So I literally have the best sissy caption gifs.. and I'll

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Fuck I gotta go but I have like 20 more. Keep it going guys

>>10415812
>>10415822
>>10415824
These are awesome

bump my nigga

i hate how a lot of these things have something to do with shame/humiliation.

why cant i want to be a slut and be happy about it?

>>10415933
because you don't just say "i'm going to be a sissy slut" and make it happen, you are either coerced or you coerce yourself into it

that click when the shame and the humilliation are the things that start to turn you on is the best ever, too bad you only experience that once

dude you realize that this is PSYCHOLOGICAL SUICIDE?

probably sponsored by rossiya if you know anything about how they operate

>>10415822
>>10415812
>>10415759
some of these hit really close to home, anyway i allways lurk these threads and try to help closeted fags to either go for it or stop watching, already posted this before but i'll do so again because OP wasn't a faggot and posted good captions

>be 21
>group of friends is big, people from university plus other people i talk to
>one of them is trans, 29yro
>looks above average, dark skinned, not black though. looked weird but not enough to think that was a trans
>start browsing sissy threads
>want to try it out but too much of a pussy to try anything internet-related (might lead to some unfortunate encounters)
>get the tranny's phone number and some information thanks to group discussions on the phone and social media
>try to ask her out without other people finding out
>get invited to her house
by the way, since there is only 1 other person in this story, if i say his/her i'm talking about the tranny, we all know its faggotry anyway so its just for comprehension sake
>play dumb and pretend i don't know she is a trans
>surprisingly friendly conversation, almost forgot i went there purely for sex
>sees through my act though, asks me why i'm pretending i don't know she is a trans
>a bit frozen but i try to keep pretending
>tells me that she knows i'm there to suck his dick
>takes my hand and puts it on the cock
>i stroke it while the trans kisses me
>horny as fuck in this moment
>go down on it and start licking it from bottom to top
>laughs and says she didn't even need to ask
>tells me how whenever a man wants to see her they allways play the same game and that she just wanted to get to the point
>keep going until he cums inside my mouth
>get hit with that wave of regret, wonder if she was clean or not, wonder if she is going to tell my friends, wonder a lot of shit that could go wrong now
>rest of the night is akward
>go back home

its a long one, but as long as people bump with captions i can keep going, won't write if threads dying

>>10416029
I think I've already read your story once in a previous thread

>>10415958
how so? they're just pictures with perverted captions. i might agree with you if they were the hypno types. even then, they only work through willing participation

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1?

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2/?

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3/?

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4/4 getting a captcha, gonna fap to something else and maybe Ill pick up again if theres interest

some of these deserve to be in a YLYL thread

>>10416315
lmao, is this supposed to be hot?

Does anyone have the sissy caption of
>cum in my sisters panties
>I cant, I'm not aroused. maybe if you put them on I can
>you have your sisters ass
>lemme see what it feels to rub my cock against you

Been looking forever. If it helps the gif is of a great ass in panties and a cock rubbing and moving the panties aside. Thanks

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Should I continue?

>>10416356
No

so let me get this straight - "sissy" images are hetero gifs that people put captions over to make them gay? That is literally the gayest thing I've ever heard holy shit

>>10416359
Guess that's only because you can't hear yourself. :^)

ive seen better

>>10416356
Yes

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>>10416387
All I need is one ; )

If you have some bbc ones I'd love it if you posted them

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>>10416412
I don't sorry

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The others are too big to post : (

>>10416029
moar!

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Nvm I figured out how to make it smaller

You can find pretty much infinite of these if you go on Bing and search "sisy gif caption" with safe-search off. Google censors nsfw stuff even with safe-search off - bing doesn't. Then you can add keywords to find more specific stuff (forced, gang, bet, slut, etc.). Good shit.

You can find pretty much infinite of these if you go on Bing and search "sisy gif caption" with safe-search off. Google censors nsfw stuff even with safe-search off - bing doesn't. Then you can add keywords to find more specific stuff (forced, gang, bet, slut, etc.).

Then you can go to filters and change type to "Animation" if you want gifs only.

>>10416454
>>10416458
Wtf, said it didn't post. Oh well, double post.

>>10416220
>loob
Stopped fapping

>>10416571
This one is good. At least more 'realistic' than the above ones.

too much fucking text

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The-NordMaster on pornhub

>>10416029
Moar my friend, moar!

>>10416571
sauce pls

I hate trannies, dude.

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hypno sympathy bump

>>10416499
exactly. fucking hell

Degenerates, i hope you realize you are the cancer that is killing the western world.

>>10417720
Who gives a fuck

>>10416421
>look at her
>she liking that dick

>>10418844

need sound

>>10416444
Sauce

>>10415755
sauce?

>>10415749
fucking sauce.

>>10418844
Moar

>>10416418
what

Best Thread yet

>>10416029
moar

>>10415769
fuckin top kek

>>10416400
Idk why I like this, but more.

