he got back Ms. Hardwick looked incredibly different! She sat at her desk with the apple from earlier taken a bite of. The blackboard behind her had the words Biology 101 crossed out and below "Anatomy 1 on 1" was written in delicate letters. Ms. Hardwick gave Jesse a sensual stare, her new bulge noticeably protruding from her skirt, fake breasts jutting out from her blouse as she adjusted her glasses. Jesse questioned the new Hardwick, asking if it was really her. She smiled and purred at him, asking him to call her "Ms. Hardwood"'
http://diggerman.deviantart.com/art/COM-Professor-Hardwood-Queen-496487104

File: shezow_alt_costume_by_da_fuze-d8akfkr.png (67KB, 1393x2293px) Image search: [Google]

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>older young adultshezow
>"d-damn it Kelly, why is the bulge so big?"
>"well we can't use the boob window! you don't want breast implants, so time to flaunt what you got!"

http://da-fuze.deviantart.com/art/Shezow-Alt-Costume-501478875

File: Link Drag Queen Curse - by Redflare500.png (779KB, 908x1300px) Image search: [Google]

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>Poor Link isn't catching any breaks this month!

>After finding a new Tunic deep in the cursed pink sparkle dungeon, he put it on and suddenly found himself becoming more...fabulous? His hips expanded and transformed, becoming a pair of rubber hip forms to support his new waistline. His chest also growing out and forming a pair of fake rubber breasts, stretching his pink tunic which had also gained a rubbery sheen.

>His boyish body still remained, but permanent makeup started to form on his face and lips, his mind becoming warped with ideas of sexy bimbo drag-queen thoughts, how much he craved cocks and sex, unable to contain it much longer as his concealed boner bulge tried to force its way through the tunic!

http://www.furaffinity.net/view/18897248/

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>'Stephanie was your average college mean girl. Blonde, beautiful, part of the hottest sorority on campus and the biggest bitch too. She would be happy to make fun of the other girls for their choice in last year's fashion, goofy accessories and even make up bad rumors about people behind their backs. It was all in good fun for her. But some people did not find it fun at all.
>A couple of girls, tired of her attitude decided to teach her a lesson. Everyone knew Stephanie wanted to be a model, she would always brag about how many auditions she's been to, though she never seemed to get a gig. So they knew just how to trap her. They asked a friend from the drama department to pretend to be an agent for a famous magazine, really wanting to her to be a model for their next issue. Stephanie was all too eager to say yes, and took the bait!
1/2
http://diggerman.deviantart.com/art/COM-Playboi-Bunny-Photoshoot-496487095

>>1491031
2/2
>Next they got help from a photographer from the art department and set up a little studio as a mock photo shoot. The fake photo shoot itself seemed like a good trick all on its own, but she seemed to enjoy it way too much, flaunting and acting so smug to the cameraman. So a couple of girls decided to take it a step further. They had her dress up in a bunny girl outfit to add to try to humiliate her, but she only flaunted it more. Out of options, one girl decided to try a last resort. A carrot laced with something mysterious one of their sister's had given her just in case Stephanie really deserved it.
>They just thought it would at worst give her some bathroom issues or something. However, when the cameraman asked her to take a bite of the carrot for a photo, something very unexpected happened. Before their eyes Stephanie transformed and changed, some body portions shrinking off while others grew in. They stared in shock and awe at the new Stephanie, who hadn't seemed to notice "her" changes. But when she opened "her" mouth to talk, the same air headed and disrespectful words she always spouted still came out, only in deeper tones. All the others could do was slap their foreheads in frustration at their failed plan, except for the cameraman who was shooting more pictures now than ever!'
http://astreir.deviantart.com/art/caught-394509575

>>1491009
>Meet Nikki Honey, the Whipped Princess. I am honestly not sure if "whipped" is meant to be figurative, or if she's an even naughtier princess than she looks! ;)

http://leila-stoat.deviantart.com/art/Sexy-Queens-04-Nikki-Honey-567437004

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>Here we have a young man, maybe on his birthday, who is suddenly attacked(?) by a slimey latex goo. It covers and envelops his body, covering his in body in what looks like a tight black latex. Soon his entire self is swallowed and transformed in that of a tan skinned latex fetish model!

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>Meet Aki, the Doll Impersonator. She's cute and she's ready to be manipulated to your heart's content! You can change her hair, take her everywh-- no, wait, wrong kind of doll! :giggle: But she is ready to be posed and mounted as you wish! ;)

http://leila-stoat.deviantart.com/art/Sexy-Queen-01-Aki-560587207

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http://sissifymecaptions.blogspot.com.br/2015/04/leila-gets-tricked.html?zx=3c9531e4418aa855

>This may be my raunchiest sissy so far, specially for sissifyme220 Truly, a sissy in heat. :flirty:

http://leila-stoat.deviantart.com/art/Special-Silly-Sissy-Boi-528787883

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>Ballet requires years and years of dedicated practice before you develop the skill necessary to seduce two sissies into making out like this.

http://dovsherman.deviantart.com/art/En-Deux-Pointes-618415979

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http://daphnesecretgarden.deviantart.com/art/An-Easter-Story-362657753

File: schooled_by_schoolgirls_by_rocketxpert.jpg (248KB, 1280x962px) Image search: [Google]

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http://rocketxpert.deviantart.com/art/Schooled-by-Schoolgirls-514983255

File: giftart_for_lorddragonmaster___sissy_jonathan_by_redflare500.png (849KB, 881x1280px) Image search: [Google]

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http://redflare500.deviantart.com/art/Giftart-for-LordDragonMaster-Sissy-Jonathan-340359271

File: new_trans_rubber_schoolgirl_1_by_engineskye.jpg (257KB, 1000x757px) Image search: [Google]

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>Let's start with some alterations to his undergarments...
http://engineskye.deviantart.com/art/New-Trans-Rubber-Schoolgirl-1-261250156
1/3

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>>1491068
2/3
http://engineskye.deviantart.com/art/New-Trans-Rubber-Schoolgirl-2-261250609
>No trans schoolgirl's rubber ensemble is complete without a comically oversized bow ^_^Also, learn to balance on those heels!

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>>1491071
3/3
http://engineskye.deviantart.com/art/New-Trans-Rubber-Schoolgirl-3-261251140
>Standing at attention in her new outfit, a latex rubber ensemble that recalls elegant gothic lolita, rubber fetishism, ballerina, and classic schoolgirl motifs.

>One must learn to balance ^_^

File: cmsn___drag_on__by_jamsnjellies.jpg (469KB, 1600x756px) Image search: [Google]

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>Not at all related to dragons but is related to drag. Does that make it a bad title?

http://jamsnjellies.deviantart.com/art/CMSN-Drag-On-527725754

File: com__vyctorian_drag_by_diggerman.jpg (214KB, 2127x900px) Image search: [Google]

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>:iconvyctorian: came up with the idea of her OC, a nice little nerdy girl, transformed into a flirty male drag queen. So before her very eyes, everything melts off and soon everything that starts to come in is fake. Fake hips, fake waist line, fake bust, fake tan, fake hair and even fake glasses! Oh my!
>I'm sure it's a shocking process to go through but thanks to a little mental rewrite she, I mean he, is sure to go out and have a very good time~ :D

http://diggerman.deviantart.com/art/COM-Vyctorian-Drag-415809317

File: com__drag_qilf_by_diggerman.jpg (260KB, 1200x1553px) Image search: [Google]

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http://diggerman.deviantart.com/art/COM-Drag-QILF-569293852
1/5
>"Hi there sweety, so glad you're home!" Jacob's mother exclaimed as she opened her front door. Her son had come home from university for the weekend and she was glad to have someone in her empty house again after so many months.
>"Oh! And you brought Brandon along with you? How lovely!" she smiled at the young man in blue standing next to her son, his son's dorm roommate, before giving them both some quick pecks on their cheeks.
>"Hi mom, Brandon just wanted to crash along with-" Jacob started. "Hey Mrs. Dillian! Good to see you again!" Brandon exclaimed eagerly, smiling ear to ear at the 40-some-year old woman.
>"Oh please, sweety, I told you, call me Sharon," she said to him, "Come in, come in, get out of the cold you two." She motioned them in, taking their coats and giving them quick hugs, Brandon holding on a little longer than her son.
>"Oh it is so nice to have company in this empty house again. You should visit more often sweety," she told her son in a friendly yet stern voice. Brandon watched Mrs. Dillian closely as she put away the boys' coats, her large bottom bouncing as she strutted along. "I know mom, but you know how busy I get and the campus is over an hour away," Jacob replied.

>>1491135
2/5
>Brandon wouldn't mind coming over more often if it meant seeing Mrs. Sharon Dillian. He found the widowed very attractive and had had a thing for her since the day she dropped her son on the first day of the semester. She was a definite MILF, not that he told his roommate that, and when he heard Jacob was going to visit her for the weekend he just had to invite himself along. With a plan...
>Brandon didn't take his eyes off Mrs. Dillian as she and her son spoke. "Hey Brandon, I'm gonna head the store and pick up some food and supplies for dinner. Wanna come with?" Jacob asked, breaking Brandon's stare. "Uh, no thanks man. I'm pretty beat from the drive over, I'm just gonna take it easy for now, if that's cool." Jacob shrugged, "Meh, okay. My room is the door on the right upstairs. I'll be back in a few." Hey grabbed his jacket and keys and went off. "Perfect..."
>Mrs. Dillian smiled at Brandon, "While he's running errands would you like anything from the kitchen, dear?"
>"Um, no thank you," he said. "Actually, I brought something for you," he reached into his bag, "It's just sort of a thank you gift for putting up with me for the weekend." He pulled out a glass bottle with what looked like wine.
>"Oh my, for me?" she said in surprise, taking the bottle, "Hmm, but aren't you a little too young to be buying this? You boys haven't been doing things you shouldn't be doing, have you~?" she winks at him.

>>1491140
3/5
>He blushed a bit, uncertain if she was scolding him or flirting. It's true he was still a couple months from being 21, but this wasn't exactly a normal bottle of wine. He read about something on the internet, something that could supposedly help him get a shot at the hot MILF. So after following link after link and stumbling into deep web territory, he ordered something that would 'make women into dripping wet sex queens.' The description sounded weird, but so was the process of getting this, and it sounded like this was a sure thing either way.
>"I don't think a small glass before dinner wouldn't hurt," she said, making her way to the pantry and grabbing a wine glass, swinging her hips the whole way, "I won't tell if you won't." Brandon had a seat at the table and smiled, trying his best not blush wildly. She popped open the bottle and poured herself half a glass. "My, what an interesting aroma and rich color. I've never seen such a brand before, it must be exotic," she said, admiring the wine. "Uh, yeah, it was recammended by a, uh, wine professor..." he horribly lied, watching her lips hovering over the glass. Luckily she didn't catch his last words as she took a sip of the wine. "Hmm, quite an interesting taste as well. Thank you again, Brandon," she smiled at him as she sat down.
>Brandon gulped as Mrs. Dillian sat across from him, wondering if drink would even do anything. "So tell me all about your school life!" she said with a big smile, "How are classes and studies going?" Brandon frowned a bit, seeing that he might have been ripped off, "Well, classes are going alright. Jacob and I only have a couple of the same professors, so we help each other out with those."

>>1491143
4/5
>"Hic!" Mrs. Dillian jumped a little, giving a sudden small hiccup, "Oh my, excuse me. Please, go on, sweety." Brandon kept his eye on Mrs. Dillian as she straightened out her hair, slightly rubbing her head. "Uh, yeah, um, this year our classes are pretty easy over all. We generally just go to the library and..." He trailed off as he noticed something out of place about the middle aged woman.
>She kept rubbing her head, suddenly feeling dizzy. Brandon could swear her nails looked somehow longer, yet even more odd was that her entire hand looked somehwhat bigger. "Mrs. Dillian, are you okay?" he asked, giving her a curious look. "Oh, yes, sweety, just a little light headed. Please, tell me more." He continued talking slowly, keeping an eye on her as things continued to change. He could hear Mrs. Dillian breathing a little heavier as her top was fitting tighter. He could tell that her chest was getting bigger and though he couldn't see under the table, he could tell her bottom was also growing as she rose up a bit in her seat. He watched as her chest size grew even larger, showing a lot more cleavage than before. Maybe the drink was working after all.
>His momentary smile turned to another look of confusion as she took another sip of her drink. "Mmm, this is quite good," she said, in a somewhat different tone. He watched as her neck started to thicken, looking out of place on her shoulders until they too started to thicken. Her top now looked extremely tight her, the fabric stretching and hugging her every curve, her large breasts practically popping out. It was then that things really started to turn weird.

>>1491225
5/5
>"So, tell me, how is the college date life like~?" she asked in a deeper, somehow more sensual voice as a large bump appeared on her neck. Mrs. Dillian's arms and torso gained more muscle mass, looking still slender but much more masculine than before. Brandon looked at her red in the face he saw the changes begin to affect her head. Her hair puffed out, gaining more volume, shifting and turning a different texture. She closed her eyes and liked her lips as her face contorted. Her jawline turned from a smooth oval into a stronger, broader shape. Her cheek bones popped out, looking like those of a chiseled statue. Finally her make up and eyebrow hairs faded away, only to magically reappear. Her face became caked in makeup, her cheeks buried in blush, her lips plumped in ruby red, her eyebrows drawn high and exaggerated and her eyes shadowed in bright color and glitter. Brandon was so stunned by her facial changes he almost didn't notice her breasts change into a strange, rubbery texture as she began rubbing something beneath the table.
>As she opened her eyes, fluttering her exaggerated lashes, she gave a light moan and looked at Brandon with hungry eyes. "Mmm, Brandon, sweety, let's drop the charade shall we?" she breathed out, inching closer to him, "I've seen looking at me in certain ways, I know you have a thing for me~"
>"M-Mrs. Dillian?" Brandon stammered, blushing bright red, "I've told you, sweety, call me Sharon. Or you can call me, Mama~" Her lust was too much to bear as she knocked over her glass and began to climb over the table toward Brandon. He sat frozen, noticing a large bulge in her tight leggings as she climbed on the table, shoving her rubber breasts in his face. "We have a few minutes before my son comes back, I wonder how much of a mess we can make in that time~?"
>She licked her finger, enticing him further, "Come here and give Mama a biiig kiss~"

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1/4
http://leila-stoat.deviantart.com/art/New-Spice-349618870
>What a delight I had in knowing that :iconcjsluggle: is English! Combo that, blonde hair and my deviant mind, and now I'm creating the New Spice Girls! Now only 20% actual girl! :D
>Now I guess it's off to find 3 more...
http://jennyvalentine93.tumblr.com/fc

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>>1491238
2/4
http://leila-stoat.deviantart.com/art/More-Spice-353971799
>:iconcjsluggle: But he's not even British!

