>>9404183
How can be exciting reading this stuff?
>>9404250
what?
I just started a caption blog if anyone is interested. No hypno stuff tho. I'll keep it up if I start to get some feedback
star-sissy tumblr com
>>9404357
>>9404357
/
>>9404357
//
>>9404357
Name?
>>9404357
I like it so far. Hope you keep it up.
more plz
>>9404686
bestsissypics tumblr com
Anyone got those three webms where the dude is turned into a bimbo who has to fuck a dude to turn back?
anyone got webms with sissy captions?
>>9404357
This is bullshit. I've been giving a concerted effort to be the best BBC slut on the planet and barely ever get black dick. They all want cis girls and barely give me a second look.
>>9404234
anyone know the source to this?
>>9404801
How about BWC?
>>9404234
>her
>>9404801
Interesting. I've been giving a concerted effort to be the best trap fucks on the planet and barely ever get a sissy. They all want white penises and barely give me a second look.
>>9404989
is it true though, will we never be men?
http://gooninator.neocities.org/
You're welcome.
Any stories ?
>>9405113
This is amazing. Thank you
>>9405113
doesn't work for me just keeps saying "preloading images"
>>9405323
Me to, Chrome?
>>9405019
The point you'll never want to return from.
>>9404183
Y'know, I've had black guys with huge cocks cum inside my ass and I never once felt the load shoot off inside me.
>sissy porn
>political ir shit
pick one and only one
>>9404183
name of girl?
Do caption
>>9404822
Miruku Aima is the name
I wish this thread was real life so I could personally beat every last one of you worthless, weak, pathetic faggots to death with my fists.
Stop being such a fucking waste of genitals.
You're gay? Then be gay you fucking faggot.
Stop pretending you're a woman you mentally ill retards.
I can't even fap to vanilla women anymore, only if I think of some pretty faced feminine faggot wearing girl lingerie
>>9406845
You could try fucking the crazy out of them
>>9406845
No.
>>9406845
Id like to see you try
>>9406845
Someone's feeling a little guilty. Maybe instead of spending your time in sissy threads you go by a dildo or go get a sugar daddy. But dont lie to yourself.
>>9406845
The only thing you can beat is your gross little dick.
sad thing is that i am too huge to be a sissy
>>9406845
Closet detected
>>9407018
Source?
>>9407237
https://developer.valvesoftware.com/wiki/SDK_Docs
>>9407212
bet you also got a huge thick girly bitch ass tho
>>9406631
Source?
>>9407265
https://developer.valvesoftware.com/wiki/SDK_Docs
>>9407243
yeah. reason i gained weight a while ago.
>>9407307
hmm, chubby dudes usually also have ugly / blocky shaped asses full of cellulitis tho. is yours like that?
>>9407318
not really, mine is quite round and a little bit muscular.
i wont post pics though sorry.
>>9407323
hmm, I was asking because I was curious if I should bulk up too, not interested in flirting, sorry
>>9407332
buy a bike or a treadmill
>>9407332
being a bit fat is only useful if you are not on hormones and want to full in bras i guess.
>>9407344
I understand, curious now though, sissies usually post their images all over the place, are you insecure about your ass?
>>9407355
i had stalker problems couple of years ago.
>>9407360
lel, and you're scared of him finding you on a chink basketweaving forum thru an ass pic?
>>9407364
i am scared of anyone becoming another stalker because he happened to like my ass.
>>9407377
hmm, i doubt that, it couldn't be that good looking. and i don't get easily enticed sorry :P
>>9407397
of course its not that good looking but internet is full of crazy people.
>>9407402
meh, it sounds more like you're embarrassed of your ass. it's cool, hope you can make it like you want soon
>>9407418
whatever yeah, something like that.
>>9407462
losing a small amount of weight and sissy squats might work, then you might stimulate my curiosity :P cheers
>>9404234
Unsauceable
I know the BBC thing is popular in sissy stuff but there really needs to be more hot black sissies
Dammit op. Just when I'm starting to think straight..