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>>10417720
how exciting

>>10418844
All I can see is that webm of the fucked up meth head calling for daddy in a baby voice. Boner failed.

>>10416220
>loob
kek'ing like a motherfucker

from 1 to 10 how gay is to give my first kiss to a big black cock?

>>10415759
Sauce pls or name of the girl

Are these threads supposed to be for closet sissies?

Because it's making me hard and making me want to find some sissy faggot and fuck the shit out of them.

>>10422841
really ? and what would you do to a virgin little sissy-hole?

>>10422878
just asking for a friend of mine....

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I've never seen a sissy gif better than this, anyone got sauce?

Also, does anyone know the name of a sissy tumblr "Mr. [name]" I can't remember

>>10422935
lexi belle

i would love to be sissyfied against my will i would be such a great sissy

>>10418844
SAUCE

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4MB, 480x270px

>>10423060
how can it be against your will if it's what you want?

>>10423114
that is why i WOULD love because i love that so i can't achive that ¯\_(ツ)_/¯

>when you were supposed to write a caption but you wrote a novella instead and have to use 4pt font to fucking fit it all on the image

Guys please. Stop this.

>>10423192
i know right. simple is best. the fun thing about these are the suggestiveness. the long fanfic shit is goofy, even for this ridiculous topic

I'm waiting for an uber right now to take me to a bbc. Can't wait to get fucked tonight

>>10423951
Please greentext afterwards

>>10416029
write

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>>10423951

>>10416444
>>10416414
>>10416356
>>10416344
>>10416333
>>10415755
>>10416587
>>10416910
>>10421937

Fucking source

I wish I was a sissy I'd do whatever you want I just want dick

The best one I can think of is the one where they slowly grow to enjoy giving a blowjob, and I haven't seen it posted yet.

Unfortunately, I can't find it either.

>>10424106
what's stopping you?

>>10424302
dont want to be dirty aids ridden faggot
rather not disappoint friends and family by being half man cuck

>>10424302
I can't find someone that wants to fuck

>>10424322

Pretty much this. If it were not for the whole, get fucked by society, thing... I would start hormones tomorrow.

>>10416029
Faggot kill yourself

Check them.

>>10415822
Should I suck cock? I really want to, what should I do?

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>>10425571
yes if you really want to, then you should suck some cock

>>10424578
grindr

>>10419922
THAT'S WHAT I SAID!

>>10417720
Cool meme. Go rub one out.

>>10425571
Im just having a hard time trying to find someone to do it.
Personally i say do it, you'll either like or not, and if you like dick you'll probably like it.

>>10425776
I'll be honest this is rather counter productive, this actually makes me want to make someone my sissy.

>>10415749
You're***

>>10421692
ya need sauce

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>>10426026
do both

>>10422935
That's way too spooky

>>10415749
>the best sissy caption
They're all autistic shit.

>>10423981
>go to his place
>go to bedroom
>undress
>sit on his lap
>make out
>take his cock out
>start sucking on it
>get fingered for a bit
>get lubed up
>bend over
>tries to enter me doggy style, missionary, cowgirl, reverse cowgirl
>just can't fit
>suck him off til he cums in my mouth
>go to sleep
>next morning suck him off again
>go home

Really wanted to get fucked. I need to loosen myself up with some toys.

>>10426769
How big we talking? Your a guy so you can give a good estimate on dick size. Unlike women.

>>10415749
Her name is Gia Paige

>>10416053
yes you have
>>10416438
>>10416648
>>10421431

well the thing is that usually its the same for every guy with this fetish, you get a small relapse. For me at least, i would vow to not fap again in general and then i would have a bigger relapse to where i would crossdress even

>call tranny again
>laughs and says that she understand what i'm going through
>horny as shit when i talk with her, arrange another meeting
>go to her place and make out
>cock is in 5th gear already
>tell the tranny about my problem, i've wanted to try being a sissy for a long while, ask how it was for her
>same thing but without any hypno, he was back then, turned on by porn and highschool wasn't great for him
>tells the hottest story to me ever, how he was in denial at first and then he couldn't just stop taking cocks
>says he enjoyed crossdressing as a schoolgirl
>so hot and i want it
>lets me borrow some clothes and i try them on in front of the tranny
>laughs and says they suit me well, takes pictures with her phone
>don't mind that at all, actually like to be exposed like that
>says she won't share them but the danger alone was a turnon for me
>suck his cock like there is no tomorrow
>can't help myself and stroke my dick until i cum
>realise again what i did
>get a bigger sense of regret
>go through the same deal again but now scared shitless because of those pictures that clearly show my face
>pretend i'm enjoying myself and go home after a nice round of dick sucking
>think how am i going to get out of it with the remaining particles of my dignity intact

sorry i couldn't write anytime sooner, busy with work

so far its (2/4) i'd appreciate some sissy caps bumps so the thread doesn't die while i'm gone

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>>10427279
keep going plz

>>10416402
Yes, I really want cock right now!
Please anyone?