>:iconleila-stoat: Well, neither am I! Apparently you do care about this even more than me! :flirty:

>:iconcjsluggle: ...bugger.

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>>1491242
>Taking :iconmakingmaidens: to join :iconcjsluggle: and :iconlurdpabl: as Posh. Because it just seemed right, I guess.
3/4
http://leila-stoat.deviantart.com/art/Even-MOAR-Spice-357377403

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>>1491245
4/4
http://leila-stoat.deviantart.com/art/All-The-Spice-360648664
>Finally, all of the New Spice Girls together! Roll call!

>:iconmakingmaidens: (Posh Swanky Spice)
>:iconthedeciver2: (Ginger Ginny Spice)
>:iconleila-stoat: (Sport Preppy Spice)
>:iconcjsluggle: (Baby Candy Spice)
>:iconlurdpabl: (Scary Moxie Spice)

>Names given by :iconjokerv87: :flirty:

>For this one I set to create some new outfits instead of basing them off actual Spice Girls outfits I found in Google Image Search, except the Ginger one because that Brit Flag dress is just too iconic not to use!

File: doll_and_lolly_by_dovsherman-.jpg (297KB, 1680x1050px) Image search: [Google]

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http://dovsherman.deviantart.com/art/Doll-and-Lolly-638720616

>This party-goer has the perfect accessories for her "little girl" costume - a dolly and a lolly. It's the ideal couple's costume set!

File: kiss_your_sissy_by_dovsherman.jpg (277KB, 900x1436px) Image search: [Google]

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>When your sissy is shy about being seen in public, keep those nervous feelings in check with a big, smoochy kiss.

http://dovsherman.deviantart.com/art/Kiss-Your-Sissy-668918998

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http://kannelart.deviantart.com/art/For-an-AWESOME-2017-655194054

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http://miss--chloe.deviantart.com/art/Chloe-s-bedroom-653245053

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>I am such a bad sissy that I have been punished and forced to go on errands in humiliating outfits. I can't wait to misbehave again!!

http://miss--chloe.deviantart.com/art/Chloe-is-Punished-and-Likes-It-670840946

File: gotham_city_sirens__girly_trouble_by_kharis_art.jpg (179KB, 800x1095px) Image search: [Google]

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>A commission I did for the lovely Miss Andrea :iconprincessjupiter94: She wanted Batman and Robin transformed into Catwoman and Harley Quinn by a Poison Ivy potion and captured in her greenhouse.

http://kharis-art.deviantart.com/art/Gotham-City-Sirens-Girly-Trouble-668548858

File: chloe_the_geisha_by_miss__chloe-db2lf28.jpg (112KB, 900x729px) Image search: [Google]

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http://miss--chloe.deviantart.com/art/Chloe-the-Geisha-669486464

>I am a completely submissive Geisha--I have been transformed and tattooed. I am ready to serve.

File: before_and_after_by_rocketdave.jpg (234KB, 582x780px) Image search: [Google]

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http://rocketdave.deviantart.com/art/before-and-after-208462758

File: how_do_i_look__by_napoleonxvi.jpg (427KB, 1152x792px) Image search: [Google]

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http://napoleonxvi.deviantart.com/art/How-Do-I-Look-145554885

File: Eros the Boy Toy (New OC) By LordVIP3R.jpg (2MB, 1786x2852px) Image search: [Google]

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>So another character since I just enjoy making new personalities to RP/play around with.

It's like bringing something to life, to existence.

Anywho this is Eros, the sissy boy/buttslut/toy, etc. More-so a prey based character.

I haven't really developed a story or bio for them yet other than the fact that they're 5'4" and 7" ;)
https://aryion.com/g4/view/386269

File: Ren By partingwaters.png (1MB, 2500x3500px) Image search: [Google]

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https://aryion.com/g4/view/379577

File: Jade-jake By partingwaters.png (1MB, 2500x3500px) Image search: [Google]

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https://aryion.com/g4/view/379579

File: sissified husband by voidnosferatu.jpg (1MB, 960x1600px) Image search: [Google]

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http://www.hentai-foundry.com/pictures/user/voidnosferatu/516782/sissified-husband

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>>1491009
http://www.hentai-foundry.com/pictures/user/keyboard/515715/Glam-Star-Sissy

Femboys are also acceptable.

File: Mirror Mirror by skottichan.png (2MB, 1059x1500px) Image search: [Google]

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http://www.hentai-foundry.com/pictures/user/skottichan/405869/Mirror-Mirror

File: Trade Guys and Dolls (part 1) - by caphca.jpg (155KB, 683x419px) Image search: [Google]

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>This is a very effeminate male version of redflare500's Sammy character (seen here as a very effeminate boi). Sammy is turning into a Femme-bot doll.

https://www.furaffinity.net/view/8496653/

File: Trade Guys and Dolls (part 2) - by caphca.jpg (101KB, 344x582px) Image search: [Google]

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>>1491451
https://www.furaffinity.net/view/8496667/

File: Lacy Snuggle Doll - by bastianmage.png (426KB, 709x1001px) Image search: [Google]

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>Couldn't move more than a twitch. Moaning was muffled by the thick rubber lips and reducer ring, not to mention the phalic sheath that filled and held open my mouth.
>The collar keeps my neck straight and my head from lolling to the side. despite the thick rubber coating it was still cold and the A/C breeze over my belly was clearly felt.
>My legs can almost move but they always seem to bounce back to the bent position. legs even straighten out to make sure I am putting weight on the tips of my toes. I can just imagine the rubber wrinkling around my toes as the wight of my legs press them down into the carpet.
>I can't see well, everything is milky even the sound of the room feels like a thick fog. Every now and again there is a warm throbbing around my member, it doesn't help that the rubber is holding me curled under and chaste.

https://www.furaffinity.net/view/17148220/

File: Nothing Down There - by Redflare500.png (458KB, 1078x1100px) Image search: [Google]

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https://www.furaffinity.net/view/20615616/

>Bulge Mechanics 101!

>Lots of people have asked for more explanations and 'after effects' of TFs and continuations of ideas, so here I decided to show Samdoll groping her bulge, desperate to wank but completely unable to. As all she has is a squishy rubber nub!

File: Lil Link - by NormalDeviant.jpg (159KB, 1280x1280px) Image search: [Google]

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>A redrawing of another artists picture on DeviantArt that's long since been removed.

https://www.furaffinity.net/view/18562096/

File: Lipe's Dresses -colored- - by ClawOfTheFallen.jpg (255KB, 1024x768px) Image search: [Google]

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https://www.furaffinity.net/view/15509223/

File: Latex Portal Mirror drawn by Helixjack - by age.png (750KB, 1024x1024px) Image search: [Google]

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https://www.furaffinity.net/view/13542755/

>I commissioned Helixjack to draw two of my characters after they went through the portal/mirror in the background. They got transformed because of living latex. The former boy on the left turned into a latex sissy and the girl on the right into a living love doll

File: Dress-Up Doll - by misterX.jpg (156KB, 1280x891px) Image search: [Google]

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https://www.furaffinity.net/view/7932776/

>Every day was a different humiliation.

>Since he had moved in with his Master, Spyker's clothes had all been taken and locked in a chest. Everything had been replaced with frills, pink, or tight-fitting clothing that left him red-cheeked and painfully embarrassed. And, even then, he had no choice in the mater: his owner would take him before the mirror each morning, pick out his clothing, and dress him like a big doll.

>It was degrading in the worst way, but every time he was hard as a rock and whimpering for more.

File: Latex Portal Mirror second try for the guy drawn by Helixjack - by age.png (295KB, 900x1200px) Image search: [Google]

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>>1491476
2/2
>The guy of the first latex portal themed picture walked through the portal again, he hoped to get rid of the latex. Instead it became worse he got even more feminized and sissified. He even grew some nice latex breasts and got high heels.
Maybe it eben affected his brain. At least he wont use the portal again ;)

https://www.furaffinity.net/view/13621377/

File: What do you want me to be - by misterX.png (671KB, 1200x888px) Image search: [Google]

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>Biker babe, belle of the ball, or beach bombshell; he will do it all. I just have to tell him which to be. But that's what you do with dress-up dolls.

https://www.furaffinity.net/view/8160831/

File: Flower Sissy Bimbo - by HelixJack age.jpg (188KB, 1067x1280px) Image search: [Google]

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https://www.furaffinity.net/view/23567885/

>Here you can see my male character transformed into a beautiful flower ;)

>His body got feminized but he still own his dick ;)

>Hopefully he will have fun in his new Body.

File: The White Queen's Property - by engineskye.jpg (537KB, 613x1000px) Image search: [Google]

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Kris pirouetted against his will, furious at the indignity of being attached to the White Queen's chariot.

"Hyo can'f choo thish to me! I wathnft trethpfassthingh! I'm mnnot onf off fyr mponyfsh!" He yanked glumly at his restraints. The transparent latex dress concealed nothing; quite the contrary. The casual noble travelling in the White Queen's domain was used to the sight of human ponies pulling her carriage, each in a fanciful outfit that left very little anatomy to the imagination.

The Queen giggled, and removed the bit from Kris' drooling mouth. His wild eyes glared in frustration at his fellow beasts of burden. Why weren't they protesting? Kris spat, the taste of rubber overwhelming. His hands were locked tight in mitts daintily clipped to the dress, and he was still quite rigged to the ornate carriage. The White Queen put her hands on her hips and regarded him with a lopsided smile.

"Sweet blonde thing. You were caught in my domain without the proper seal. Rules are rules, laws are laws. You would prefer the dungeon? Your looks aid you a great deal in my realm, you are my prettiest pony, and my most willful. In a mere week, you will have worked off your sentence, and you will be given a Seal of my Kingdom to travel as you wish. But for now, I recommend your obedience, lest you frustrate your fellow mares and upset my carriage detail."

Kris scrunched his eyes shut in defeated fury, knowing the White Queen was right. She was lord and mistress of her lands, she could have him flung into a lightless dungeon and fed gruel for a month. And she was very very pretty, and even the humiliation of this infernal outfit was softened by her gentle, teasing nature. He spun back around, proudly, defiant even in his bondage, and took his place at the head of the pack.
https://www.furaffinity.net/view/5710589/
1/2

>>1491488
2/2
>"Hnnnnnrggh." He rumbled in resignation as the White Queen delicately held his jaw and placed the bit between his teeth. The peacock blue plume atop his head flopped like a bird's crest. The cerulean fan matched the twinkling bells, the rubber corset, and the translucent blue dress, that he had woken up in after being apprehended.

>The White Queen folded her arms in front of him and quirked an eyebrow. He remembered his place and curtseyed lightil. She bent over and pecked him on the nose. He was her favorite, after all. Then she glided back into her carriage and snapped the reins, and off they went to the castle.

File: Pink Girl Beg - by turbinedivinity.jpg (57KB, 300x526px) Image search: [Google]

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https://www.furaffinity.net/view/2100089/

File: Reflekta's dungeon by rivawi- by Gojiro7.jpg (284KB, 1280x1125px) Image search: [Google]

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>we See Reflekta has discovered how to tweek the appearance of those she's blasted into her likeness and plans to break in the former Ladybug and Cat Noir into their new lives as Reflekta hooker and Reflekta Maid respectively.

https://www.furaffinity.net/view/23760129/

File: Pines Boy Into Northwest Sissy Tf Hypno By Da Fuze - by megabluex.jpg (254KB, 1125x1280px) Image search: [Google]

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>A lineart that was done by Da-Fuze of the of Dipper Pine as he finds a curse bell that turns him into the Northwest's new daughter Eries Northwest , he gave me permission to color and post it.

https://www.furaffinity.net/view/22237275/

File: what_a_drag____tg_transformation_by_grumpy_tg.jpg (1MB, 2997x1520px) Image search: [Google]

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http://grumpy-tg.deviantart.com/art/What-A-Drag-TG-Transformation-654220031

File: sherryda_by_kannelart.jpg (191KB, 667x1000px) Image search: [Google]

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http://opailopai.deviantart.com/art/Sherry-503921668

File: sherrysbignightda_by_kannelart.jpg (324KB, 667x1000px) Image search: [Google]

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>>1491786
2/2
http://opailopai.deviantart.com/art/Sherry-s-Big-Night-513437300

File: corset_tightening_by_rocketxpert.jpg (153KB, 800x924px) Image search: [Google]

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http://rocketxpert.deviantart.com/art/Corset-Tightening-658393735

File: bimboi___pinup_commission_by_grumpy_tg.jpg (732KB, 2000x3000px) Image search: [Google]

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http://grumpy-tg.deviantart.com/art/Bimboi-Pinup-Commission-655798366

File: heartthrob_small_by_lorddragonmaster.png (286KB, 450x900px) Image search: [Google]

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http://lorddragonmaster.deviantart.com/art/Heartthrob-573796551

>Heartthrob has no idea where she got her powers. She woke in her bed one night, and a strange pink light was glowing around her wrist, and she transformed. She thought it was all nothing but a strange dream, as she went from your average girl, to having some very large new “equipment”.

>She is a quiet, polite girl, who takes part is student council and other extra circular activities. She also has a secret crush on the main character (she doesn’t know he is the main character or Sissy Heart), but could never act on it.

>However when she transforms into Heartthrob, a switch goes off in her brain. She unleashes her inhibition and become energetic, loud, and lewd. She loves fighting Harvesters, and getting to save the day. Especially if she gets to hit on some hot fans, which she will literally immediately start grinding against in public (even better if the media starts filming her).

>Her signature weapon is the Heart Cannon, which is summoned from the Heart on her lower half. She fires it by making hip thrust, and can charge is for her finisher! (I’ve posted it in scraps, in case DA doesn’t think it is ok. Better safe than sorry! :D)

>She continues to fight the Harvesters, and hope that one day she might get to do some hip thrust with Sissy Heart!

File: teasing_by_kannelart.jpg (214KB, 614x900px) Image search: [Google]

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http://kannelart.deviantart.com/art/Teasing-535965652

File: tumblr_n697juWEpT1skayiuo1_1280 by blackshirtboy.jpg (574KB, 825x1100px) Image search: [Google]

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https://blogshirtboy.tumblr.com/post/87040552129/sissies-traps-magical-girls-drawthread-thing-i

1/2
>Sissies! Traps! Magical girls!