>>9407022
who is that at 17?
>>9404446
well sauce please!
>>9407705
holly parker
>>9404221
MMMMMM SLURP
>>9406474
love this gif
>>9404989
source?
>>9406845
to be fair, there does seem to be a correlation between people with fem kinks and people with mental health problems.
you're just knee deep in insecurity though.
>>9404369
Sauce
>>9404465
sauce?
>>9407644
more of this?
>>9405023
would a man even ask such a question?
>>9409440
They're on the verge, between man and sissy slut.
The men would love more sissy holes to play with, but I kind of don't want to share too...
>>9408793
source on that statement?
>>9404255
Fucking source?
>>9406663
I pity all the "straight" males who have never experienced this.
There is no greater feeling.
>>9404240
source?
>>9407627
more?
>>9407627
more webms with sissy captions?
Sissy needs cock. Kik Matt7189
>>9404801
BBC here
ill fuck you
>>9412695
where are you at?
>>9404183
sissy needs more masters
kik is ooneuse
>>9411223
nice tiles
Anyone else find the pictures hot but feel nothing at all to the actual sissy fantasy?
>>9410090
Can somebody describe how it feels to have such a big cock/dildo up your ass? All I'm able to do right now is one finger or a small anal dildo, but I'm curious if I should go deeper into it.
>>9404375
Remy LaCroix
>>9414944
Please I really wanna know.
>>9407018
anyone know who it is at 0.22? spreading her legs
>>9410001
we are on 4chan what other source do you need lmao
>>9415107
jenna rachels i think
>>9415091
i have a jelly ballsy 6 inches dildo thats abit thick. it feels so good, just the right amount of fullness and length for me. i my first one was the american whopper, it is nice but i wanted something with abit more girth. i had to work my way up abit with a medium buttplug. i might get a longer jelly but im good for now.
has anyone ever fucked a cute trap before? is it better than a real woman?
>>9404357
Keep the hypno stuff out. I hate it so much.
Also, post your content to reddit sissyperfection
So I love sissy captions, bit could never actually meet a guy and be one or anything. But these two gifs make me really want to try.
This and next post
>>9415857
And this.
I love the domination and humiliation of being utterly helpless
>>9406845
Why does what someone jerks off to bother you at all if it doesn't hurt anyone? Do you think crossdressers or trans people are just icky?
>>9407022
Weed need more like these.
>>9414944
Fan fucking tastic. At the moment I don't have any dildos or a real cock (closet sissy in a relationship) so my favorite thing to use is the vacuum handle (old unused vacuum that I keep just for this purpose). It's long, thick and the curve is nice too. I set it up at the foot of my bed, against the dresser for support and just bounce my ass on it. Tried attaching a vibrator to the base of the handle and that ended up being the first time I came on it. Such a good feeling with your ass stuffed full and stretched, makes me feel like a real slut. I think the thickest thing I've ever tried was a flashlight. One end was particularly thick so I just worked the whole thing in to the base, sat down on a chair and went to town. 10/10 would highly recommend.
>>9416706
prob ignorant faggot question, but how you function with your ass stretched out like that
>>9407609
Agreed
>>9416814
I rarely get the opportunity to do it, things bounce back relatively easily. Wish I could do more though, I was a lot more "active" when i was younger. The other week I did discover that I had a tiny bit of a permagape but I find that really hot and fantasize daily about someone ramming their dick up my ass super easily (though even with that I doubt it would be as easy as I'd want). It's been a while since I've been able to fuck my ass but I'm definitely looking forward to the next one.
This is the first time I've ever talked about it. Feel free to ask whatever.
>>9416869
How often would you recommend "training"? During the last session I was able to insert two fingers for the first time. I guess I should stay at that level for a few sessions before I go further so that I don't ruin my asshole?
>>9414976
no it's ain't
>>9417240
I've not done any reading on the subject so please consider that before taking any advice.