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>>10427842
Be a good girl and Daddy might have some treats for you.

>>10416426
sauce?

>>10415749
We need more thread like this

>>10428116
why did you glue a bottle to your dick?

I could use some tips for sucking Cock. I realy want to.....

>>10416220
>loob
I just...I can't.

>>10415749
>>10419435
https://www.pornoeggs.com/watch?v=Fb_NP26csRf

Not a sissy, but I've noticed that Latin American and Asian trans and sissies seem to pass under my radar moreso than european trans/cd/sissies.
I'm white, and I think I have a pretty good trannydar, in the sense that I've taken and scored highly in tests in the acuity and recognition of faces and identification of people, so I think I have at least an average if not above average perception of human features.

I was wondering if other ethnicities have greater tolerances for the "passing" of other ethnicities.

My hypothesis is that there's an innate balance of genetic exoticism that the brain looks for in women that encourages a healthy amount of genetic biodiversity (i think this part is known to some extent if not in a contentious form) to keep gene pools fresh, and that this may supersede certain masculine indicators in crossdressers/trans people.
Because people of my own ethnicity don't carry this exotic indicator, they are subject to more sexual scrutiny?

Anybody not-white have any opinion?

>>10415946
you have to be partially woke for that tho

>>10425344
i don't quite agree but good job!

>>10428614

Nah latinos and asians are just really effeminate races to begin with.

>>10427717
well, as i said, you will hit the "regret" wall many times with this fetish, and harder the further you go into it. For me it was here that i thought either i go full slut or i quit forever (since i've already had a taste of it)

>some days pass
>call tranny and arrange another meeting
>meet up with it
>explain my situation and ask polietly if she could erase those pictures
>agrees with almost no objection
>a bit confused i point it out
>says that she understands what i'm going through
>actually feel bad for the tranny since it seemed like she was into me especially with my enjoying myself
>feel like shit because i've been treating the tranny as just a pole i like to suck and ride
>ask her what she feels about the situation
>says she is sad that i didn't go through with it, and that she liked me a lot
>make out and get turned on again
>decide enough is enough and ask her to wait there
>go to her room and grab a skirt and a tight shirt
>maybe it was the horniness of the moment but i remember looking at my body with her clothes and i thought i could get all the cock i wanted
>go back to her in the couch
>smiles at me
>tell her that to record whatever we do
>still fap to this day to the recording of the tranny taking me from behind while wearing a skirt and a tight shirt
>cums inside
>realise i finally did it, regret doesn't kick in anymore, i can turn around and suck that dick again all i want
>learned a lot of how to put makeup and pick the right clothing during those days

its how it started for me, and it ended some time after when i got bored of it, like any other fetish, but boy did i enjoy it while it lasted

>>10428877
>>10427717

i know its 3/4 i haven't finished yet

>>10415749
Top cringe

Does anybody have that series of high /fa/ sissy webms? I think they might be Russian or Euro, but they were HQ and hot as fuck and one of my greatest porn regrets is not saving them.

>>10428775
music sous, please.

>>10416328
sauce?

Is there any sauce to any of these?

>>10429161
only the sauce you leave on the floor

>>10426840
I am 7.5" x 5.75" and I could tell he was about my length but girthier, I'd put him at 7.5" x 6"

>>10416414
Sauce?

>>10418844

Gonna need a source on this.

One of my sissy hookups

>be me 20 at the time
>been dressing up for years at that point was getting pretty good with shaving and makeup
>Halloween was coming up so had The opportunity to more easily and discreetly get slutty clothes
>bought a sexy maid costume
>had a fantasy of being a maid for someone. Cook and clean for a sir then be used relentlessly
>saw a personal add on CL for m4m for a "house boy"
>after much discussion with the person i agreed to come to their house to clean and then be fucked
>on a weekend i showed up to their townhouse type place
>had my whole sissy maid outfit on under some sweat clothes
>strapless blank and white dress with fluffy tutu, headband, silky panties, thigh high stockings and heels
>had to walk a few blocks to get to his door
>get to door pit in my stomach so nervous
>get inside take off sweats up reveal outfit
> guy was older and single house really was messy with dirty clothes and junk
>tells me what he needs me to do Laundry and vacuum his floors and call him Sir
>he sat and watched me. I made sure to bend over to show him My panties when i picked something up
>gathered all the clothes and started Laundry.
>after finishing vacuuming and changing laundry while bending over the dryer Sir lifts My skirt starts feeling My ass
>i actually have a good bubble butt so try shaking to show off and tease
>get a good hard spanking and told to finish what i was doing
>sir goes to sir on couch, takes his pants off and starts stroking cock
>finally get over the couch and sir tells me "now clean my cock"