File: tumblr_inline_n6coqg0lQH1sozlzj by blackshirtboy.jpg (109KB, 457x750px) Image search: [Google]

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>>1491803
2/2
https://blogshirtboy.tumblr.com/post/87224000379/please-tell-me-theres-a-part-2-to-that-magical

File: 4_steps_to_sissy_drag_queen_by_goonzo70.jpg (358KB, 1600x1123px) Image search: [Google]

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http://goonzo70.deviantart.com/art/4-steps-to-Sissy-Drag-Queen-594771428

File: good_little_sissy_maid_by_thechesirelunatic-d31wi4d.png (491KB, 618x900px) Image search: [Google]

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http://thechesirelunatic.deviantart.com/art/Good-little-sissy-maid-184594621

>believe it or not, this maid use to be a boy.
>Bryon Haffey to be exact >:3

>After 3 months of Kasandra's new hormonal treatment, sissification, and brain washing, Briannah is the perfect little maid for the Master.

File: the_sissy_bride_by_thechesirelunatic.jpg (1MB, 1800x4195px) Image search: [Google]

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http://thechesirelunatic.deviantart.com/art/The-Sissy-Bride-451920706

File: new_dress_by_thechesirelunatic.jpg (335KB, 1024x2056px) Image search: [Google]

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http://thechesirelunatic.deviantart.com/art/New-Dress-411836771

File: drag_redgrave_by_diggerman_by_shawnredgrave.jpg (114KB, 600x926px) Image search: [Google]

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http://shawnredgrave.deviantart.com/art/Drag-Redgrave-by-Diggerman-386843733

File: zoatpage07_by_kannelart-d9cuwqs.jpg (684KB, 1000x1518px) Image search: [Google]

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http://kannelart.deviantart.com/art/ZOAT-2-Page-07-565793092

File: sexy_queens__02___queen_bee_by_leila_stoat.png (89KB, 400x500px) Image search: [Google]

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>>1491048
>Meet Queen Bee. She's sexy and she will rule over your world, as the Queen she is. And the Queen Bee also has a big double-ended stinger for extra fun! :flirty:

http://leila-stoat.deviantart.com/art/Sexy-Queens-02-Queen-Bee-560758615

File: sexy_queen__03___lyhoko_by_leila_stoat.png (97KB, 400x500px) Image search: [Google]

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>>1491882
>Meet Lyhoko Eruf, the Magical Girl! She'll punish you, in the name of sexy pleasure! :flirty:

http://leila-stoat.deviantart.com/art/Sexy-Queen-03-Lyhoko-564018326

File: sexy_queens__05___dixie_by_leila_stoat.png (99KB, 400x500px) Image search: [Google]

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>>1491883
>>1491009
>Meet now Dixie, the Cowgirl. Or would it be Cow Girl? I guess she can't decide! :flirty:

http://leila-stoat.deviantart.com/art/Sexy-Queens-05-Dixie-613772366

File: leila_the_queen_by_diggerman.jpg (344KB, 1200x1765px) Image search: [Google]

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http://diggerman.deviantart.com/art/Leila-the-Queen-560547930

>Of course, as a fan of, and a kind of 'king of queens', this project spoke to me and I just had to get in on some Leila action! Wait, that came out wrong...
>Anyway, we see poor little Leila all tied up from who knows what only to be approached and taken advantage of by a glammed up drag Metal. Oh what fun they had slipping on Leila's high heels, rolling up those sexy stockings and squeezing into that tight dress (including packing a little something into her underwear). Not to mention putting on that nice blonde wig and layers of thick, bright makeup, all to make Leila into one of most glamorous drag queens: a clone replica of the original blonde drag Metal! Oh how lovely for both of them~ <3

File: erismanor_drag_tf_by_diggerman.jpg (228KB, 1929x1200px) Image search: [Google]

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>A sequence for :iconerismanor: based on their comic series and character.

http://diggerman.deviantart.com/art/Erismanor-Drag-TF-656000163

File: trap_titans__commission__by_plasma_demo.png (954KB, 1500x1512px) Image search: [Google]

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http://plasma-demo.deviantart.com/art/Trap-Titans-commission-684883432

File: wood_by_exodusisnear.jpg (77KB, 1024x618px) Image search: [Google]

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http://exodusisnear.deviantart.com/art/Wood-590558708

Vicky FOP

File: tumblr_ng7v87cTgp1srjwkeo1_1280 by cornellajoan.jpg (175KB, 595x842px) Image search: [Google]

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http://cornellajoan.tumblr.com/post/104580040193

File: tara_the_trap_by_diggerman.jpg (134KB, 900x1307px) Image search: [Google]

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http://diggerman.deviantart.com/art/Tara-the-Trap-374476338

>Meet Tara, the 23-year-old trap. And... that's pretty much all I got -.-;
>Oh! s/he has a fashion sense as good as my own, which is non-existent, as you can see from the mismatched colors and patterns. Tara's a bubbly and fun person who is game for any sort of activities. Definitely who is nice to have around every now and then, as long as you can get past his/her poor choice of clothing, but hey, s/he's trying! Other than that, well, I got the name Tara because I was drawing him/her s/he started to kinda look like Juliet from Lollipop Chainsaw, who is voiced by Tara Strong, one of the most awesomest voice actors ever. Er, just don't try to imagine this Tara with Tara Strong's voice, it doesn't work, in fact, it's a little creepy, trust me...

File: homage_to_the_strange_by_diggerman-d4u8ppy.jpg (81KB, 1600x443px) Image search: [Google]

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http://diggerman.deviantart.com/art/Homage-to-the-Strange-292659766

File: love_enhancement_drink__by_mdfive_art-.jpg (753KB, 1000x787px) Image search: [Google]

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http://twilightsputnik.deviantart.com/art/Love-Enhancement-Drink-509431641

File: Plus Three Bulge - TF Sequence by Grumpy-TG.jpg (166KB, 1280x640px) Image search: [Google]

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https://grumpy-tg.tumblr.com/post/155251445930/add-a-caption-if-you-like-nah

http://grumpy-tg.deviantart.com/art/Plus-Three-Bulge-TF-Sequence-653677194

File: futabus by Diggerman.jpg (246KB, 568x1600px) Image search: [Google]

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http://metalworks48.blogspot.com/2012/10/an-unedited-and-re-edited-version-of.html

Diggerman

File: prince_peach_tg_by_da_fuze.png (368KB, 1024x1840px) Image search: [Google]

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http://da-fuze.deviantart.com/art/Prince-Peach-TG-420585199

File: totally_corrupted_bulge_by_gojiro7.png (2MB, 2832x2321px) Image search: [Google]

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>Whenever the girls defeat a villain, WHOOP confiscates all their evil creations and keeps them stored away.....but, what if the villain planned it that way? stored away inside the WHOOP research laboratory, a container of Dr Malestro's Nono-bot infused sludge breaks free from its container and leaks its way out from under the door just as Sam, Alex, and Clover are walking by to go home, It springs forth and begins coating its way up Sam's leg, Sam and Clover try to help their friend but all they accomplish is spreading it onto themselves as the gooey substance rearranges their DNA, turning them into Effeminate boys made out of rubber.

>Alex is the first one to have her entire body consumed as the black goo coats over her brain and begins redirecting electrical signals, Alex is still her deep inside but she has not control over her body as a AI program takes command and helps spread Sam and Clovers, Eventually they too become mere puppets for Malestro's plan as they begin roaming the halls and infecting every whoop agent they can find until everyone in the building is at his command, a strange order is given to the Warden of WHOOP's prison, transfusing Dr. Malestro directly to WHOOP head quarters, after the guards are converted they are sent back to the prison to begin infect it as well, soon Malestro will have a whole army of Super Agents and Super Villains to spread his vision of human perfection across the planet, while our the former heroines kneel at his side as his personal guards/ arm candy, all the while Sam, Alex, and Clover struggle in vain to regain control of their bodies, but its no use, their completely helpless, just Shiny dolls awaiting orders. the end

https://www.furaffinity.net/view/21745982/
1/2
http://gojiro7.deviantart.com/art/Totally-Corrupted-bulge-646299414

File: totally_corrupted_by_gojiro7.jpg (280KB, 1280x1049px) Image search: [Google]

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>>1492044
2/2
https://www.furaffinity.net/view/21745961/

File: slime_fanboi_s_by_gojiro7.png (788KB, 1024x707px) Image search: [Google]

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http://gojiro7.deviantart.com/art/Slime-fanboi-s-370027336

File: com__big_babysitting_by_diggerman.jpg (277KB, 900x1165px) Image search: [Google]

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http://diggerman.deviantart.com/art/COM-Big-Babysitting-496487101

>'Alex was a 16 year old kid living with his overprotective mom. He was obviously old enough to stay at home alone while his mother went away on a business trip for a few days, but his mother didn't trust him to be by himself at home for that long, so she hired a babysitter.
>He was furious that his mom didn't trust him enough to leave him alone for a few days and he was way too old for a babysitter! So when a girl only a few years older than he was showed up, he already hated her. So when his mother left for her trip he immediately put a plan into action.
>He had gotten some weird 'pranking powder' from a friend of his and when the babysitter wasn't looking, he slipped it into her drink. That's when the weird stuff happened. Not only did she start to change with each swig and gulp of her drink, but so did her clothes and the things around her! Soon her cup transformed into a big bottle, her clothes formed into a poofy sissy dress, her brown hair changed into a bright yellow wig that replaced her real hair and with each little enjoyable sound she made her voice got deeper and sensual.
>Pretty soon she was unrecognizable from the girl she was before and Alex could not look away. As the babysitter spoke in a strangely sensual baby talk, begging him to take care of "her." Now Alex was the babysitter and suddenly he didn't mind not being able to go out for the next few days.'

File: wedding_drag_by_diggerman.jpg (239KB, 1200x1553px) Image search: [Google]

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http://diggerman.deviantart.com/art/Wedding-Drag-539008591
1/3
>Jacqueline was having the happiest and most nervous day of her life. Today was the day that she would marry the love of her life. She was in love with her fiance since the day they met when he came walking in with his ex-girlfriend into the restaurant where she worked as a hostess. It took a lot of patience and courage to wait until he finally broke up with his former girlfriend but she knew they would be together from that day on. At least, she thought so until now. Her wedding day had her more anxious than she's ever been. It wasn't like everything had to be perfect but she couldn't shake the fact that something would go wrong.
>What if her parents couldn't make it at the last minute? What if she accidentally tears her dress? What if her fiance gets cold feet??
>The anxiety was almost overwhelming that she had to step away for a bit and be alone in the church's back room. Sitting down in front of her dresser she noticed someone had left some hot tea.
>"Oh! I guess one of my bridesmaids saw how nervous I was and gotten me some tea to calm me down. How thoughtful!"
>With a smile on her face she took a sip of her tea, finding it delicious, yet exotic, and she could feel her nerves calming down already. Just as she finished up her cup someone knocked on her door, telling her that it was time.
>As the organ played the familiar 'Here Comes the Bride' song, Jacqueline was nothing but happy. Her body felt warm from the tea and all she could do was focus on her fiance standing at the alter.

File: com__my_happy_house_wife_queen_by_diggerman.jpg (228KB, 900x1165px) Image search: [Google]

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>>1492082
2/3
>"Look at that darling hunk of a man waiting for me up there. I really am a lucky girl," she thought to herself.
>As the priest read through the traditional ceremony, the warmth in Jacqueline's body grew as her focus stayed on the man standing in front of her.
>"God, who would have thought this would ever happen to me? Not only do I get to marry the man of my dreams but he actually agreed to let me do it in a wedding dress! Jackie, you hit the jackpot." Her thoughts continued.
>With her attention entirely on her fiancé, Jacqueline didn't notice the odd sensations and changes now happening to her body. Her slim figure began to push out, thickening at all places. Her hips began to pull in as her legs developed a meatier muscle tone. Her dress found it hard to stay together through the changes in shape but soon began to change as well to better fit. The guests sitting couldn't believe their eyes at the sight they were seeing. The audience watched and murmured as 'Jackie's' breasts began to grow and inflate a bit but then gain a strange, rubbery texture looking strange and very out of place.
>"Just think, when we met, he just knew me as Jack the impersonator from the drag club he'd regularly go to? Who knew he kept coming back just for me? Now that sexy, delicious man is all mine~" she thought with false and changing memories.
~
http://diggerman.deviantart.com/art/COM-My-Happy-House-Wife-Queen-486512818
>Now that's a loving house wife, happy and eager to treat 'her' man to delicious baked goods. The question is, was she always like this or was there something extra in that pie? ;)

File: winter_girls_gone_gay_ftm_tg_by_da_fuze.png (291KB, 2358x3030px) Image search: [Google]

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>>1492090
3/3
>A collective gasp rang out from the audience as Jacqueline's lower skirt dress became a see through white, revealing everything underneath including the raunchy white lingerie that had just finished popping in. Family members watched in shock as her underwear bulged out, growing in a very dominate set of male genitalia for all to see.
>"God Jackie, you just can't wait to tear into that man tonight! This dress won't stay white for long and maybe you can make him where it for a while too~!"
>Her face became broader and more masculine as it became flooded with a thick coat of makeup. The changes had completed as her turned from a silky auburn brown to flashy and shiny blonde that sat atop her natural head. Looking up from his book the priest asked the question that filled the fiance and nearly everyone in the room with dread.
>"Mmm, I do~" she said.
>In the back of the church as woman dressed in red smiled and laughed maniacally as she watched her plan unfurl better than she could have hoped. Maybe that will make her ex-boyfriend feel sorry for dumping her for that hostess bitch...
>The End.
~
http://da-fuze.deviantart.com/art/Winter-Girls-gone-gay-FtM-tg-653307760

File: princess_alurra_into_drag_queen_ftm_tg_by_da_fuze.png (1MB, 1998x3138px) Image search: [Google]

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http://da-fuze.deviantart.com/art/Princess-Alurra-into-Drag-Queen-FtM-tg-629562662

File: com_malena_melody_drags_by_da_fuze.png (201KB, 2427x3177px) Image search: [Google]

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http://da-fuze.deviantart.com/art/COM-Malena-Melody-Drags-604331641

File: bimboi_kobi_by_kobi_tfs.jpg (592KB, 1575x3503px) Image search: [Google]

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http://kobi-tfs.deviantart.com/art/Bimboi-Kobi-671637041

File: transformation_sissy_by_rwedgie.jpg (802KB, 1417x1264px) Image search: [Google]

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http://rwedgie.deviantart.com/art/Transformation-sissy-438632541

>Richard is a typical bully, he is homophobic and hates nerds.
>The most popular girls already were girlfriends from Richard. One day Shayene the new girl in school starts dating Richard but it was all part of a plan to humiliate him. She takes with 5 more friends to a mall in a supposed clothing store to transform him into a Sissy

File: lia_s_makeover_by_leila_stoat-d9va5h4.png (334KB, 600x600px) Image search: [Google]

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After being mocked by her band partner Jane, Lia decided to ask Jane's new nemesis for some help finding a boyfriend. She doesn't look very satisfied with the results, though...