I would say just listen to your body. Is there an ideal size you'd like to take? If so, I would just slowly work your way up to that. Try more each time but go slow. I believe they sell buttplug kits that have varying sizes, if you're in a position where you can get one of those, maybe try that?
As far as I'm aware, buttholes are pretty resilient if you're not straight up abusing them everyday. At this point I require very little foreplay and can skip right to the fucking, which I personally enjoy. I've never had anything official to play with so all of my "training" has been just getting creative with household items. I started off wanting more and more, deeper, thicker, harder, but now I'm much more into the fucking. I want to go longer, feel like a real slut would bouncing on a hard cock. If there's a will, there's most certainly a way.
I dressed up for a guy for the first time in my life about a month ago, I kinda want to share the story because it will help me remember it better :) I hope you enjoy
>Be me, 18, live at home, summer before first year uni, parents and sister on vacation
>Say to myself I really want to get fucked like a girl, search CL everynight but never really think I'll message anyone
>See 8" cock and fit body, "Looking for a good throat toy."
>Fuck it
>Message with pics of me dressed, he's definitely interested, also knows how to spell. We talk for a week through email and then he tells me to come over one saturday
>Sure
>Day comes, pack up sisters makeup and tight clothes into a backpack and start driving
>Very nervous and excited
>Never been this nervous and excited
>Eventually make it to the front of his complex, hes waiting for me
>I don't really like his face, awkwardly taller then him
>Walk to his apartment/place
>Mess everywhere, very small, I start getting changed in his bathroom
>No idea how to apply makeup, hands are shaking too, figure it out
>Walk out into his living room wearing fishnets, jeans shortshorts, wig, and a tight (I forgot the name of this article of clothing)
>He's sitting on a sofa chair with his laptop playing porn beside him and he smiles at me
>Feel really awkward, twirl around so he can see my outfit
>"Very nice Girl" He throws a pillow down in front of him
>I kneel down in front of him, we go over safe words and how many taps mean what, says I look pretty
>He plans to cum three times with me, the first time I have to work it out alone since it's my first time and he wants me to practice, the second time he will facefuck me, and the third time will be in my 'pussy'
>Nod
>Tells me to undo his belt
>Hands shaking I undo his belt, I help him take off his jeans as well, theres a cock under them
>Start sucking and licking
>Feels a lot different then a dildo
Keep writing?
>He instructs me on how to suck his dick, I'm surprisingly good at it, (Thanks internet porn)
>Eventually I get in a rhythm, he's watching some facefuck videos on his laptop and there's a movie playing on the TV, he's also drinking a beer
>He never gets fully erect, sometimes when I go fast he gets around 6' but other then that he's flaccid, he says it's because he masturbated all morning
>Whatever, at least I can deepthroat it now
>Be sure to worship him well, lick his balls every once in a while too
>"Good girl"
>Sometimes he rests his hand on the back of my head and I get really nervous, he's starting to thrust with my deepthroats and it makes me make that gag noise in pornos
>I think an hour goes by
>Tells me to not let a single drip of cum spill out of my mouth when he cums and to not swallow anything
>"Yes Sir."
>Get's a little more rough with me
>He starts cumming, he's holding my head down too but it's not in my throat
>Tastes bitter, never tasted cum while horny before
>Hold it in my mouth
>"Now go get me another beer."
>Go to kitchen with cum in my cheeks, and pick up a beer from the fridge
>Kneel back in front of him after serving him the beer
>"Good girl, savor it."
>He gets halfway through the beer can before he lets me swallow it.