>>10430536
moar moar MOAR

>>10430536
>start sucking cock and drooling all over it, myself, him, the couch. I was so cock starved at the time
>i have long real hair so sir was able really pull it
>working on his cock really hard trying to get him to cum
>start sucking head and stroking from base
>when he tells me he's about to cum he rams his cock in my throat and cums in my mouth
>of course i clean it off with my mouth
>by now I'm diamonds and pitching a tent out of my skirt
>i had been using one hand to stoke while I sucked
>sir instructed me to his room to get a dildo
>he wanted me to lay on the bed and start to play with myself
>i really enjoyed him watching as I sucked on the plastic veiny cock and then fit it in my smooth ass
>after a bit he reached toward me and took the dildo and fucking me with it
>he went way to fast and really hurt but i didn't say anything
>he then started stroking me and fucking me simultaneously
>i blew my load so hard and so much, hit myself in the face. Sir made me lick up every bit
>now i was completely exhausted laying on a bed with a dildo inn my ass
>sir tells me he's ready to fuck me
>i like to be fucked doggie so i bent over at the hips on the bed
>sir grabbed me by the hips and slid his cock in me
>since he was smaller then the dildo he went in easy
>sir came fairly quick since he was wearing a condom I had so much fun feeling his cock pulse in my ass
>after he finished I gathered my things and walked back to my car after wearing heels all day as soon as i got outside i took them off

Being a sissy maid was so fun too bad my costume ripped

>>10416695
>filename

good shit

>>10430694
Post a pic of yourself

>>10429000
It's a remix of Enter The Ninja by Die Antwoord. Not sure which one though

can someone please make a webm of this? seriously the best sissy hypno vid i've seen to date

https://www.pornhub.com/view_video.php?viewkey=ph58b6cc70ddbc1

>>10432378
i wouldn't say this one is hypno. you could easily doctor it up to be hypno though.
i've been to nightclubs that have porn music videos like this playing on their monitors. i wonder who makes this stuff

>>10432511
sauce

>>10423197
>>10424016
>>10425776
More flashing imagery ones preferably smaller sized gifs please.

>>10415749
im not laughing faggot

10 years lurking and im still not gay

am i the only one that would like to be sissyficated by a women and no a men?

It's funny, sometimes this stuff kind of turns me on but it's always from the point of being the top. Like it really get me feeling sexually aggressive and dominant, like I want to see some sissy spread their cheeks for me because I want to mount their ass and just buck my cock right into them in a very primal way.

>>10433949
sissies will bring out the beast in you, a good one will take just about anything you throw at them

>>10434094
>a good one will take just about anything you throw at them
Those are dangerous words you're saying because sometime I feel like I could break someone with how hard I want to throw my cock around.

>>10425344
Nice

>>10433820

thats how it starts, you cant admit you want dick so you subvert the fantasy into femdom

but realy you want the dick

>>10416466
sauce pls

>>10434688
and it's better with dick

>>10429453
whos that

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538KB, 397x454px

>>10434738

>>10429453
more of that

Posting my story cos op did a good job and i read some stories on people getting involved for the first time so i want to share mine.
>be 15
>have best friend, inseparable
>up until 18 do everything together, get along with his mum and dad well. Practically my parents
>i was a smaller skinnier guy friend was stocky and abput half a foot taller then me
>he would joke how i was the girl of the relationship... we were only best mates tho
>dads a fitness freak, was 42 and built like an ox
>tall to him one day about going to the gym. He helps me get started and helps me with a workout. Has gym in his garage, reason why son is stocky.
> eventually get a key to the garage so i can train when ever i want... within reason.
>start spending a lot of time with friends dad. Think nothing of it initially, hes nice and extremely hands. I asumed it was how gym buddy worked.
>after about 6 months had more energy, had extremely close relationship with friends dad, talk about a wide range of things. As time goes on leads to talking about sex.
>because of great relationship think nothung of it and let him know what id been up to... not a lot
>he tells me how him and mates mum were filing for divorce but not to tell mate.. i was in shock
> over next few weeks the mum moved out. I continued to train and see friend and his dad.
>the dad exclusively worked out in short shorts at this point.
>started complimenting me more and more, he also changed my workout saying i needed to work legs more.
>dyring the next 3 months my lower body got a lot stronger and my ass got tighter. Nit something i intended on but vecause of the routine it happened.
>friend kept saying i was becoming a girl. I just laughed but i did have shoulder length hair.
>after about a week of going to friends house nightly to do some sort of workout cos i liked being around them, i noticed my friend hadnt been there.
>hus dad told me he went to his mums for a couple months
>assumed it ment i couldnt train.
More to come