...of course, that Dolly's plan involved getting Lia to perform as a drag queen in a gay bar seems a little shaky, but who knows, something beautiful might happen tonight... :flirty:

...or, at least, so many cell phone videos exposing her in social media. ;)

http://leila-stoat.deviantart.com/art/Lia-s-Makeover-596737336

File: meal_drag_gift_by_da_fuze.png (161KB, 2360x3157px) Image search: [Google]

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>gift for my smoochems :icondiggerman: as a over the top glam drag queen. Hypnotic Pink smoke added to entrance and turn other boys into sexy drag queens.

http://postonel-x.deviantart.com/art/Meal-Drag-Gift-466643241

File: trade___drag_by_diggerman.jpg (408KB, 890x1958px) Image search: [Google]

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http://diggerman.deviantart.com/art/TRADE-Kill-la-Drag-531032942

>Hey everybody, here we have the alternative version of a TF starring me and :iconda-fuze: turning into super drag queen versions of Ryuko and Satsuki from Kill la Kill.

File: com__pinky_poodle_drag_by_diggerman.jpg (237KB, 2509x1200px) Image search: [Google]

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>Hey everybody, Metal here with another commission I managed to finish up before my internet/electrical service is cut. This time we have a commission for :iconsissifyme220:
Apparently some lucky, or unlucky, fellow has won a mysterious prize of an all access free trip to Drag Con. Sure he doesn't remember entering or even hearing of Drag Con before, but it looks like he's really excited for it now!

http://diggerman.deviantart.com/art/COM-Pinky-Poodle-Drag-516750382

File: chocolate_bunny_by_dovsherman.jpg (295KB, 1000x1221px) Image search: [Google]

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http://dovsherman.deviantart.com/art/Chocolate-Bunny-677925615

File: drag_queen_tgtf_by_diggerman_by_harold_smith-d9whd4x.jpg (791KB, 2400x3456px) Image search: [Google]

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http://cyber-dryad.deviantart.com/art/MLP-Drag-Queen-TGTF-by-Diggerman-598753473

File: frozindian_drags_by_diggerman_by_cyber_dryad.png (2MB, 3434x1200px) Image search: [Google]

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http://cyber-dryad.deviantart.com/art/Frozindian-Drags-by-Diggerman-639196929

File: wonder_woman_drag_by_diggerman_by_cyber_dryad.png (1MB, 1615x1200px) Image search: [Google]

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http://cyber-dryad.deviantart.com/art/Wonder-Woman-Drag-by-Diggerman-684236247

File: wonder_bro_by_darkoshen.png (884KB, 1200x1830px) Image search: [Google]

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http://darkoshen.deviantart.com/art/Wonder-Bro-655633716

File: 3_guys_tg_transformation_by_k1tty_marshmell0w.jpg (122KB, 600x729px) Image search: [Google]

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http://k1tty-marshmell0w.deviantart.com/art/3-guys-TG-Transformation-683913810

File: com__magical_body_drag_by_diggerman.jpg (279KB, 900x1218px) Image search: [Google]

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>Hey everybody, Metal here with a quick commission from :iconapokol: Here one of their characters is suddenly hit a magic ray and instantly transforms in to rather sultry looking dark skinned drag queen! Very fake and curvy looking indeed!

http://diggerman.deviantart.com/art/COM-Magical-Body-Drag-513073658

File: Sissy Princess 1 by Cavitees.png (3MB, 1280x1682px) Image search: [Google]

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http://hypnohub.net/post/show/49522/brown_hair-cavitees-drool-male_only-malesub-origin

File: Sissy Princess 2 by Cavitees.png (3MB, 1280x1843px) Image search: [Google]

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>>1493338
2/3
http://hypnohub.net/post/show/49523/cavitees-choker-crossdressing-dress-drool-feminiza

File: Sissy Princess 3 by Cavitees.jpg (173KB, 1007x1280px) Image search: [Google]

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>>1493340
3/3
http://hypnohub.net/post/show/46064/boots-cavitees-crossdressing-dress-drool-femdom-fe

File: hypno by sleepymaid.png (531KB, 779x1521px) Image search: [Google]

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http://sleepymaid.com/1107240100/01/

http://hypnohub.net/post/show/46912/belt-blonde_hair-bulge-crossdressing-earrings-femi

File: the_kissy_sissy__v_3_0_by_kobi_tfs.jpg (773KB, 1594x2079px) Image search: [Google]

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http://kobi-tfs.deviantart.com/art/The-Kissy-Sissy-V-3-0-564516613

File: tumblr_oqvfjoIfw41skayiuo5_1280 by blackshirtboy.png (206KB, 850x1100px) Image search: [Google]

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https://blogshirtboy.tumblr.com/post/161328283052/sketchdumpo

Goop Goo

File: tumblr_oqvfjoIfw41skayiuo6_1280 by blackshirtboy.png (455KB, 1100x1100px) Image search: [Google]

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https://blogshirtboy.tumblr.com/post/161328283052/sketchdumpo

Half & Half

File: tumblr_oqvfjoIfw41skayiuo7_1280 by blackshirtboy.png (222KB, 850x1100px) Image search: [Google]

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https://blogshirtboy.tumblr.com/post/161328283052/sketchdumpo

Demon Boobs

File: 7_done by blackshirtboy.jpg (319KB, 852x1102px) Image search: [Google]

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https://e-hentai.org/g/1075982/fa4d53cd08/
Fairy
Christmas Pack TG TF

>>1491009
Not that I don't I love this thread, but doesn't >>1390709 address the same subject matter.

>>1499247
I actually didn't know that was going on. O_O

Still, I think there's some difference. Hate to be technical, but I made this thread for images of mostly guys looking feminine wiht known bulges and women turning into said men. ;)

File: tumblr_obguiwafYy1skayiuo4_1280 by blackshirtboy.png (425KB, 850x1100px) Image search: [Google]

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https://blogshirtboy.tumblr.com/post/148522559354/sketch-o-dump-o-pretty-light-this-time-o

Drag Queen TF
Demon Sketch

File: tumblr_ohfo2r54tx1skayiuo5_1280 by blackshirtboy.png (484KB, 850x1100px) Image search: [Google]

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https://blogshirtboy.tumblr.com/post/153843695194/skotchdopm-been-a-while-since-the-last-one-ive

Bimbo Sketch
Dick Titties
Futa

File: dolly_s_payback__the_pinkest_sissy_balloon_by_leila_stoat-dadphxe.png (80KB, 400x500px) Image search: [Google]

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>Seems like :iconpinkestballoon: has a taste for the gas-filled orbs, so Dolly surely addressed that properly: now the lovely sissy can fly around, hanging on her beloved balloons, sure to attract the glances of the people below to her balloons... and her other eye-catching features! :flirty:

http://leila-stoat.deviantart.com/art/Dolly-s-Payback-The-Pinkest-Sissy-Balloon-627686402

File: notebook_stuff_57_by_hinayui.png (2MB, 1024x2032px) Image search: [Google]

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>Nothing really special about this pic :D I always just wanted to draw a hobble dress :) He's going to need a lot of butter to get out of such a tight outfit :) :) :)

http://hinayui.deviantart.com/art/Notebook-Stuff-57-525861225

File: tg_art__shy_boy_to_tough_girl_by_bigmamajonanna.png (102KB, 1200x900px) Image search: [Google]

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>Tony used to be picked on in school for being effeminate. Now that she's Tanya, she's the toughest girl in school and protects the weaker boys in school, who all love her.

http://bigmamajonanna.deviantart.com/art/TG-Art-Shy-Boy-to-Tough-Girl-634295871

File: aki_s_milk_problem_by_defilerzero.jpg (84KB, 800x582px) Image search: [Google]

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>After reading the basics in gene-modification, Aki decided to splice himself with some cow DNA. With surprising effects, he had to instruct his turtle to help assist with his new problem. However, who knows how long the cow's DNA will effect him.

Aki wanted something involving one of his favorite mods in Minecraft: Advanced Genetics, in which you can put a little cow DNA in you with surprising results. :meow: Might be a mod I'll be curious in.

http://defilerzero.deviantart.com/art/Aki-s-Milk-Problem-466704941

File: excuse_me____by_eats_all_the_cuties.png (517KB, 890x1658px) Image search: [Google]

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http://eats-all-the-cuties.deviantart.com/art/Excuse-me-657528197

File: happy_emerald_easter__nsfw__by_lj_phillips.jpg (415KB, 800x1363px) Image search: [Google]

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Happy Easter to all my watchers :) Here's Beryl to play Easter Bunny.

Of course, Beryl (being Beryl) prefers to hand out eggs to girls ;) Despite his effeminate appearance and preference for frilly things, Beryl likes girls. He just also happens to like dressing in girl's clothes.

Notes: You can spot Beryl's subtle day collar. He's happily devoted to his Mistress, Hedwig (so devoted that he'll even tolerate her other sub, Skoll.) Hedwig was never comfortable around cross-dressers and such until she met Beryl. She always says that she learned a lot from him.

http://lj-phillips.deviantart.com/art/Happy-Emerald-Easter-NSFW-675269663

File: american_gothic_lolita_by_leila_stoat.png (178KB, 400x500px) Image search: [Google]

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>My part of a classical art themed trade with :iconmrvorhias:, featuring a parody of the classic American Gothic, with a twist! :flirty:

Well, lots of twists. But mostly, that Vee is a pretty pretty lady! :flirty:

http://leila-stoat.deviantart.com/art/American-Gothic-Lolita-560539547

File: the_bitterness_of_venus__art_trade__by_mrvorhias.jpg (571KB, 1000x772px) Image search: [Google]

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http://mrvorhias.deviantart.com/art/The-Bitterness-Of-Venus-ART-TRADE-560043628

TG TF

>My half of a TG art trade with :iconleila-stoat:, themed after classic works of art. She gave me Sandro Boticelli's The Birth of Venus.

>:icontribunny: also appears!

>Between this and the last TF sequence I did, there seems to be a high demand to see MsV naked. All I can say is that I bet she wishes her hair was longer for this particular art piece.

File: obnoxiously_pink_by_mrvorhias-d8chres.jpg (386KB, 1000x750px) Image search: [Google]

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"After all these gruesome and dark pictures I've been drawing clearly I need to draw something obnoxiously pink next to balance it all out." - :iconmrvorhias:

As you can see, :icontribunny: was all too eager to help me oblige.

http://mrvorhias.deviantart.com/art/Obnoxiously-Pink-504713476
1/2

File: obnoxiously_pink__part_ii_by_tribunny.jpg (210KB, 900x900px) Image search: [Google]

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>>1501436
:iconmrvorhias: - "How has reality not crushed under the weight of the sheer unbridled prissiness of this piece?!"
:icontribunny: - "It's not THAT heavy dear."
:iconmrvorhias: - "I was referring to its metaphorical weight. It's so sissy it's reality-crushing."
:icontribunny: - "I could try harder."
:iconmrvorhias: - "...I'll be good."
2/2
http://tribunny.deviantart.com/art/Obnoxiously-Pink-Part-II-505220564

File: Pain is my pleasure by lorddragonmaster.jpg (181KB, 445x700px) Image search: [Google]

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Feels so good being bad,
There's no way I'm turning back,
Now the pain is my pleasure,
cause nothing could measure...

Sticks and stones may break my bones,
But chains and whips excite me...

>
I've wanted to redraw Jonathan with his Masquerade mask and bustle.

>Seems he is ready for Vicki to put him on display for her guest...

http://lorddragonmaster.deviantart.com/art/Pain-is-my-Pleasure-201231228

File: Cupcake Roulette by lorddragonmaster.jpg (194KB, 508x800px) Image search: [Google]

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Oh my. What do we have here? Hmm?

I distinctly remember Noelle warning you not to eat one of those cupcakes. Those are for our guest tomorrow. Though seems like Noelle didn’t think you’d listen as usual…

Turn you back? Sorry sweetie, but that is Noelle’s curse and it would be unfair if I removed it after she worked so hard on those cupcakes. You’ll welcome to go ask her if she has the counter curse and will turn you back….

Well as it won’t be wearing off for a few days I think you and I need to find you something to wear for our party tomorrow. Something that will go right along with your lovely new proportions…

Come along dear…

-Victoria

http://lorddragonmaster.deviantart.com/art/Cupcake-Roulette-210087198

File: big_bunny_and_little_bunny_by_artboyz00.jpg (527KB, 2394x2760px) Image search: [Google]

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>Which is cuter?

http://artboyz00.deviantart.com/art/Big-Bunny-and-Little-Bunny-210383470

File: dressing_for_amy_by_artboyz00.jpg (331KB, 1465x2539px) Image search: [Google]

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>"I really appreciate you being such a good sport Billy. I think you look so cute I could just swallow you up."

http://artboyz00.deviantart.com/art/Dressing-for-Amy-210073105

File: dressing_up_by_artboyz00.jpg (105KB, 631x826px) Image search: [Google]

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>The house was empty. Joshua's parents we're away for the summer. It was the housekeepers day off, and his older brother Clem was at the beach with his friend Richard. Good Riddance. Clem was always on his butt about something.

>Celia, their housekeeper, was a sexy latin lady. When she wasn't wearing her uniform she dressed in all kinds of very feminine and sexy clothes. Ever since she came to work for them Joshua fantasized about what it would feel like to dress like that.

http://artboyz00.deviantart.com/art/Dressing-up-210392472

File: agent_orange_leila_by_leila_stoat-d4lm8bg.png (281KB, 800x600px) Image search: [Google]

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http://leila-stoat.deviantart.com/art/Agent-Orange-Leila-278173852

>"My sissies! MINE!"

>Well, guys, that is it! The berared of the Orange Ring of Avarice is moi. You can call me "Leileeze"... then again, no, you can't. >Anyway...

>This is pretty much what started this whole TG Lantern thing. The vision of me as an Orange Lantern with the power to create "Orange Sissy Lantern constructs" was the prime spark to the TG Lantern crossover. It... didn't turn out completely as I imagined, but it's cool.