>Tastes bad, show him my empty mouth after
>Congratulates me in a condescending way and I start warming him up again slowly
>It takes around 15 minutes to get him to 5' again, we watch face fuck porn and talk, which is basically him talking and me nodding and agreeing with him
>He starts getting rough with my throat
>He holds my head down while deepthroating now
>Gagging a lot now, feel very uncomfortable
>Never went this hard with a dildo
>Thankfully gives me breaks every once in a while so I can lick and suck his balls too
>"Put your hands behind your back"
>Ok
>Starts really facefucking me, I feel like I am about to throw up, and even though I am tapping he ignores it until after 2 or 3 seconds
>>9404183
you cannot feel anything when someone cums in your ass
>>9417550
bullshit lol
>>9417240
Lots of lube and if it hurts, take it easy. It's really about relaxing your inner sphincter, not that much about stretching. When you can relax, you can insert, when you can't relax, you will not be able to insert....
>>9417550
welp, did not see that coming
I know what my problem is.
I'd rather be pumped full of hormones and be the fucktoy of some perv than face life and have to take responsibilities. I'd happily live like a housepet if it meant being taken care of all my life.
Bit gay lads
>>9417979
Doesn't sound weard in our days at all to me, even tho Im the complete opposite
>>9404183
No sissy thread in a while because there is no new content
>>9404993
Theres something so sad about this gif. I dont know, i just find it melancholic to sit alone on the floor of your house. This looks like a person who has no idea what they're doing with their life, so they Go ahead and film themselves masturbating. The world is a desolate place, we are bound to die lonely or full of anguish if you happen to die with family by your side. Old age is all we have in front of us, and with it comes organ failure and profound sickness. I'll be utterly miserable the day I lose my hearing. The pressure put upon us to succeed and do well in life is well meant but misplaced. We have forgotten how to live happily, to cherish the small things, we have chosen to instead seek material wealth, stuck in dream-like state where more money is inherently equal to satisfaction, we tell ourselves that the anxiety and stress we feel is natural and to be expected, the Great ones musn't have ever had piece of my mind, did they? Emotions like tranquility and calmness that we'd otherwise feel have been rulled out of our day to day lives, the modern way of living is comfortable but not fulfilling. We are not fair on ourselves, human kind is a terrible judge of character. Forgiveness needs to be relearned. I wont Go as far as saying that life is nothing but suffering but for too long we have indeed suffered, we have not felt pain nor injustice like many people in past centuries have but still i feel that what life has become in first world problems is deeply depressing, we are the ones who have it best in this planet and still life is merely what it is, we dont even have space for hope.
>>9405685
Yeah, not so much you feel the load shooting more you can tell when his cock is coming by his thrusting and tensing of the cock
>>9418277
DUDE. WHAT THE HELL?
cant you just fap and have a nice evening?
>>9417482
more pls
>>9405019
That's scientifically innacurate, this is the point of o return:
>>9418277
I appreciate this.
>>9418350
dude wtf
>>9405019
i want my dick to be doing that
Anyone still here?
I'm starting HRT this month. I've always been pretty effeminate, but I'm going full sissy soon.
What should I do once I'm a year down on the pill?
>>9419403
Call me
>>9418277
Top fucking kek. We're all fapping and this dude is over here having an existential crisis.
Got any from the bull's pov?
>>9419523
not so many with captions, but yeah
>>9419397
yes
>>9419561
Sauce?
>>9407609
Now this, I can self insert into.
>>9419551
I meant where the captions refer to you as the bull
Anyone have the gif where it's a POV of a bitch sucking dick and the caption is something like,
>Tell me again about how manly you are while your mouth is full of cock
>>9407018
who is first girl or source?
>>9404733
Fucking hell.. thank you!
>>9420890
more of this?
anyone know a good place to go to be fully exposed? (not just vanilla stuff with face only... but real name and everything) been wanting this for a long time, and now im drunk and super horny and wanna go through with it
>>9421199
Right here
>>9407018
song sauce
>>9421214
but i want it to spread
>>9420904
literally gives you the source at the end of the gif
>>9407763
That's Layne from /soc/, hard to find her stuff nowadays
>>9421227
remix of enter the ninja by die antword
>>9418277
i never went from fapping to contemplating about life, thanks man
>>9415836
god what a trash subreddit
if anyone wants to help turn me I assy slut from a gem twink my kik is _sissy_slut_
I fucking hate myself so much
But I can't stop this fetish at all
>>9422238
Embrace it, surrender to your inner desires and give in to pleasure
>>9421342
Then keep posting it. And we would save it and post it in all sissy threads
>>9404446
kek those butts
>>9404278
Hannah Montana?