>>10436849
Sorry about the long build up but it helps the story out.
>his dad rings me about a week later saying he missed me being his partner and still welcome to train.
>next night I head over there.
>i get there ready to train and hes already sweaty looking like a stone soldier
>comes up and gives me a passionate hug and grabs my ass. Dont know what to thing just giggle a little
>we start to work out. Im doing squats and I catch him having a good oerv at my ass.
>thinking that its getting full on. I finish my set and tell him i have to go. He persuades me to finish my workout.
>at the end of the workout we are stretching and he moves over and helps me stretch. He offers me a massage which i decline but he starts massaging my shoulders anyway.
>2 minutes later he has me on my stomach and is massaging my lower back and my ass.
>felt really good. Had been questioning my sexuality for a while now because of all the attention he gave me.
>i pulled my shorts and undies down and let him massage my ass more.
>this is when he started to massage and lead to my asshole. He had big hands and each hand practically covered a bum cheek of mine.
>while one hand massaged my cheek the other was massaging my asshole. Felt amazing.
>after a while he poked a finger inside me which felt weird but nice at the same time. That was the moment i knew i wanted this man to fuck me.
> he continued for a few minutes using his spit as lube to finger my ass which felt amazing and didnt want him to stop.
>when he did stop i turned to look at him and smiled. He smiled back and slapped my ass then told me to pull my shorts up and stop being a teasing slut.
>when he said that something sexually inside me awoken.
>i told him i couldnt train for about a week and he said that was fine.
>later that night all i did was look up gay porn and watch endless content of smaller guys getting fucked by bigger buys and it turned me on so much so i sent him a pic of my finger up my ass.
More to come

>>10436899
>i got a picture of his cock back. 7inchs not too thick bit looked perfect to me
>the next few nights i researched everything i could on how to have safe anal sex and how to practice... which I did lots of.
>i text him saying i was coming over to train. He said he had a present for me.
>get to his house and get greeted by a hug and a big ass grope. Gave me a shopping bag and said train in this today got you some new workout clothes.
>go to the bathroom and take it all out. Crop top, girls size small short shorts and a g string. I thoight id just try them on for a second and take them off.
>oddly once i had them on and looking in the mirror i liked it and felt incredibly sexy in them.
>i left them on and built up the courage to go outside into the shed.
>he looked at me and just said wow, then kept riding the bike.
>constantly perving on me i noticed it at every turn. He was in his usual short shorts but this time to me he looked super sexy.
> as i was doing squats he was standing behind me watching me and saying how good i was looking.
>once i finished the set he asked if i wanted another massage. I nodded and dropped my shorts to expose myself to him. He grabbed me and laid me down and went straight for my ass.
>he spat in between my ass cheeks and finger fucked me for a few minutes.
>he started to kiss my neck and i whispered i can take you daddy.
> he got up and went inside. I looked around thinking id done something wrong
>i hear him come back but i look up and see hes got a bottle of lube and a condom.
>he comes over to me and squirts some lube in between my ass cheeks and massages it in and finger fucks me again.
> he kisses me on the neck some more and i tell him i want him inside of me.
>i turn my head and hes putting a condom on and lubes up his cock and squirts a little on my ass.
>i feel him saddle over me and he starts to rub his cock up and down my ass crack and whack my asshole with his cock.
More to come

>>10436990
You can't leave us hanging there

Dressing tomorrow for a new daddy. Im nervous. Tell me what I want to hear!

>>10428775
Anyone got sauce on 0:04 with the sissy getting fucked from both ends by black dudes?

File: you-dream-about-becoming-this-everyday-when-will-14680309638clp4.gif (1MB, 500x269px) Image search: [Google]

1MB, 500x269px

where can I find a hypno file (audio or video, whatever) that encourages becoming a shemale prostitute?

>>10415749
So sick of faggot spam

>>10438382
start here. i'm sure you'll find something. Pimped Out is a fun one about whoring yourself out, but it's more sissy related. heads up, if you listen to it, there are also some satanic messages buried in it

>>10438430
oops
https://hypno-fetish.com/music?search=&show=1&sort=popular&user=

is there just a full on gay hypno? I like the sissy ones bc it makes pleasing a cock sexy and appealing, but you cant honestly see yourself as a woman, soooo anybody have gay encouragement webm/gifs?

anyone know what happened to r/sissyhypno?

>>10436990
>>10437084
omg so sorry, i realised i was late for work and when i got home I went straight to bed.

>after a few whacks i become more and more relaxed. i spread my ass cheeks ands tell him to fuck me
>i turn my head and all i can see is his smirk as i feel his cock enter my asshole
>tells me he is going to go slow
>I tell him i can take it and want him deep inside me, he slowly pushes it deeper with each thrust. thank god i had practiced daily all week or it would of hurt like crazy
>he starts getting faster and hardewr with his thrusts
>as he fucks me he grabs my throat with both hands and starts to choke me, not heaps tight where i cant breath but a comfortable i know hes there grab
>tells me hes going to cum shortly and asks me where he wants me to let him cum.
>tells me he wants me to feel his cum inside him, kinda confused as to what he means.
>pulls his cock out and watch him cum on and slightly in my asshole. feel relaxed, relieved and satisfied even tho i didnt cum.
>watch him put another condom on and wipe his cum up with his dick and shove his cock deep inside me.
>while hes inside me he leans down to my head and tells me "do you feel my cum inside you"
>i replied Yes daddy, he started pounding away again ontop of me.
>after a few minutes he slowed down and realised he had to be at work, i wasnt fused, as i put my normal clothes back on he picked me up and i wrapped my legs around his waist and we started making out. because i was satisfied with the experience i really liked it, but if it had happened a week or two earlier i would not have kissed him.
>he put me down and told me that the clothes would stay here and i could only train in cloths that he had in his cupboard for me.