>Also, I'm closing the event tomorrow. Gotta close the rosters, collect the remaining pics and draw the ones for those who can't do it for themselves.

>Also in this picture: >~StuckinaCostume(ballerina), ~geova41(fairy), *luckybucket46(maid), ~Jessy373(bride), ~lurdpabl(sissy) and ~animal-delos(baby)

File: pretty_sissies_by_helixjack.png (945KB, 1500x1800px) Image search: [Google]

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>Some standard sissifacation for these two now. This one was good fun. Such crazy and frilly designs allow for a lot of going nuts in the mix :3

http://helixjack.deviantart.com/art/Pretty-sissies-460186250

File: lost_cause_latex_portal_commish_by_helixjack.png (369KB, 658x1200px) Image search: [Google]

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>A commission for :iconlostcause26:

http://helixjack.deviantart.com/art/Trip-through-the-portal-lostcause-456185249

File: trip_through_the_portal__realitybender_by_helixjack.png (182KB, 950x1140px) Image search: [Google]

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>A commission for :iconthechesirelunatic:

http://helixjack.deviantart.com/art/Trip-through-the-portal-Thechesirelunatic-459530554

File: pretty_in_pink_by_helixjack.png (693KB, 1600x1285px) Image search: [Google]

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>Featuring some MLP characters in bimboy situations. This was a ton of fun to work with; bubblegum colors are easily my favorite to work with.

http://helixjack.deviantart.com/art/Pretty-in-pink-665467674

File: disney_princes___beast_and_the_boys_by_kalahee.jpg (348KB, 1226x1576px) Image search: [Google]

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http://kalahee.deviantart.com/art/Disney-Princes-Beast-and-the-Boys-411935210

File: sis_student_alyssa_by_sandybelldf.jpg (1MB, 1246x1499px) Image search: [Google]

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Meet Alyssa thanks to :iconmakingmaidens:

She wants to take:

- Whore/Slut/Sex toy/Slave
- Wife/Girlfriend/Lover training
- Advanced Geisha Training
- Extreme Asianification

She was transformed in that way due to a perceived slight against a certain culture, so something paid a large sum of money to teach her a lesson

http://sandybelldf.deviantart.com/art/SIS-student-Alyssa-253086255

File: jonathan_geisha_small_by_lorddragonmaster.jpg (396KB, 598x800px) Image search: [Google]

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>Jonathan has been in the make up chair since 6AM to be ready for the day (though I don't know how he can stand!)

>I am sure it will be all worth it in the end! :D At least there isnt a lot to take off...

http://lorddragonmaster.deviantart.com/art/Princess-Geisha-Boy-513366410

File: Samdoll the painting - by Redflare500.png (782KB, 1000x1000px) Image search: [Google]

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>>1491465
>Part of a roleplay where Sammy got turned into a rubber clone of Camuel Moonwall and then flattened into a painting!

https://www.furaffinity.net/view/20428915/

File: Welcome to the Rubber Kingdom - by Redflare500.png (817KB, 1064x1280px) Image search: [Google]

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>>1502099
>A piece of art for Camuel Moonwall on Secondlife
Lipples Latex
https://www.furaffinity.net/view/20428895/

File: Pit Rubber Palutena'ed - by Redflare500.png (500KB, 1001x1080px) Image search: [Google]

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>An AP'd Pit getting rubbery transformed by Hades into a Rubber Palutena doll! Complete with rubber dress and staff-butt plug.

https://www.furaffinity.net/view/16937307/

File: cmsn__autocloset_by_blackshirtboy.jpg (385KB, 576x792px) Image search: [Google]

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http://blackshirtboy.deviantart.com/art/CMSN-autocloset-342160087

>Commission for :iconelizabethbownd: of a man being "adjusted" by an automatic closet.

File: forced_to_be_pretty_by_randomredux.jpg (635KB, 989x1200px) Image search: [Google]

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>Avery and Marie force a male victim into something sexy for a night on the town... guess that's the last time he tries for a threesome with these two! :XD:

http://randomredux.deviantart.com/art/Forced-to-Be-Pretty-118024464

File: crisis_on_infinite_dollys_by_leila_stoat.png (745KB, 516x1982px) Image search: [Google]

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>Art trade with :iconmrvorhias:, featuring alternate Dollys from alternate realities where Indrid McMandrake followed other paths rather than that of the common high school goth.

http://leila-stoat.deviantart.com/art/Crisis-on-Infinite-Dollys-613768018

File: a_big_sissy_by_leila_stoat-dabivik.png (160KB, 600x600px) Image search: [Google]

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>Well, ManoftheNorth93's birthday has gone, but only now he makes an appearance in his new lovely outfit. You could say it took a good lot of time to get it on and to get the poor thing to walk in it to show it off, but it was well worth the wait! :flirty:

http://leila-stoat.deviantart.com/art/A-Big-Sissy-624018188

File: eve_s_wedding__a_trade_for_bikast__by_leila_stoat.png (124KB, 600x800px) Image search: [Google]

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>It was only after I swore to be his sweet and obedient little date at the Halloween Party -- dressed as Eve! -- that Keyholder agreed to come and get me.

>That party was the most nerve-wracking, humiliating event of my life, even though Keyholder's friends were nice folks and probably thought I looked like this because I wanted to. Keyholder sticky-glued fig-leaves over my nipples and crotch ansd struck some flowers in my hair. Then he ordered me to mince about with exaggerated feminine mannerisms, keep one arm across my breasts and a hand down over my privates in a coy "modest" pose, and tell everyone how wonderful Keyholder is, how much I love him, and how sweet he is to let me be with him like this!

http://leila-stoat.deviantart.com/art/Eve-s-Wedding-A-Trade-For-Bikast-596920381

File: dolly_s_payback__bitch_is_my_name_by_leila_stoat-dadpigj.png (64KB, 400x500px) Image search: [Google]

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>So, little lady Miss Joker :iconjokerismyname: got her own fun giving Dolly a lesson in good manners... an got back a lovely bundle of bondage and humiliation, complete with a shameful homage and also a practical and yet adorable use of hands and adhesive in order to save in hair elastics and keep those hands out of commission. She's such a piece of work! :flirty:

http://leila-stoat.deviantart.com/art/Dolly-s-Payback-Bitch-Is-My-Name-627687091

File: dolly_s_payback__multitasking_maid_by_leila_stoat.png (71KB, 400x500px) Image search: [Google]

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>Dolly had a miserable time while working for :iconakilordless:, but she can respect good craftsmanship. So much that she decided to pay a homage to the idea of leaving a maid's hands free to be bound, putting the cleaning utensils elsewhere. Of course, she knows holding a duster with the mouth is terribly inefficient, so she tried to fix that, with lovely results. :evillaugh:

http://leila-stoat.deviantart.com/art/Dolly-s-Payback-Multitasking-Maid-627431690

File: dolly_s_payback__technicolor_trance_slut_by_leila_stoat.png (78KB, 400x500px) Image search: [Google]

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>When Dolly reached :icononemesseduphero:, she just let her creative streaks go free and the final result was... peculiar, but not any less magnificent. A marvel of mechanisms and devices all connected to the big key on the back, and also a continuous influx of thumping deafening trap music and a non-stop source of sugar and energetics in the form of lollipops... a crazy trancer that may one day stop dancing, pumping, bouncing and grinding, but that who knows when those plutonium battery cells will finally be over! :flirty: ...why the turquoise skin? Beats me, but I won't question Dolly, honeys. Good luck. :P

http://leila-stoat.deviantart.com/art/Dolly-s-Payback-Technicolor-Trance-Slut-636807061

File: karmackazi_by_leila_stoat-d9hxggh.png (124KB, 600x600px) Image search: [Google]

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http://leila-stoat.deviantart.com/art/Karmackazi-574310033

>The joke, of course, is that she's fat. American. Get it? :P

>Well, here's a totally impromptu shout out to :iconkamackazi: and his rotund ladies and ex-men. Not quite sure why, but it somehow ressonated with Dolly's thing, maybe something with Southern stereotypes? Not sure. :shrug:

>Anyway, enjoy darlings! She's on a roll! :flirty:

File: silly_sissy_02_by_leila_stoat-d8n19m0.png (55KB, 600x600px) Image search: [Google]

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>Experimenting with bodies and shapes and all the stuff. I think I'm getting some shaping up here.

And maybe I should get back and color these when I decide to try out some new coloring style.

http://leila-stoat.deviantart.com/art/Silly-Sissy-02-522419688

File: going_digital_part_4_by_hinayui.png (778KB, 1024x2044px) Image search: [Google]

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>Getting a bit more better now, although the body pose is still a bit off, I like how the hands and hair came out though and was really getting used to the tablet pen and clip studio :)

>As for the pic I think he kind of came out pretty cute :) I don't usually draw happy fun scenario's but it's nice to mix it up once in a while :)
http://hinayui.deviantart.com/art/Going-Digital-Part-4-679735513

File: going_digital_part_3_by_hinayui-db8p39i.png (533KB, 1024x1988px) Image search: [Google]

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>So this pic was done using clip studio (formally manga studio) and as you can start to see my form stats to get a little bit better :) I was very impressed with how clip studio really captured the sensitivity of the tablet pen and kind of made it feel like I was drawing on paper again :) I also started to experiment with body poses which is way easier to do digitally thanks to the rotate tool and auto select tool :) it saves a lot of time and hassle compared to doing it with a pencil at least compared to how I liked to do it :)

http://hinayui.deviantart.com/art/Going-Digital-Part-3-679735494

File: holding_a_grudge_by_safewordignored.png (545KB, 868x581px) Image search: [Google]

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>Ryan's ex-girlfriend, Megan, really knew how to hold a grudge. She had never forgiven Ryan for breaking up with her. Apparently, it wasn't enough for to have her ex-boyfriend turned into a sissified slave that his current girlfriend was only too glad to let her borrow. Ryan dreaded when his ex would come home from work, knowing if she had a bad day, she was sure to take it out on him: halfway through the dishes she stormed in, bent him over the sink, and wrenched his sack until he felt like he could scream. But Ryan knew the worst was yet to come as he felt her knuckles against his anus.

http://safewordignored.deviantart.com/art/Holding-a-Grudge-616378579

File: submissive_sissy_by_safewordignored.png (367KB, 607x637px) Image search: [Google]

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>Ryan (now "Riley") sits patiently at his mistress's feet, ready to serve her or her guests at any moment.

http://safewordignored.deviantart.com/art/Submissive-Sissy-615767098

File: passing_forward_the_sissymas_spirit_by_leila_stoat.png (348KB, 600x800px) Image search: [Google]

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>So, not long ago, :icondreamerdon: "gifted" me with the position of "Sissy Clause", and also dragged Dolly along with me as "the Kramssy". Now, the tradition honed rules that govern these mythical figures defined in the far time of 2015 say that after Christmas the chosen ones may either upgrade their own Sissymas powers, or pass them onward to other vict-- I mean, suck-- I mean, worthy subjects.

>
Now, as my partner decided she'd rather die than be forced into that position again another year, and under the threat of eternal suffering and humiliation, I decided to pass on our powers to the lovelies :icondiggerman: and :iconda-fuze:, may they find good use for them.
>
I honestly wonder if I should be relieved or regretful. Only time will tell, I guess!

>Merry Early Sissymas, everyone! :flirty:

http://leila-stoat.deviantart.com/art/Passing-Forward-The-Sissymas-Spirit-609689621

File: better_glue_by_goonzo70_by_goonzo70.jpg (1MB, 1431x2126px) Image search: [Google]

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>Another drawing that became a collaboratiin with the very skilled admanios.deviantart.com . Again she did a wonderful job with the colors !

http://goonzo70.deviantart.com/art/Better-Glue-677033891

File: avaro_56_s_pink_salon_bimbo__fanart_by_goonzo70.jpg (148KB, 1024x1890px) Image search: [Google]

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http://goonzo70.deviantart.com/art/Avaro-56-s-Pink-Salon-Bimbo-fanart-651350848

>This is just a fanart I did about Avaro 56 avaro56.deviantart.com and his Pink Salon Bimbo shemale character.

File: siskool_rdc_by_goonzo70-dab1ans.jpg (1MB, 1707x1928px) Image search: [Google]

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>>1506251
http://goonzo70.deviantart.com/art/Sissy-School-censored-623198008

File: sissy_concept__1_by_ladyliliardat-dbaa7ur.png (449KB, 1024x2038px) Image search: [Google]

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http://ladyliliardat.deviantart.com/art/Sissy-Concept-1-682400835

File: free_to_a_good_home_by_dovsherman-db7e9i9.jpg (316KB, 900x1440px) Image search: [Google]

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>Take good care of your hypnotized sissy. Remember, a sissy isn't just a weekend toy. A sissy is a forever friend.

http://dovsherman.deviantart.com/art/Free-To-A-Good-Home-677550753

File: getting_ready_for_the_night_by_ehliasys-d8amw82.jpg (221KB, 1262x1600px) Image search: [Google]

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http://ehliasys.deviantart.com/art/Getting-Ready-For-The-Night-501593762

File: bitch_be_trippin___by_rocketxpert-d59i6qb.jpg (129KB, 600x786px) Image search: [Google]

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http://rocketxpert.deviantart.com/art/bitch-be-trippin-318295955

File: 13_lipstick by blackshirtboy.jpg (230KB, 852x1102px) Image search: [Google]

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https://e-hentai.org/s/311ef9d0b1/753618-6

>>1506283
I love this artist so much but he never makes new content

File: aft1-56.jpg (161KB, 860x1091px) Image search: [Google]

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>>1507655
doing book illos?