>>9417423
>theres a cock under them
well that must've been a surprise
>>9404183
>white '''''''men'''''''
what a joke tbhh
Last one from this dump. Time to go back to fantasizing about dumping a load in a tight boipussy.
>>9422795
suce boiz?
>>9415686
>jenna rachels
that appears to be her thanks!
>>9407417
Fuck that makes me hot
>>9404207
this is one of the ones that really did it for me back in the day
>>9417979
dem some hard truths anon
>>9408750
Katsuni
http://www.pornhub.com/view_video.php?viewkey=1553148201
>>9422792
Gonna need sauce this second
>>9422988
Goddamnit Jim
>>9404183
>sissy
>99% of it is gay/cuckold shit
Just the same as chastity stuff. Can be fapping away merrily until they start saying you're a cuckold or a faggot or some other complete and utter turn off to me, like talking about making me suck guys off or the like.
>>9424132
A classic.
>>9404973
Can anyone name that model or know the name of that brazzers scene?
>>9422799
sauce please?
>>9424489
it's almost as if things in life aren't catered exactly to you or something
>>9404255
>rainex ass.webm
>>9416858
Ok, why do I love this so much?
I'm curious, do all mtf transsexuals/crossdressers have this sort of fetish? I have a forced feminisation/sissification fetish due to my femdom fetish, but I have no desire to crossdress in real life because I think I'd look repulsive as a female (and also I'm quite happy being male).
>>9417811
didn't feel it either
>>9404234
http://v-rn.slutload-media.com/T/Z/w/X/TZwXiaUNG19.480.mobile.mp4?nvb=20161011102719&nva=20161012102719&hash=084dea7c7c840a5f4fece
>>9424709
pretty sure the girl is Dani Daniels
this is where the hypnos left me
>>9419351
Gay
>>9417538
That's all of them. Found them on some random sissy tumblr a few days ago. half of the ones posted didn't work except in the thumbnail. The blog was long since abandoned.
>>9425487
muh dik, well keep up with them
>>9418350
Source?
>>9406661
fuck that's so fucking hot
>>9406644
cute girl, who is she?
I really want to suck a D, I have an older guy who wants me to suck his D but I'm afraid that if I'll go I'll end up not liking it and wishing I had left it at a fantasy.
Anyone got videos where a girl jacks a man off into the the other girl's mouth until completion?
I think the usage of both hands in this one is what makes me absolutely diamonds.
>>9425964
That's the best case scenario, anon. Then you'll know you're not into it and you'll stop fapping to this stuff.
>20/m
>twink/feminine build
>always been bit bicurious but not acted on it
>started fantasizing more and more about bbc
>bought toys and fucked myself dressed as a trap
>liked it
>at the point where just imaging a cock using my holes makes me hard
>haven't cum in 3 weeks
>make squirt profile with trap pics
>set up a hotel meet next week with a thick bbc
>says he wants me to dress up for him
>that hes going to pick me up and make me take his dick deep
>can't wait to have plenty of fun with my throat and pussy
>planning to get drunk and go
>feel too nervous and guilty that it wont be what i think and i'll regret it
>>9426103
Go on
>>9426128
thats it, want to be spitroasted too but feel like im getting ahead of myself
>>9417550
HAHAHAHAHA 10+
>>9426037
sauce?