i can post another encounter or two with him, hes the only guy ive been fucked by. so stories only have him in it lol

>>10437283
your going to be a good little sexy slut, be his naughty girl and pleasure his every need

File: bbc.webm (4MB, 1000x562px) Image search: [Google]

4MB, 1000x562px

>>10436566

be me< 21 in school
>always been with progressive friends
>always loved the idea of sissy but kept it to myself
>meet up with said friends at a party. start talking to a trap
> getting to know her when i confess
> she likes to help me move foreword
>week later at her house and she has a guy over
> nice tall bigger than me.
>starts calling me babe and hun
>bit turned on
> trap leads me to her room
>she undresses in to just bra and panties
> tells me to try on anything and come out
> fine a cute bra and panties and try them on
> shitting bricks but im hard by then
> walk in to find him banging trap hard.
> now super hard
> askes me to come over and help him cum
> see her cumming just by getting nailed
>i get close and he pulls me in and grabs me head
> forces me to his cock
>i happaly suck and he blows in me with in a minute
>fills my mouth full
>not what i thought would happen but...
>she cleans up and gets drinks
>i fall beside him
> he tells me to get up and help her like a good girl
> so turned on i wiggle my bum as i walk
>when i feel hands on my hips
> im told to hold the barstool in front of me
> his cock starts to poke
> hes not big but bigger than iv ever had
> i feel lube on me as he shuvs his man hood in me
>i scream but he held my mouth
> pulling out to get a better push i feel him again
> deeper and deeper
>lots of pain
> im getting pounded and naturally i begin to moan
> like a girl i feel him deep in me and im moaning and screaming
> his big hands go from my hips to my solders
>then as i feel his cock throb hands back to me hips
> he humps me harder and faster
>i start to love it then
> i feel my insides being coated with his cum as he slows down
> thats it i said to my self
>but id never forget the feeling of his cum filling me up
>trap handed me a drink and said welcom to the club
> i drank it with him still in me
> he pulled out dripping
>so did i
> best first time ever

>>10434141
try me

>>10440403
Who is this?

>Every single one of these is from the POV of the sissy.
W H Y

>>10440380
pls more..

>>10441746
>>10440380
ok will post another.

>this went on for a few more weeks, but we didnt do stuff everytime, id try and hint at it but he would just work out and other times i wouldnt be in the mood either.
>it got to the stage where i was prepping and cleaning before id go there... everytime... and id practice most nights(got to realise i could hit my prostate and it always felt good trying to have an anal orgasm)
>after about a month of this i messaged him saying how i felt about him and that it was getting to difficult because every time i was there i wanted to get fucked by him or suck his cock.(it had really taken over my life)
>he messaged me back saying how he was enjoying our currently relationship and cared for me a lot but didnt want it to stop he was just going through a rough time with the divorce.
>the guilt feeling made me want to give him the best bj of his life, just so he could sit back relax and take a load off.
>after some more texting he agreed for me to come over for a "workout" and told me he had some clothes for me to wear.
>get there and go into his cupboard and open it up to this sexy little lingerie number.
>it made me extremely horny when i was wearing it, it felt amazing on my skin and made me feel so confident.
>I went into the lounge room where he was and immediantly got up and came over to me
>he picked me up and we started to passionately kiss while he walked me back to his bedroom.
>He threw me down and ripper his shirt off to expose his solid, well toned and muscluar upper body. My asshole opened up at the anticipation.
>he went down and ate my ass out for a while which felt amazing he then came up and we started to kiss while i started to stroke his cock and get him hard.
>in a matter of seconds he was rock hard
>i rolled ontop of him and then slid down and started to suck his cock
>his moans were loud, louder than when we have had sex which turned me into a little slut

>>10441992
>i reached for a condom and put it on him and sucked his cock to get some extra saliva on it.
>i then rubbed a bit of lube into my ass and moved up and straddled him
>as i guided him in he instantly thrusted his hips up and with his hands on my hips forced me down onto his cock. It felt amazing to have his cock in me again, i was in a euphoric state.
>i was slowly riding his cock and then i could feel it again, his cock was pushing on my prostate, i started riding and grinding faster
>he was moaning while he hand his hands on my hips
>i felt my eyes roll into the back of my head as he told me he was cumming, i just kept bouncing and bouncing trying to achieve orgasm.
>i thought i was about to faint but he pushed me off of him and said it was too sensitive.
>i laid there in a trance at how close I was and the pure enjoyment.
>once i had beaten the exhaustion i was going through, i got up and looked for him
>he was back out in the garage working out.
>I asked him what was wrong cos he seemed aggitated, and he was actually made cos i didnt get to cum and he tried holding out as long as possible for me. I left shortly after feeling like he actually care dfor me and my sexual needs. i guess thats why i keep going back

>>10421754
Source!! Please!