File: diy_valentine_by_rocketxpert.jpg (378KB, 900x1222px) Image search: [Google]

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>>1507655
If you're interested, he does regular art as RocketDave: http://rocketdave.deviantart.com/gallery/

http://rocketxpert.deviantart.com/art/DIY-Valentine-662334552

File: mid_drag_tf_by_diggerman.jpg (164KB, 900x1165px) Image search: [Google]

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>Hey everybody, Metal here, with a small pic I did for fun featuring myself in the process of transforming into a drag queen based on :iconda-fuze:'s design of my drag persona; which was awesome enough to spark others to draw it as well, including me now. :D

http://diggerman.deviantart.com/art/Mid-Drag-TF-546613548

File: reprinted_by_diggerman.jpg (308KB, 2600x1000px) Image search: [Google]

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>Here we have Metal magically turning into a rather gaudy looking cougar woman with some evil thrown in. Well, despite the unfortunate event he, er, she, seems to feel pretty fabulous anyway. ;)

http://diggerman.deviantart.com/art/RePrinted-344022782

File: com__funny_business_pt_1_by_diggerman-d74er1i.jpg (301KB, 900x1165px) Image search: [Google]

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1/2
>Hey everybody, Metal here, bringing you an unorthadox commission by :iconapokol:
>Something strange is afoot and afoul here! What sort of odd plan has just been unleashed?? Stay tuned.

http://diggerman.deviantart.com/art/COM-Funny-Business-pt-1-430669926

File: com__funny_business_pt__2_by_diggerman-d74er12.jpg (305KB, 900x1165px) Image search: [Google]

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>>1509175
>And thus the means to the strange circumstances is revealed. I gotta say, that's an odd way to silence someone from reporting financially fishy materials but it's definitely very fun!
2/2
http://diggerman.deviantart.com/art/COM-Funny-Business-pt-2-430669910

File: omg_what_are_you_wearing____by_ashleylex-d5qcmen.jpg (364KB, 600x800px) Image search: [Google]

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http://ashleylex.deviantart.com/art/Omg-What-are-you-wearing-346589807

>"O My Gosh! What are you wearing under there ?!? Well well well isn't this a cute little number."

File: happy_birthday_diggerqueen_by_redflare500.png (648KB, 1400x1509px) Image search: [Google]

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http://redflare500.deviantart.com/art/Happy-Birthday-DiggerQUEEN-620956297
1/2

File: redmetal_queen_by_diggerman-da9t4pn.png (680KB, 900x1165px) Image search: [Google]

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>>1509184
2/2
http://diggerman.deviantart.com/art/Redmetal-Queen-621137435

>Metal, after having recieved a mysterious gift for his birthday, had begun a rather odd transformation.His clothes shifted and grew tighter, taking on a far more rubbery sheen. They turned from a simple tshirt and pants into a shiny red dress that hugged his body tight. It only felt tighter as he felt his chest and hips expanding, but the new appendages had a similar rubber texture as his new dress and gloves. Soon enough he was sporting a brand new pair of rubber breasts and hips held in place by thin adhesive.
>Before he could panic and try to stop the changes, his face and hair began to tingle. His hair quickly began to grow and style itself into a big and bold red head. Of course, this new hair was nothing but a gaudy wig sitting on top of his tingling head. His thoughts became cloudy as he looked upon his new looks, almost smiling as he felt up all his new features. His panic and shock turned to infatuation and lust as his face was morphed and covered with layer upon layer of makeup. And with a low moan he watched his brown eyes become an alluring blue, no doubt fake contacts, and his transformation complete.
>Now, Redmetal, shaking his hips and licking his lips, was ready to go out on the town, eager to find himself some fun and something he can wrap his lips around. He was garaunteed to get all sorts of looks and attention for his gorgeous looks and exaggerated features~

File: wish01_by_goonzo70-db86ln0.jpg (657KB, 1022x1417px) Image search: [Google]

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http://goonzo70.deviantart.com/art/Wish-01-678872844
1/3

File: wish02_by_goonzo70-db86l9h.jpg (681KB, 1022x1417px) Image search: [Google]

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>>1509187
2/3
tf transformation tg genderbender clown clowngirl drag dragqueen transvestite bigfeet breast expansion magic diggerman mtf ftm

http://goonzo70.deviantart.com/art/Wish-02-678872357

File: wish03_by_goonzo70-db86kf9.jpg (648KB, 1022x1417px) Image search: [Google]

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>>1509188
3/3
http://goonzo70.deviantart.com/art/Wish-03-678871269

File: playing_dress_up_by_tetsumiro-d2yoyyp.png (76KB, 280x402px) Image search: [Google]

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http://tetsumiro.deviantart.com/art/Playing-Dress-up-179204353

>Eli used to work part time at a gay bar doing d
rag shows. When he had to ask some of the girls for a favor, they told him they would do it if he would come back and do one more show with them. So he did!

>Sean is just beginning to discover the gay world now that he's come out of the closet fairly openly. Eli decided it'd be fun to dress Sean up as well, so they got him all done up, but before they could even get out of the dressing room, Eli had Sean up against a wall :heart:

>In drag, Eli is known as "Elizabeth Sunshine". Sean hasn't picked a name yet.

File: panty_and_stocking_drag_tftg_by_da_fuze-d9msit0.png (183KB, 2509x2972px) Image search: [Google]

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>Panty and Stocking Turned into glam drag versions of themselves

http://da-fuze.deviantart.com/art/Panty-and-Stocking-Drag-TFTG-582477876

File: drag_queen_tf_p_1_by_goonzo70.jpg (478KB, 1024x1381px) Image search: [Google]

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Inspired by Diggerman
1/4
http://goonzo70.deviantart.com/art/Drag-Queen-TF-p-1-638335360

File: drag_queen_tf_p_2_by_goonzo70-dak1qle.jpg (372KB, 1024x1381px) Image search: [Google]

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>>1509204
1/5
2/5
http://goonzo70.deviantart.com/art/Drag-Queen-TF-p-2-638335202

File: drag_queen_tf_p_3_by_goonzo70-dak1qfa.jpg (767KB, 1280x1726px) Image search: [Google]

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>>1509207
3/5
http://goonzo70.deviantart.com/art/Drag-Queen-TF-p-3-638334982
https://goonzodraw.tumblr.com/post/151369251622/drag-queen-tf-anyway-heres-my-little-comic-it

File: drag_queen_tf_p_4_by_goonzo70-dak1qbh.jpg (644KB, 1280x1726px) Image search: [Google]

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>>1509208
4/5
https://goonzodraw.tumblr.com/post/151369251622/drag-queen-tf-anyway-heres-my-little-comic-it
http://goonzo70.deviantart.com/art/Drag-Queen-TF-p-4-638334845

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>>1509210
5/5
http://goonzo70.deviantart.com/art/Drag-Queen-TF-p-5-638334667

File: sissy_love_by_rocketxpert.jpg (2MB, 2575x1956px) Image search: [Google]

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http://beastv.blogspot.com/2014/10/swiss-miss-sissy-chapter-8.html
From "Swiss Miss Sissy" Chapter 8
http://rocketxpert.deviantart.com/art/Sissy-Love-487417293

>>1509217
>Excerpt:
1/2
She forced a smile on her face. “Mistress Christina, what a pleasure to see you again,” she said while she bobbed a curtsey. It was a remarkable improvement compared to yesterday, but lacked natural grace. “May I welcome you to our home. I hope you will feel most welcome.”

Mistress accepted the greeting with a smile. “Thank you, Danielle, I'm sure I'll feel right at home. And may I say you look absolutely wonderful today. Your aunt has outdone herself this time.”

She gave a girlish giggle and turned to me, her broken smile still on her face. She bobbed again. “And may I welcome you too, Cheryl. It is always nice to welcome a girl as pretty as you. It is nice to have a frie... fellow sissy over.”

I accepted her welcome with a curtsey of my own. “Thank you, Danielle. I feel very honoured for being here. And I am elated by your wonderful compliment, but I must admit that my appearance pales to yours.” It actually stung a bit to say that last part. Surely I was prettier than her? But it is traditional to mention that the beauty of the lady of the house is unsurpassed.

Mistress Margot chuckled. “Don't be so formal Danielle,” she said. “There guests are our friends. Why don't you welcome them with a nice kiss instead?”

“...Yes, aunt,” she replied.

>>1509220
2/2
>She bent forward, hands to the sides, and puckered her lips. She wanted to kiss Mistress Christina on the cheek, but at the last moment she turned her head and kissed the girl right on her lips. This startled Danielle, who tried to pull back, but Mistress leaned in herself and stole herself a big wet French kiss.

There was a wide smile on Mistress' face and she pulled back. Miss Rosenberg was clearly amused as well. Danielle looked quite flustered.

“Cheryl too, Danielle,” Mistress Margot then told Danielle. “Kiss her properly. Make her feel welcome.”

“Yes aunt,” she answered disheartened. Like before, she puckered her lips and leaned in to kiss me. I mirrored her movements, striking my well-rehearsed sissy-stance where I keep my knees straight, bottom a bit outward, torso tilted forward to show my ample cleavage, and elbows at my side and hands outward. A perfect picture of submissive femininity as Ingrid had called it.

I turned my cheek to Danielle. She gave it a soft peck.

That was not enough, apparently. “On the lips, my dear,” Mistress Margot told Danielle. “Lovingly.”

“You too, Cheryl,” Mistress Christina told me with a stern expression.

Oh no... She wanted me to kiss a boy, I thought alarmed. Danielle probably thought exactly the same, the dismay showing on her face. We sighed in unison. Let's get this over with...

We leaned in on each other, slowly. Just before our lips touched, we hesitated. We looked each other in the eyes, and I saw confusion and uncertainty in her eyes, something she must have read in mine as well.

File: Diggerman Perma-Molded into Jessica Rabbit - by Redflare500.png (1MB, 2583x1280px) Image search: [Google]

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>>1491013
>>1491016
First picture. Metal is standing in the ominous presence of Sammy's machines, wondering where, and why, he has been summoned there.

Second pic, Metal is attacked! A powerful hose sprays him down, coating him with a thick layer of rubber, shredding his clothing, permanently coating to his skin. Large metal molds are brought down, surrounding Metal's head and chest, super heating, bulging and reshaping his masculine body into a super curvy buxom bombshell! Metal can only stand, held by metal arms, as he's perma-altered!

Thirdly, the freshly molded Jessica doll stifles a muffled moan, her face bloated, solid and beautiful. her hips and dick meanwhile are forced into the narrow waist mold below, crushing them into a perma-bulge, huge hips, round and curvy. The rubber spray gloops between her thinner legs, flowing into a long dress molded to her body (actually part of her body, irremovable) whilst her feet become dainty high heels.

Finally, once all the paint has been applied, the new Jessica doll stares out from her painted on eyes. Squeaking her hips together in horny ecstasy, she raises a rubberized hand up to her lips, touching them, smelling the rubber, feeling it all over her body, forever! Wiggling and moaning with glee, she hobbles off, looking for men to tease.

Sammy meanwhile has other plans for Metal, now Jessica, which you may get to see soon ;)

http://www.furaffinity.net/view/18347982/

File: FPS First Person Sissification - by Redflare500.png (951KB, 1400x933px) Image search: [Google]

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>Seen a few of these POV shots lately, so I figured I'd try my hand at one featuring my classic sissification, a guy getting turned into a lovely rubbery femme fox.

>The process is 60% complete, with the final mind-wipe solution being injected as his junk is formed into a tight little rubbery bulge down below by a suction cup.

http://www.furaffinity.net/view/13857433/

File: Portal sissy - by HelixJack.jpg (136KB, 1280x1024px) Image search: [Google]

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http://www.furaffinity.net/view/17488873/

File: Kenn Maid for Life - by Redflare500.png (1MB, 1600x1539px) Image search: [Google]

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http://www.furaffinity.net/view/18724999/

>A commission for Kenn_Kyubi Kenn_Kyubi of himself being permanently rubberized into a squeaky sissy latex maid.

>Slipping on the cursed rubber gloves, the pink latex spreads over his body and skin, absorbing his clothing before spreading over his very mind, making him obsess with cleaning, shiny things, and being a good little maid.

>Get yours today!

File: Link Cybersissy - by Redflare500.png (929KB, 913x1400px) Image search: [Google]

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>Continuing the age old trend of taking beloved videogame characters, rubberizing them and turning them into silly boi-bulge sissies!

http://www.furaffinity.net/view/18858686/

File: Pyro'd Zelda TG TF - by Redflare500.png (701KB, 1013x1400px) Image search: [Google]

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A continuation of the Pyro-suit craze sweeping Hyrule! This time Zelda was tricked into wearing it, with disastrous consequences!

Guess the suit was only designed for the hero of time... and as such as morphed Zelda into a boy! (potentially Sheik) leaving only rubberized traces of her outfit behind, melded to the rubber hazard suit of her skin.

All clumpy and huffy, at least she can explore more dangerous areas of Hyrule with ease! (Don't ever let her see Link again though, Red Pyro's hate Blue ones...)

http://www.furaffinity.net/view/18849612/

File: Axios Rubber Cybersissy - by Redflare500.jpg (101KB, 808x1280px) Image search: [Google]

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http://www.furaffinity.net/view/21299213/

File: Latex Sissy drones factory By Blackshirtboy - by age.jpg (214KB, 1100x1280px) Image search: [Google]

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> Nesaya and Sakura got caught by criminals that lead a ring of slaves and prostitutes.
>They also sell obdient sex drones on the black market.
>To be sure the both girls will never cause problems for them again, they decided to turn them into latex sissys.
>For both its a horrible fate, not only they wont be able to be turned back to normal.
>They also will be forever horny and do everything they get asked for.
>Additionally the Latex Bulge that covers their vaginas tease them all the time to make them horny and willing.
>The only relieve for them is to suck cocks and get fucked in the ass. But they cum anymore with their vaginas and are always on the edge of cumming.
>Even when they rub their bulges they only raise the pain of need to cum.

http://www.furaffinity.net/view/18407483/

File: Play nicely, girls By Saint_Q.jpg (58KB, 836x453px) Image search: [Google]

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>My drag queen, Lulla plays with another drag queen, her bitch, Nameless Victim. Nameless Victim is getting tired of this game.
1/2
https://aryion.com/g4/view/94432

File: A Dilemma, indeed. By Saint_Q.png (106KB, 300x500px) Image search: [Google]

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>>1511776
2/2
>Drag queens + vore = pretty sexy a combination. No lie.
>Lulla again
https://aryion.com/g4/view/111191

File: IMG_2960.png (558KB, 900x702px) Image search: [Google]

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im just a poor average faggot i thought i was here for some rpdr porn what the fuck is this garbage

File: playing_cupid_by_dovsherman-d9phdj5.jpg (478KB, 1680x1050px) Image search: [Google]

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>"Mwah mwah mwah! Oh, you're so pretty! Mwah mwah! Oh, you think I'm pretty! I think you're even prettier! Mwah mwah mwah! Oh, I love you, my pretty, pretty princess! Mwah mwah mwah!"

>Ah... true love...