>>9423011
look at the fucking watermark you fuck are you fucking blind stop fucking asking for everything you fat fuck
>been thinking about doing this for ages
>saw a craigslist ad for paid cocksucker
>got drunk and replied, took it far enough that there was no backing out
>next day meet the guy in his truck at a public carpark (my idea)
>figured i would suck him off in his truck and he couldnt murder me in public
>hes older (im 20 he was 48)
>handlebar mo and beer gut - gross
>decide to go for it anyway
>cock is a good size cause straight away i can take it into my throat
>hear him start the car up and feel us drive away
>take his cock out of my mouth to protest but he immediately shoves my throat back down
>"whores use their mouths to suck dick, not talk, and since im paying you, that makes you my dirty fucking whore so I can do whatever i want with your paid time bitch"
>had mentioned i was kinda into being topped, guess he heard me
>everytime we stop he uses two hands to yank my head up and down
>saliva everywhere, hes holding my hands behind my back and thrusting up, then when he drops fown my head follows so hes basically just bouncing his dick off the back of my throat
>enter his garage - kinda scared
>tells me all that journey was just to make sure he was lubed up properly
>told him this was my first time and that i just wanted to suck
>slap. "What did i tell you about being a whore? Now do as your fucking told and bend over the hood"
>nervously turned on i stand up undecided
>he grabs my wrists again but this time cable ties them
>shoves me over the hood of his truck and yanks my jean shorts and panties down in one
>my dick is uncomfortably squashed against the metal but still hard
>he starts spanking my ass REALLY hard and tells me he wont stop until i beg for his cock
Cont.
>>9426360
fucking kill yourself with this fake story you stupid cunt
>>9426360
>ffw 5mins my face is pushed into the hood eyes squeezed shut just yelling at him to stop
>"you know what i want to hear slut"
>"okay fuck me"
>SMACK
>"please daddy fuck my tight asshole pleeeease make me your little bitch just stop spanking me ill be a good whore i promise"
>no idea where that comes from but i remember every word cause i still have wet dreams about it
>open my eyes and see his phone in my face
>"now theres a good whore, you took so long to ask me nicely that most of the lube from the drive iver has dried up, so this will be a painful first lesson in pleasing dick"
>"nononono please ill choke on your dick again let me ple-"
>he just raises his hand and holds it in the air over my ass
>i shutup and rest my head back on the hood "okay daddy"
>feel his hands spread my asshole and the most immense stinging pain as he pushes his cock into my dry asshole
>can feel it bruising
>started crying while he fucked me roughly, all the way out, all the way back in
>partly from the pain in my ass (but that was hot at the same time) mostly because he was ramming me so hard that hed slam into my stinging ass cheeks
Almost done.
>>9426360
moar
>>9426360
>hes yanking my hair, calling me dirty names, shoving his fingers down my throat and slapping my face but i kinda numb it iut cause all i can feel is him abusing my asshole
>he stops suddenly, must have cum but i didnt feel it at all
>calls a cab for me before ive even stood up
>i try to stand and collapse down onto the concrete - hands still tied so it fucking hurts
>hear him say that he pay the taxi at the end of the drive
>"hey what about my money?"
>he hangs up and looks at me, "oh yeah, whores gotta get paid"
>opens his wallet and tosses five bills at me, look at one and see its a 1
>"5 bucks?! What the fuck man!?"
>he backhands me back on to the concrete (i was still on my knees on the floor)
>"you fucking ungrateful cunt"
>he grabs my hips and pulls my ass in to the air, feel him spread my hole
>i start apologizing but i can feel him literally shoving the dollar bills into my bruised, gaping, dripping asshole
We had a safe word the whole time but i never used it, wasnt my first penetration either but defs a standout, i forgot to mention that wed messaged quite a bit about fantasies like this but i didnt realise hed planned to do it, tl;dr my rape fantasy came true
>>9426481
Penetration as in dildos by myself and with other guys/one girl, this was my first time fucking another dude though
>>9426481
wow you are a whore
>>9418277
god this is fucking depressing,thanks anon
Bump for dear life
>>9429093
>paraliced
Wot
>>9417704
No, he's completely right. You can certainly feel the throbbing of his pulsating penis when he IS cumming, but it's not like a firehose of cum is filling your boipussy