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Sissy caption GIF

This is a red board which means that it's strictly for adults (Not Safe For Work content only). If you see any illegal content, please report it.

Thread replies: 299
Thread images: 76

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Lets get a good sissy caption gif thread going guys, I want to see what's in that deep folder!
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just fuck me already and get it over with
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>>8882370
sure what's your kik
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I'm this far away from putting on some panties! Push me over the edge, plz ;)
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>>8882399
viciousone23
>>
Two steps away from putting on some panties and submitting. Give me another reason , plz
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Is there one specifically for making you want to swallow your own cum?

I always chicken out at the last second, need help
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>>8882472
too late, came

this idea is now disgusting to me, and I feel like a degenerate for the things I just did. also my throat is pretty sore
>>
Def want to do that. Closest I've got is swallowing precum and cumming all over my chin ;)
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Lying naked in bed with my ass in the air wishing some guy would make me his bitch :( more sissy hypno pleeeease!
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This probably isn't the right thread to ask, but does anybody know the link to a video on either xhamster or xvideos where a daughter is narrating how she she was once innocent but likes to get fucked by BBC and intends to convert her mother to it?
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Anybody know the name of this girl?
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First time trying to make a hypno, is it any good?
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>>8883914
This is just porn with shitty music but you tried
>>
Can we get some hypno please?
I need to fill up my folder
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>>8882446
Another reason? You get to be a total fucking whore and swallow cum, what more do you need to know? Do it, you slut.
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>>8882440
I wrote you
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>>8882089
Got the source for this one?
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Anyone got the 3 part webm where guy drinks cum and turns into a woman?
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I'm basically dead set on sucking a dude's dick soon. I've thought through it, know I'm gonna regret it, but it's just too hot to not try before I die.

What is the SAFEST way to go about doing this? As in... where should I look for the lowest chance of an STD, rapist, murderer? Craiglist seems too sketchy for this. Anyone with experience chime in
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>>8882104
These with the blue cross are my favorite. Green reefer and blue cross go together great.
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>>8882092
name???
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>>8886411
i have met guys on Craigslist before, i normally bring a taser or something like that with me and i ask for pics, haven't had any issues yet ;) you could also go to a bar, as for stds if there are bumps on his cock don't touch it and if you let him fuck you make him ware a condom, but other wise you sort of have to take their word for it
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>>8886444

>you sort of have to take their word for it

Fuck. That's just so, so, so, so, so risky. That freaks me out.
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>>8886449
hey man thats sex with strangers, you could always find out if one of your friends is down
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>>8886411
There's plenty of gay dating sites out there - and by "gay dating sites", i mean that it's mostly married dudes looking for quick, anon hookups.

I've had a lot of luck finding dick on squirt.org and adam4adam.com - and just like any other dating site, you can see and talk to someone before you hook up with them, which is infinitely safer than random cruise spots (although you can find a list of local cruise spots on Squirt)

Lots of people use Grindr too, but I've never had luck there.
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yall gay
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>>8887648
>>
>>8887648


Cpt obvious has arrived


Who still cares about labels anyway honestly. My internal reaction to being labeled gay: "cool". My internal reaction to being labeled straight: "okay". My internal reaction to being labeled bi: "K"
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>>8882393
Sauce ?
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>>8886469
God, I've had a few friends that in retrospect would have been great to do this with. Even fantasized about them, but was too much of a pussy to do anything but play ignorant.

I don't give a fuck now...if that kind of opportunity pops up again, I'm bottoming.
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I've always wanted to own and dominate a sissy bitch. Wish I could find one.
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>>8888606
where you at
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>>8888606
Me too, norway is not the place to find them though :/
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>>8889566
Move to Sweden.
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>>8886437
Sophie Dee
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>>8889566
Hvor bor du?
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>>8889940
Nært forde, du ?
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>>8882279
shit, did this girl put fucking rain-x on her face or what?
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>>8889719
I would rather die :/
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>>8886262
>>8886265
>>8886269
>>8886271
>>8886275
>>8886277
>>8886282
>>8886285
>>8886287
>>8886291
>>8886301
>>8886304

There is way too much fucking text on these.
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>>8882873
>>8882828
>>8882446
i got a cock for you

kik me
wolfwood1
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Would love to but no kik still naked n horny tho :(
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>>8890078
Trondheim
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>>8886444
Bumps on a dick dont touch it.