>Well... I mean... Cupid looks like she's truly loving it and that's all that really matters, right?

http://dovsherman.deviantart.com/art/Playing-Cupid-586996673

File: one_messed_up_makeover_by_leila_stoat-darrg0w.png (101KB, 500x400px) Image search: [Google]

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>After dealing with Owen's pesky "third eye", it sure was easy to "convince" him to be Leila's guinea pig and test her new outfit. Of course, it was practically a complimentary outfit to the real marvel of sissy fashion, the Brain Drain Pacifier. But, surely, the Mincing Stockings, the Limpwrist Gloves, the Invisible Leash Collar, the Auto Anime HairBow... all was one masterful outfit that Leila now new was ready to make its debut on Maria's runway!

http://leila-stoat.deviantart.com/art/One-Messed-Up-Makeover-651291872

File: 2015_the_year_of_hina_by_leila_stoat-d8c79o9.png (150KB, 640x600px) Image search: [Google]

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>Well, I decided to kick off the year with a small little treat in hopes that the rest of the year will get to see more action than the previous. Heehee ^^;
1/5
>Special kiss-kisses for HinaYui, my special Baby 2015 :flirty:
http://leila-stoat.deviantart.com/art/2015-The-Year-Of-Hina-504223929

File: year_of_hina___janunary_by_leila-stoat.png (109KB, 600x600px) Image search: [Google]

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>>1514331
2/5
http://leila-stoat.deviantart.com/art/Year-of-Hina-Janunary-511144607
>A monthly project, why the heck not. Since the drive is slapping me in the back of the head, might as well take it. :D

>Feat HinaYui as a cozy snow bunny. :flirty:

File: year_of_hina___february_by_leila-stoat.png (131KB, 600x600px) Image search: [Google]

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>>1514333
3/5
>Well, I was wondering if I should have HinaYui honor Carnival or Valentine's Day... so I just joined them both into one juicy pic! :flirty:

>Featuring HinaYui as Prissy Pink and lurdpabl as Baby Blue, who may or may not have their hands literally glued to each other's butts. :dummy:
http://leila-stoat.deviantart.com/art/Year-of-Hina-February-517473724

File: year_of_hina___march_by_leila-stoat.png (139KB, 600x600px) Image search: [Google]

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>>1514335
4/5
>Little HinaYui is seemingly catching up with me(see Leila Pin up - February), so I need to stay ahead of my little sissy. For March, I did a mix-up of two great holidays for sexy shameful situations: St Patrick's and Spring Break! Wooooo! :dummy:

>Featuring HinaYui "The Bimbo Not Wearing Any Green on St Patricks" and betternotlookme as "Clover Pie", helping this become more like a "Hina Gone Wild" video :flirty:

>Also, "BJ" stands for "Bimbo Juice". ;)

http://leila-stoat.deviantart.com/art/Year-Of-Hina-March-523702020

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>>1514338
5/5
1/7 2/7 3/7 4/7 5/7
http://leila-stoat.deviantart.com/art/Year-of-Hina-May-549625004

>Well, I'm late but I am back, and May is a very special month, since it's the birth month of yours truly! :flirty:

>So I decided to give myself a treat, and by treat I mean HinaYui dressed like a treat, and by treat I mean a nice birthday cake. :giggle:

File: year_of_hina___june_by_leila_stoat-d9i4b1z.png (105KB, 600x600px) Image search: [Google]

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>>1514344
6/7
>Very late, but better than never, the year of Hina continues, with the very special month of June! Why so special? Why, because it's the birth month of our lovely sissy girl :iconhinayui:, of course!

>And yes, I know she played this "first birthday" gag on me before, but it's too good to pass. :flirty:
>And so... this still continues. May even end before the year ends! I sure hope so! :giggles:
http://leila-stoat.deviantart.com/art/Year-of-Hina-June-574629623

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>>1514345
>The year of 2015 may be gone, but :iconhinayui:'s adventures are not done yet! July is a hot summer month, so lil Hina is ready for a splash in the pool!

>But why does she seem so distressed? Is it because she is a silly baby that needs water wings to enter the kiddie pool? Is it because she's startled about being thrown in the water? Or is it because she's afraid the water will turn accusatory red as soon as her already wet swimsuit touches the water?
>Who knows, but it's fun for the whole family! :flirty:
http://leila-stoat.deviantart.com/art/Year-of-Hina-July-604120601

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http://blackroseseduction.deviantart.com/art/Disney-Sissies-Meg-649193978
1/5
>:: Little is known to the reason of these incidents. Perhaps it's a strange life-force lurking in Disney's vaults... perhaps it's the manifestation of all of the gender specific marketing that comes with Disney's princess line... or maybe it's simply a bit of dark magic from that tall castle tower. For whatever reason... when certain VHS versions of Disney movies are played, strange things happen to the select few sissies viewing them. However... with power, limitations are overcome... and tapes are no longer necessary. Only one more is needed before the barrier between her world and ours is broken.::
>"I dunno..."
>"We've discussed this before, sissy... remember how on board you were just a few nights ago?"
>"I know, but..."
>:: Ryhn looked up to the boy toy his mistress had been with for several weeks now. They had spent night after night preparing for this moment... the moment where Ryhn joined in on their sessions. Looking to what was about to happen to him, it didn't take long for him to develop cold feet about the whole situation, much to his mistress' disappointment.::
>"It won't hurt... much after the first time."

File: _breath_of_the_wild__prince_zelda___ftm___by_vyctorian-db14tnc.png (284KB, 592x1002px) Image search: [Google]

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>>1514372
2/5
>:: She rubbed his shoulders, realizing her words likely didn't inspire confidence... but she couldn't deny the fact; He was huge.::
>"I just don't think I'm ready for this... I'm sorry."
>:: She pouted, but it wasn't like she could force it. He needed to be as excited as she was to participate, and so Ryhn left the room and walked the hall a little, feeling relieved that he was able to get out of it so easily. I dunno if I'm cut out to be that kind of sissy... He sank in that thought for a bit before retreating to the living room to put something on and take his mind off the whole thing.::
>"Disney... I definitely need a Disney film... something light."
>:: Hercules was already sticking out a little from the shelf, so he went for the film easiest to grasp. After setting everything up, Ryhn plopped down on the sofa and hit play. He felt something happen as he hit play; he felt a tingling sensation between him and the television. He couldn't describe it, really... and he couldn't look away. He felt his brain truly turn off as he was somewhat captured by the screen, watching scene by scene play, not necessarily in the same order, but he didn't seem to notice.::
~
http://vyctorian.deviantart.com/art/Breath-of-the-Wild-Prince-Zelda-FTM-667032600

File: tg_much_by_geminim-d92uhcs.png (1MB, 1024x2380px) Image search: [Google]

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>>1514377
3/5
>No chance... no way...
>"I won't say it, no no..."
>You swoon... you sigh... why deny it?
>"It's too cliche..."
>What's too cliche?
>:: Ryhn snapped out of it and found himself sitting atop a stone ledge wayy up in the sky. With a puff of blue smoke, he was wearing a violet nightie, but even more surprising was a long glass vial attached to his member which glowed a bright pink, a potion swirling inside.::

~
>making mini tgs of anyone who wants a tg of them self. just pick a theme from the list below (or come up with one), and boom. Only one free tg per a deviant, any additional tgs will cost 10 points or something...
http://geminim.deviantart.com/art/Tg-much-548976988

File: amber_01_by_vyctorian-danaujx.png (335KB, 832x1431px) Image search: [Google]

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>>1514382
4/5
>"W-wait!! What's happening? ... is this.. a dream?"
>Would you believe me if I said yes? The last one did...
>:: The fairy appeared before him and moved closer, one wave of her hand forming thick cuffs along his wrists which lightning struck like a lasso, pulling his arms back and upwards to restrain him. His feet were trapped by stone figures along the ledge where he had sat. The fairy approached with a soft smile, her eyes a menacing void of beauty and destruction. She kissed his forehead, and Ryhn fell into a similar trance-like state from earlier.::
>Good boy. Be a good little damsel for me and give in to your desires... I know you want to...
>"Y-you mean... him??"

~
http://vyctorian.deviantart.com/art/Amber-Ganguro-femboy-643799085

File: photo_booth_of_ganguro_galization_01_by_metamorgirl.jpg (200KB, 912x1376px) Image search: [Google]

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>>1514386
5/5
>Oh! Was he on your mind? Couldn't tell...
>:: The muses came to life from the stone ledge, taking every opportunity to poke fun at his bashful thoughts, even showing him his own reflection to prove the blush upon his cheeks::
>This pride is unnecessary... this will be remedied when your excitement mixes with my potion. Your self-respect that you trip over will no longer be immortal...
>:: Ryhn looked lazily down to the vial, noting that he was only inches away from submerging himself. He wouldn't give in... he tried not to give in... but she whispered something in his ear that made his eyes perk, among other things. He felt himself sink into the potion, and lust filled his eyes almost immediately.::


~
http://metamorgirl.deviantart.com/art/Photo-booth-of-Ganguro-galization-01-522460634
>If someone take picture in that booth, they would be transformed into ganguro-gal, regardless of young or adult, boy or girl.

File: first_group_of_minis_by_geminim.png (277KB, 900x662px) Image search: [Google]

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>>1514396
1/6 2/6 3/6 4/6 5/6 6/6
>And there is her true nature. See girls? So excited to share in his mistress' desires that he can barely stand.
>:: Ryhn looked at the pure lust in his expression, ashamed, but too excited to retract his true feelings. Every ounce of excitement and anticipation he had for this night came rushing back all at once, and it felt incredible beyond measure. She tickled his cheek as a taunting gesture, releasing him back to the living room where he had sat so passively before. The potion was no longer necessary. His mistress was thrilled with how excited her little sissy was to try new things, and that night began a chain of new experiences which Ryhn had never imagined before.::
>:: Even more impressive, many boys around the world had sudden urges that changed their behavior dramatically. Sissies were suddenly well behaved in areas they were struggling with before. Those with mistresses made very happy owners, and those without... well, some disappeared and some became more quiet/reserved for unknown reasons. Something changed that night... and only a few smirked knowing what had happened. After all... they were promised this from childhood...::
>:: Ever since they watched their films as little girls...::
~
>Here are the first 5 minis for :iconsquirates: :iconcocobrien: :iconsquirtlelover90: :iconnevy6: :icongoldwyn11:

>...uh... fashion contest anyone? vote for your favorite =D.
http://geminim.deviantart.com/art/First-group-of-minis-550236679

File: sissy_fakemon___water_by_leila_stoat-d7yikbx.png (90KB, 500x500px) Image search: [Google]

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1/15
>Yep, got myself enthralled into something all of a sudden due to random inspiration. Woo!

>Starring blackshirtboy as... Oneepee - The One-Piece Sissymon

http://leila-stoat.deviantart.com/art/Sissy-Fakemon-Water-481236333

File: sissy_fakemon__flying_by_leila-stoat.png (141KB, 500x500px) Image search: [Google]

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>>1516424
2/15
>Starring animal-delos as... Fabcock - The Fabulous Peacock Sissymon

http://leila-stoat.deviantart.com/art/Sissy-Fakemon-Flying-481236372

File: sissy_fakemon__ground_by_leila_stoat-d7ymk3u.png (71KB, 500x500px) Image search: [Google]

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>>1516428
3/15
>Starring Kobi94 as... Lamia - The Mud Blob Sissymon

http://leila-stoat.deviantart.com/art/Sissy-Fakemon-Ground-481422666

File: sissy_fakemon___electric_by_leila_stoat-d7ymjr3.png (129KB, 500x500px) Image search: [Google]

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>>1516430
4/15
>Starring CrazyCowProductions as... Robotta - The Robot Maid Sissymon

http://leila-stoat.deviantart.com/art/Sissy-Fakemon-Electric-481422207

File: sissy_fakemon___ice_by_leila_stoat.png (101KB, 500x500px) Image search: [Google]

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>>1516432
5/15
>Starring Sarialinde as... Elsicle - The Ice Queen Sissymon
Pokemon
http://leila-stoat.deviantart.com/art/Sissy-Fakemon-Ice-481611463

File: sissy_fakemon___bug_by_leila_stoat-d7yqlsd.png (105KB, 500x500px) Image search: [Google]

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>>1516435
1/12 2/12 3/12 4/12 5/12 6/12
>Starring cjsluggle as... Mothby - The Fluffy Moth Sissymon

http://leila-stoat.deviantart.com/art/Sissy-Fakemon-Bug-481611469

the garbage in this thread is the reason having this fetish is suffering. 99% of the art is nightmare fuel or objective trash, and the remaining 1% is either actually decent content or shit that is close enough you have to settle for.

>>1516623
You know, you could go and post some pics if it bothers you that much.

File: sissy_fakemon___fighting_by_leila_stoat-d7yyjoq.png (113KB, 500x500px) Image search: [Google]

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>>1516454
>Starring TGcannon as... Maskara - The Luchadora Sissymon
7/12
http://leila-stoat.deviantart.com/art/Sissy-Fakemon-Fighting-481981994

File: 15495738291276015894.png (3MB, 1275x1651px) Image search: [Google]

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3D Pimp

File: 89343896801284088.jpg (1MB, 6720x4200px) Image search: [Google]

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DovSherman (aka DoveLace.com)

File: robin_is_a_pretty_girl_by_nice_ass91-dbbtio7.jpg (3MB, 3071x4724px) Image search: [Google]

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nice-ass91

File: tumblr_nwshiidA4D1uk2zw3o1_r1_1280.jpg (186KB, 1152x890px) Image search: [Google]

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ShadowJack's Femboys

File: Show002.jpg (158KB, 1272x938px) Image search: [Google]

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Dazzy6969

File: tumblr_n9fhn6JCAF1sh2tg3o1_1280.jpg (74KB, 800x1151px) Image search: [Google]

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branbardling

File: chaotic-naughty-427420-Bimbos_of_Black_City.jpg (894KB, 1280x720px) Image search: [Google]

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chaotic-naughty

File: bathgate21.jpg (240KB, 981x781px) Image search: [Google]

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>>1518311
straight up bathgate tracing?