>>10438405
Shut up and join us

>>10415769
lol

>>10434192
Source?

>>10440403
who is she?

>>10422693
eleventy threeve

>>10440478
>grabs me head

>>10442032
More please

File: m34.gif (3MB, 314x235px) Image search: [Google]

3MB, 314x235px

>>10447028

File: m35.gif (3MB, 400x220px) Image search: [Google]

3MB, 400x220px

>>10447030

File: ezgif-2-ad97dfed79.gif (3MB, 640x360px) Image search: [Google]

3MB, 640x360px

>>10447033

i like the domination/submission fetish of these things but hate the actual trap shit.

i like to find pictures that dont explicitly show the girl having a dick and imagine it was a full gender swap instead. too bad so little of that sort of thing actually exists

>>10447196
Go to imagefap, search strapon captions or femdom captions. There's a ton there.

>>10447044
Guy on the right is a whole new level of pale

>>10438551
i suppose stuff like this is what you're looking for >>10447024


>>10440529
a challenger appears

>>10434141
Get on Grindr, find a sub slut desperate for dick, use his holes all evening as your personal cocksleeve, send him home happy in the morning.

>>10450766
Can confirm. All my holes got a good work out last time I did this.

>>10450710
Source?

File: siss500.gif (978KB, 400x698px) Image search: [Google]

978KB, 400x698px

>>10434141

>>10428775
EmperorHypnos -Sissymaker IV @ 1.30

>>10438600
probably the same thing that happened to annamalicesissyselfhypnosis dot com

>>10426062
sauce?

So I made this flash, I took some captioned sissy pictures I could find (something over 600) and put them all together and put a randomizer so it doesn't go with the same sequence every time you open it
I put a binaural sound and a hypnotic voice on top of it.
If you do not want to stare at the hypnotic wheel at the beginning just look away for 20 seconds or wait for the voice to play and then look back.

http://get.swfchan.org/11129/Sissy%20hypnosis.swf

feedback would be appreciated

>>10428775
Anyone know the source of the blonde trap with glasses at the 2 second mark?

>>10452129
That was nice.

>>10416478
Glad I stuck it out through all that text, that was pretty fucking hot. Any more like this?

>>1041574
Cringed at the sight of whalecum...

>>10438600
What do you mean?

>>10429395
https://www.pornflip.com/v/ZmCnZEwJRnj

>>10415769
>These aren't my glasses

File: hyp200.gif_snapshot_00.01_a.gif (5KB, 400x225px) Image search: [Google]

5KB, 400x225px

>>10423197
look what i found buried in this gif. i love finding crazy shit buried in these things

>>10416333
>>10416336
>>10416339
>>10416344

Holy shit. Just print a book why don't you?

test

>>10428877
>>tell her that to record whatever we do
Pics? Gifs?

>2 years ago
>gf has halloween party
>didn't dress up cuz I'm not some faggot
>pretty drunk, about halfway through the night
>see a girl walk in with a maids outfit
>is not girl. is boy
>i figured there's not a chance he's just dressing up for halloween. shit, dude probably posts on b
>start talking to the group he's in
>they all wander off eventually and I'm left with him
>start getting a little flirty
>half joking calling him a sissy, etc.
>pretty sure he clued in immediately
>ff towards end of night
>girlfriend is ready for bed
>sissy is drunk on the couch
>once gf is in bed, i go over to him and bring him downstairs and force him onto his knees
>wasted but fully torqued at thinking about finally banging someone with a mental illness
>he's sucking my cock and getting most of it down
>put my fingers in his mouth for lube and then slide them into his ass
>start massaging his prostate
>can already feel him dripping out of his skirt
>take him over to the laundry room sink and bend him over
>slowly slide it into him
>start pumping in and out and making him suck my thumb
>probably only lasted about 10 minutes
>blew my load inside him and left him shaking against the sink basin
>went upstairs and cuddled with my passed out girlfriend

>>10456930
it stands for "Sissy Slut" :3

>>10458242
niiiiice

>>10458321
oy vey

>>10440403
Sauce!

>>10453665
I find them at imagefap but you have to look through a shit ton of retarded ones to find a few good ones

>>10425776
>>10426062
sauce?

>>10456930
Do you go through frame by frame for fun?

>>10441745
Because who wants to fuck girls with dicks faggot

>>10451080
full source please

>tgirl
>passing
>no men really know how to talk dirty about how im not a man anymore
>never can cum during lewd times

These threads have ruined me and I can only get off by calling myself a worthless failure lf a man. Thank you guys.

Does this ever go away?

>>10416466
I read this in Stingy's voice.

>>10416346
Would you fuck off already?

>>10416339

pleaseeee source

>>10423114
"You are being brainwashed" kek

>>10458332
I tried to find it on my own but I failed miserably. Can somebody provide sauce?