Lmao. Havent touched much dicks in your life have you
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>>8887717
Seems reasonable, healthy and sane. Why are you on 4chan?!
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>>8882072
My wife and I need a central Florida sissy. Bondage, "forced" dressing, "forced" bi an absolute must.
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>>8882097
More like this quick flash hypno
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>>8890153
i was about to post "too long didn't read gif"

anyways, i agree
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who wants to suck my cock on kik? post
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Any sissies willing to fuck a hairy NEET? I am at least /fit/ though and adequate enough.
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>>8882393
This is probably an unhealthy attitude to have towards women
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>>8892413
Perfect one for sissies though.
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Sissy here!
Add me on kik sammsiss
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>>8892806
Kik: zodaics
Feel free to adds me anyone
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>>8890548
Is it nice??
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>>8886340

seconding this, should have saved it before the archive died
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>>8890153
>>8891792

Eh, it's the story that does it for me. The porn is just a nice backdrop to have.
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>>8891890
I do, post yours and I'll send you something
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>>8893970
FallenUnited -kik
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I have a girlfriend, but those post make me horny and I have a mature man from craigslist that wants to massage me, should I do it?
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noticed some other people doing this
sissy here
kik: whaatteverr
don't be too nice ;)
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Kik: Lets_you_in
Not a sissy or a trap, just get really turned on by sissy captions
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>>8886277
this is and probably always will be my favourite sissy caption because it combines my two most intense fetishes; hypnosis and sissification
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>>8883062
Tia Layne
>>
deepslutpuppy 9 when?!
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EDIT : MySpaceName
>>
Kik: MySpaceName

Not trap/sissy, but these captions make me diamonds
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I've always wanted some captions or stories involving being abducted/kidnapped and brainwashed by the government.

Sucks that literally 95% of the content is the same generic playbook over and over again.

>inb4 make some yourself

I'm not really a creative person. Shit would turn out either boring or cringy.
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kik: hopefullysoon

am sissy/trans
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>>8896497
https://a.uguu.se/nZEfBliWT4y8_1375248041248.png
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What I wouldn't give to drive my old, hung cock into a sissys tight ass.
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Should I go to a gloryhole today and suck my first dick?

How do I indicate I want to suck, and not be sucked?
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cockthirstysis

Add me in kik
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>>8897046
>moot
>>
bump ?
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>>8898680
I'll bump with storytime if anyone is interested
>17 yro
>in highschool
>changed schools many times for different reasons
>basicly looked like a straw with the personality of a plank so i didn't make many friends
>got bullied as expected
>one particular guy won't leave me alone most of the time
>fast foward 5 months
>science project, a group of 3 people including me come to my home
>3rd guy leaves my home after finishing project
>main bully asks whats wrong with me basicly
>tell him i'm just socially akward
>tell him i love to play vidya most of the time
>asks to see what i play
>put up laptop
>completely forgot to close the webpages i was looking at
>sissy fantasies and hypno videos
>freeze in place when i look that he is seeing it
>"wow anon, are you a faggot?"
>think up any excuse like "that link was sent to me in an email as a joke" or "just an ad"
>basicly come up with nothing but "please don't tell anyone, i just watch these for fun"
>don't worry anon i understand
>basicly become sort of friends after that, i guess he felt sorry for me or something

i'll cont if i get a few bumps
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>>8898094
Go on your knees by the hole and just scream