File: sissy_fakemon___dragon_by_leila-stoat.png (100KB, 500x500px) Image search: [Google]

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>>1518271
8/12
>Starring lurdpabl as... Dragona - The Dragon Queen Sissymon
http://leila-stoat.deviantart.com/art/Sissy-Fakemon-Dragon-481995190

File: sissy_fakemon___steel_by_leila_stoat-d7z0myr.png (80KB, 500x500px) Image search: [Google]

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>>1521153
9/12
>Starring Diggerman as... Metakini - The Skimpy Samurai Sissymon
http://leila-stoat.deviantart.com/art/Sissy-Fakemon-Steel-482079555

File: sissy_fakemon___dark_by_leila_stoat-d7z0mz1.png (185KB, 500x500px) Image search: [Google]

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>>1521155
10/12
>Starring Lorddragonmaster as... Lilili - The Succubus Sissymon

http://leila-stoat.deviantart.com/art/Sissy-Fakemon-Dark-482079565

File: sissy_fakemon___fairy_by_leila_stoat.png (129KB, 500x500px) Image search: [Google]

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>>1521158
11/12
>Starring HinaYui as... Primafae - The Fairy Dancer Sissymon
http://leila-stoat.deviantart.com/art/Sissy-Fakemon-Fairy-482079558

File: the_last_sissy_fakemon_by_leila-stoat.png (110KB, 500x500px) Image search: [Google]

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>>1521160
12/12
>Switcherina
>The Switcher Sissymon
>Type: ???
http://leila-stoat.deviantart.com/art/The-Last-Sissy-Fakemon-482103343
>"Eep"

File: pegged_by_diana_and_kara_by_safewordignored.png (948KB, 970x1049px) Image search: [Google]

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>>1520489
>Starfire wearing latex/Strap-on Combo Suit

Nice.
http://safewordignored.deviantart.com/art/Pegged-by-Diana-and-Kara-684302584

File: disney_sissies___aurora__by_blackroseseduction.png (4MB, 1600x2070px) Image search: [Google]

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>:: Little is known to the reason of these incidents. Perhaps it's a strange life-force lurking in Disney's vaults... perhaps it's the manifestation of all of the gender specific marketing that comes with Disney's princess line... or maybe it's simply a bit of dark magic from that tall castle tower. For whatever reason... when certain VHS versions of Disney movies are played, strange things happen to the select few sissies viewing them.::
>"No, I don't want to sleep yet! It's only 8:00!"
>:: The sulking little boy sat alone on the rug, watching some of his favorite late night cartoons. Violent imagery and foul words filled the room with the later night programming, and his Mistress had enough of it. A his face was buried in the pixel screen, Jessy's Mistress tapped her foot unapprovingly.::
>"If you're staying up, you're certainly not watching this garbage. I already told you that you're only permitted to watch things age appropriate."
>:: Jessy grimaced. He was in his 20's... he wasn't a little kid anymore. Far from it! This new age regression play was not sitting well with his tastes. His Mistress had left for the moment, Jessy giggling at the show on the screen until an unfamiliar blue screen came on with the word "STOP" written across it.::
>"H-hey! The episode is still in the mi-"
1/4
http://blackroseseduction.deviantart.com/art/Disney-Sissies-Aurora-634224522

>>1521184
2/4
>"Hush... You pledged to be my little girl, and you're going to start acting like one. This is the tape of Sleeping Beauty I used to watch when I was little. You're going to watch it until you fall asleep on your playmat and if you don't, you're going to rewind it and start it again. Do you understand?"
>"... Yes..."
>:: The line stewed in Jessy's head for a minute. He watched the blue screen, staring at the "<<REW" letters on the screen and suddenly noticed it blinked for a brief moment! "What did it say..? 'Sleepyhead?' I didn't think old tapes did stuff like that..." Jessy rubbed his eyes and jumped as the tape had stopped and started to play on it's own. His Mistress smiled and tussled his hair, kissing him on the forehead and wishing him a goodnight. Jessy watched the screen as the terrific animation started to bloom. Even in older, manual format and quality, it was still beautiful to look at. Jessy decided that this might be fun to rewatch after all... it had been a while anyways.::
>:: The soft color palette and the soothing songs were enough to make his eyes droop down a little. He could feel himself dozing off, though he swore he caught glimpses of some other picture between the frames every so often. It looked like... one of those little little cute girls from video games and things.::
>"Am I really that tired?"
>:: After a while of seeing this, Jessy was convinced. He knew what he was seeing, and he had to figure out what was up with this tape! He crawled over to the TV where the VCR was and held his finger over the pause button, waiting for the image to come back. Just when he thought he had just imagined it, there it was again!! He pressed his finger down and immediately withdrew his hand as he felt something prick him!::

>>1521188
3/4
>"W-what the..."
>:: He looked at the blood on finger in confusion, though suddenly the room, the floor beneath his feet, the walls, even the TV, all but the screen remained, the rest a void of light pink. Jessy felt a little dizzy, too dizzy to panic at the unrealistic situation he saw himself in, though the little girl from the screen began to speak, which was beyond unsettling.::
>Sleepy Head... Sleepy Head... What a cute little Sleepy Head...
>"Did I... what pricked my finger...?"
>Wrapped in pink. Pink little bows. Pink little diaper, pink little toes.
>:: Jessy's clothes were gone, thick ribbons slipping in from the void to catch his dizzy body. A pink band-aid slipped around his finger. He felt something thick and plastic slip between his legs and secure to his waist. Ribbons continued to wrap around him with a tense, tight tug, only releasing into layers of clothing around his body. From what he could tell, there were no zippers... no buttons... and the material didn't stretch. His lashes became thicker, heavier. His lips felt coated and numb with a sweet scent. His hair was tugged and teased into a curly, cute style. Before he knew it, he was trapped in what looked like a very babyish version of Aurora's outfit!::

>>1521191
4/4
>"Why can't I panic...?"
>Sleepy Head... poor little Sleepy Head pricked her finger and now she's a pretty Sleepy Head.
>"That doesn't answer..."
>Hush hush Sleepy Head... rest with ease. You won't wet, Sleepy Head. Await true love's first kiss. Aurora~
>"W-wait... what does... that... mea-"
>:: Jessy slowly fell to the playmat, eyes lowering, lips beautiful and plump, diaper secure, dress sprawled out in a beautiful pattern along the mat. He awoke the next morning to his Mistress' lips, a soft blush on his face knowing now that this was no dream...::

File: marry_poppins_tf_by_blackroseseduction.png (2MB, 1600x2070px) Image search: [Google]

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1/4

>:: Little is known to the reason of these incidents. Perhaps it's a strange life-force lurking in Disney's vaults... perhaps it's the manifestation of all of the gender specific marketing that comes with Disney's princess line... or maybe it's simply a bit of dark magic from that tall castle tower. For whatever reason... when certain VHS versions of Disney movies are played, strange things happen to the select few sissies viewing them.::
>"Do I HAVE to watch her?"
>"Yes."
>:: Adeline groaned in frustration to his Mistress' curt response. They were fine just as they were... why they had to adopt a little was beyond him. Especially if their Mistress would be too busy to take care of her all the time. He looked to the dumb babygirl suck her thumb and act as though she were 2. Maybe she was... but he wanted his own time with their Mistress to be special! Now it seemed like everything was ruined.::
>"You know, babysitting can be fun. I think you'll grow into it."
>"But we were going to go to a party later on this week! And we had Jessy coming over next Tuesday! How can we have "fun" if I'm babysitting the whole time..."
http://blackroseseduction.deviantart.com/art/Disney-Sissies-Mary-Poppins-645203197

>>1521201
2/4
>:: She watched the pitiful rant, all the while pulling a certain something from the shelf. It was an old, white, plastic VHS box that seemed out-of-place in her collection of DVDs. She blew the dust off with a soft smile and handed it to her sissy.::
>"You asked a while back why we have a VHS player. Put this in, sissy, and cuddle up to your new little sister. I think you'll understand the fun soon enough."
>:: Adeline was reluctant, but he wasn't about to disobey such a simple task. At least this would be easier than trying to feed her, or god forbid, change her! Their Mistress left the room to tend to her own business, and Adeline popped the tape into the player. It was strange seeing such a low quality picture on a high definition television, though it gave him a little nostalgia for watching old films when he was a kid. He barely noticed that his new little sister had yawned and was barely awake.::
>"Geeze... you fall asleep easily. I guess I'll get you a pillow and stuff, be right back."
>:: He paused the VHS and got a soft blanket and pillow for her to lay on, and she did so happily. Pressing the play button again, he noticed that the tape skipped a little in this moment. VHS tapes can become worn if paused for long periods of time, but for the same spot to be paused that many times, it seemed unlikely. The movie continued, Adeline starting to empathize with Poppin's reluctance to silly behavior. Maybe if YOU were a little less ridiculous, this would be easier... He felt himself start to drift off a little too, seeing how his admittedly cute little sister had curled into her warmth and drifted to sleep. Suddenly, something caught his eye though.::

>>1521202
>"Huh...? Did the TV just glitch?"
>:: Adeline moved closer to the TV to check for any dead pixels or malfunctions, and suddenly it flashed again! He was almost certain he saw a little fairy girl for a split second between the frames!::
>Find the fun... and the job's a game...
>:: Adeline could feel the world around him fade to white, red ribbon coming from far off to wrap around his legs, arms, body, everywhere. A tight, restricting plastic slipped to his feet and forced his ankles into a dainty, strict pose for the heels to form. A fine, white dress blossomed around him, and a thick thick plastic tucked around his member and closed it off tight, a lock looping the pieces together with no keyhole. A ribbon wrapped around his waist and looped between his legs, and his body was sealed in by a tight, tight corset. He felt himself stumbling in his new shoes until a parasol was placed beneath his hands for support. To top it all off, a sun hat was placed upon his head and wrapped snugly by a bit of fine netting. Scared, and a little bit excited by the whole process, he recognized his outfit ever so slightly from Mary Poppins.::
3/4

>>1521204
4/4
>”W-what is this??"
>A babysitter needs a little fun... a little dress... a little excitement...
>A babysitter needs responsibility... restrictions... poise...
>"W-What...??"
>:: A chalk drawing appeared on the ground beneath him, depicting a happy family with a nanny taking care of the kids. Adeline looked down and immediately saw his own fate, his heels starting to sink into the chalk drawing as if he were being sucked into this responsibility. He did his best to escape, but there was no escaping his fate. His Mistress smiled happily, knowing that all had gone as planned.::
>The babysitter is set. So many more to play with. Will you be my next Princess? Watch the screen to find out.~

File: cinderella_sissy_by_blackroseseduction.png (3MB, 1750x2264px) Image search: [Google]

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1/4
http://blackroseseduction.deviantart.com/art/Disney-Sissies-Cinderella-645730775
>:: Little is known to the reason of these incidents. Perhaps it's a strange life-force lurking in Disney's vaults... perhaps it's the manifestation of all of the gender specific marketing that comes with Disney's princess line... or maybe it's simply a bit of dark magic from that tall castle tower. For whatever reason... when certain VHS versions of Disney movies are played, strange things happen to the select few sissies viewing them.::
>"But I really want that one!"
>"..."
>"And that one! Oh please?? This one costs even less!"
>:: It was in that moment that Morgan's Mistress regretted opening up the dress catalog. It's true that she had taught her sissy a valuable lesson in appreciating fashion, but ever since Morgan's first dress, it seemed she couldn't get enough of the feeling of wearing pretty, extravagant things!::
>::sigh:: "No no no! I'm not going to repeat myself again, sissy. If you want pretty things, you will have to earn them. What lesson would I be teaching you as my submissive if I gave you anything you wanted without question?"

>>1521215
2/4
>"... I don't know..."
>:: Morgan walked to his corner and sulked, feeling brattier than ever. He loved the feeling of being all dolled up... to feel the dress cling to his form, running pretty designs all over his body and poofing out into a big, pretty flower! It was all very addictive, and he hated wearing normal shirts and jeans now.::
>"...I just want to feel pretty..."
>:: His mistress paused a moment, looking at her little subby sulking and thinking of another little lady that behaved the same way in a story. She left the room for a moment in a giddy hurry, returning with what looked like an antique from the past. An heirloom? What was this box she was bringing out?? Morgan's curiosity was piqued, standing up to meet his Mistress halfway to see what she was holding.::
>"I've had this movie since I was a little girl... maybe you should watch it. I think you would relate to her right now!"
>:: There was a soft grin on his Mistress' cheeks, though Morgan had figured it was from nostalgia. He had seen the movie a long time ago, and blushed in realizing the relationship he shared with her. He sighed and took the tape, silently walking over and placing it into the VHS player.::
>"There's my little princess. Watch that movie, and we'll talk about these dresses you were looking at in the morning."
>:: Morgan shot up in excitement at that glimpse of hope, pressing play more eagerly than he ever. The tape began, and Morgan found himself lulled into the old animation style, realizing just how impressive the movements were and starting to remember how all of the older Disney classics were drawn page by page. The songs were soft and sweet, and he didn't even mind the low definition of the screen. He wondered if his Mistress was this dazzled by the movie at a young age.::

>>1521218
3/4
>:: Morgan became excited as Cinderella had met her fairy god mother, knowing that she was about to have a dress even prettier than the one her little mice friends made for her! The song chimed, and he fell in love and envy watching as Cinderella's dreams were coming true. He started to sing along with the song, secretly wishing something would happen for him too!::
>"Put it together and what have you got? Bippity Boppity b-"
>:: In a flash, it seemed like everything had turned blue. Morgan jumped backwards with surprise, taking a second to look around. His heart wouldn't stop racing. It was a deep dark blue everywhere he could see, though as he backed up, he found himself embraced suddenly by blue ribbon.::
>Poor Cinderelly... did she take your dress from you?
>:: Morgan's eyes shook, stunned as the ribbons wrapped around his body, taking his arms and crossing them behind his back into silky, white gloves bound by a golden band around his biceps.::
>Cinderelly needs her pretty dress... and she will work hard for her pretty dress...
>:: Mice had crawled up his body, tugging at his restraint and poofing his sleeves. As Morgan was about to speak, the handle to a feather duster had been shoved in his mouth, a gag forming around it to hold it in place, connected to a pretty blue silk headband with pearls on either side. His chest suddenly felt heavy as he looked down to see that his dress came with breast forms which threw off his balance. He also felt a tight restriction and a tug from his bodice as a glass form molded itself around his small member with no conceivable way to remove it or escape it. Morgan looked out into the dark blue with a blush of despair, trying to talk, but only managing to angle his feather duster in different directions.::

>>1521222
4/4
>Housemaid... do a fine job, little Housemaid... rewards will come.
>Do a poor job, little Housemaid... and punishment is done.
>:: With that, it seemed that Morgan was forever trapped as a tragic housemaid, only able to remove her magic dress she had worked for when her house was cleaned. When it was not, she would be restricted yet again... tragic, even in the most beautiful dress magic could make. Morgan's Mistress smiled happily and closed her catalog, knowing her house would never be dirty again and her sissy would never turn into a brat again.::
>The Housemaid is put to work. So many... such little time. Will you be my next sissy? Watch the screen to find out.~