File: Check'em dubs.gif (3MB, 467x468px) Image search: [Google]

3MB, 467x468px

>>10425344

>>10456930
the same symbol is in this one >>10451454 too

>>10459098
not for fun exactly, but hypnotism and mental subversion is interesting stuff. i like knowing how things work. i've found satanic prayers (which i've also found buried in some gifs), and shit about being fucked in the ass by god/jesus in isabella valentine audio files.
it was 4/20 yesterday, and i was stoned as fuck so i went though most of the ones in this thread because of stoned tunnel vision, and most of it seems on the level. i found that shit from playing with the speed of the gifs/webms. really breaking these things down could yield more weirdness.
some of this sissy shit is a fetish of mine, and i want to know what's being fed into my brain. i like to be mind fucked on occasion and think it's fun, but not to the point where it could be harmful. i have a life to live outside of this fetish.

File: frame_17_delay-s.gif (34KB, 300x203px) Image search: [Google]

34KB, 300x203px

>>10462168
>>10451454
is it okay to punch a sissy nazi... with your cock?

>>10451110
I know this comes a few days late but it's the audio from some hypno on pornhub put over some clips I cut together myself.
https://vol*HIROSHIMASAYSTHISISSPAM*afile.io/r/bf5d4uug

File: hyp6.webm (3MB, 850x480px) Image search: [Google]

3MB, 850x480px

>>10459972
Search for Sissys dreams 2 or 3 on pronhub, it's one of those.

>>10416426
source?

>>10447196
Try XChange, seems like your thing.

File: frame_5_delay-s.gif (52KB, 400x224px) Image search: [Google]

52KB, 400x224px

>>10428428
nazi shit + bbc = wtf

>>10416444
Source?

>>10433762
underrated post

>>10458242
That was probably the best night of their life too. You did the good lords work that Halloween anon

>be 22 5'11 masc guy with a 6inch
>Wanna try sucking cock because of these threads
>Find a guy on Grindr
>He's 45
>Swap pics
>he says he has a thick 8.5 inch cock, uncut
>Also looks in-shape
>Go over to his place after bailing twice before
>He's shorter than me...
>Decide to wait till I see the cock
>It's flacid and really small....
>Kinda lose desire to do it since I wanted to suck a cock bigger than mine
>Say fuck it since I'm already there
>We head to his bedroom and tells me to strip
>Lay down on my stomach between
>Between his legs
>Tasting cock for the first time
>Doesn't taste like anything
>Start rubbing my lips and tongue all over his small flacid dick
>Quickly starts getting harder..
>Star sucking on it
>Now it's harder and big.......
>Really big!

>>10465313
>He wasn't lying about his size
>Get turned on from sucking a big cock
>Go slut mode on it
>Worshipping his cock...
>Deepthroat it
>Drooling on it
>Saliva everywhere
>Lick up and down the shaft, kissing his balls at the bottom
>Hear him moaning
>He starts pushing the back of my head
>Forcing me to deepthroat
>Holds my face balls deep till I gag
>Let's go... *I gasp for air "fuck!"
>Start gagging on his big cock by myself
>"You like gagging on my cock?"
>"Yes sir"
>Grabs my head
>Starts forcing my head up and down hard and fast on his dick
>OMG I'm being face fucked
>Trying g to breath for In-between for air
>Involuntary start making the loud gag sound from porn
>get lost in the the erotic experience and loose track of time worshipping his prefect dick
>Alternate back and forth between me hungrily worshipping his dick and him face fucking me
>Drool all over his cock and balls as well as my face and hands
>eventually feel him tense up
>He shoves my head balls deep on him
>Gag hard as he moans really loud
>Feel something thicker than spit all of a sudden in my mouth and throat
>He's cumming ....
>He's force feeding me his cum
>He lets go
>Go up, gasping for air
>Drool out his cum when I do
>Tastes not to bad actually
>Cum all over my lips and chin
>Lick his cum off my lips
>"I see you like the taste"
>"Cum back again if you want more"
>Jerk off at home that night to how he went full porn star on me as if I was a slut
>Go back two more times...
>Still visit him sometimes

And that's how I became a discreet suck slut for a older guy with big fat cock
Thx /gif/

>>10456637
made me burst in laugh
good day to you sir

bump so this wont die

>>10416426
Source!

>>10465313
>>10465319

It makes me feel better knowing I'm not the only one who actually started sucking dick after this stuff

>>10416478
Who is she?

saved

>>10460050
that's just because you rotted your own brain with poronography and probably drugs; it's literally impossible for you to form a rational thought anymore you stupid fucking whore.
>... im not a man anymore
when were you ever a man, retard? You un-ironically spend your time complaining about the adequacy of your gay lovers on an anonymous messaging board originally meant for discussing anime: you are truly the lowest form of human being and you must be the lowest of the low to think that after all that anybody gives a fuck about you or your problems

>>10428240
its poppers, moron