"ME SO HORNY ME SUCKY SUCKY"
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>>8898924
Cont please
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>>8898944
>>8898924
>so basicly become really good friends, at least from my point of view, we hung out a lot
>teases me a lot about the sissy stuff, i didn't stop watching anyway
>allways seemed to come back to watch more hypno after some time for some reason
>fast foward a month
>be at his place playing vidya
>constantly teases me about the sissy shit on my computer everyday
>tell him to stop that shit already and that i'm not a faggot
>throw the controller in a fit of rage
>doesn't break but its not as responsive as before
>ofuk.jpg
>threathens me to tell everyone
>basicly beg him to not destroy whatever shred of social life i have left
>next months are just doing stuff for him, if he called me to his home to play vidya or if he needed help with something i have to say yes since he constantly teases me to tell to everyone
>from helping him at his work to just play vidya because he is bored and i'm fun to hang out with apparently
>one day tell him to please stop this shit
>basicly dismiss me with "suck my dick" and then 5 seconds of akward silence
>"for real or you are just telling me to shut up?"
>"do whatever you want"
>basicly the most akward moment is just me reaching for his boner in his pants while trying to not look at him, he doesn't say anything
>"well, i fantasized about this i guess" and go down on it
>dry as fuck but i do it anyway
>jerk him off too
>he cums
>ask "was that good enough"
>replies with "yea, that is enough"
>we still had time to spent at his place so keep playing vidya in one of the most uncomfortable afternoons ever

there is still more if i get more bumps and gifs, don't want this thread to 404 the only time i've ever greentexted
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>>8898924
Continue faggot
>>
I don't understand why you guys don't just go out and find a boyfriend. It's ok to be gay, but it's stupid to fantasize about it and never actually pursue it.
>>
Just sucked a cock 30minutes ago, always scary, but so nice. poppers included.
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bump !
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>>8898929
Any actual fucking advice?
>>
does anyone have the story where the guy went to the bathhouse and dressed up like a sissy slut and got gangbanged
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>>8898983
Keep it coming.
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>>8899479
finally some more
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>>8899547
Guess I'll dump a few
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>>8898983
bump
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>>8898094
Usual is to put your fingers through the hole and make a "come here" gesture.
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>>8899169
I've never done anything under influence, aside from a few drinks or a little weed. Could you share the info on what poppers do for you?
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>>8892413
it works tho.
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>>8891647
>[email protected]

Where in central FL are you guys?
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>>8899580

Nice !
>>
Had my first experience this past weekend. 100% straight black guy, have a wife and child, but wanted to try it.

I went to a local park known for gay exhibitionism and freeballed in some basketball shorts. I walked around and crossed paths with a guy who looked back at me. I stopped and kept looking towards him, he was rubbing himself through his pants so I walked over and asked to see.

>Massive 8+ inch and THICK white cock
>I jerk him, go on my knees and start sucking
>He instructs me to pull down my pants, I do
>He licks my ass and fingers it
>Puts on a condom and starts to put it in
>Another guy comes walking around and watches us, starts to jerk and is also huge
>Comes over and face fucks me as I'm getting banged
>Cums in my throat, holds my face down on him against my will and I'm forced to swallow
>Leaves
>Big guy continues to bang me and I tell him I'm going to cum
>He pushes me onto my back, lifts my legs up and makes me cum on my own face
>Wtf but kinda hot too
>He continues to fuck me in this position and then cums on my face too
>I laid there for a good 10 minutes questioning if I'm gay or not

It was pretty fun and exciting, but afterwards I was filled with regret and disgust. Plus I'm black with a small cock, and basically got gangbanged by two white guys with 8+ inches. Felt bad. I will never tell anyone about this and will live on with my wife, probably not going to do this again any time soon.
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>>8883601
moar like this
i love seeing them bred
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>>8899243
I second this, I remember that and it was hot
>>
>>8900350
You definitely will be doing this again. You probably won't want to, but you won't be able to stop yourself.

You will feel less and less regret and disgust each time. Eventually you'll come to accept the fact that you love what a good dick or two can do for you.

You'll either dump the wife and become fulltime gay/sissy, or you'll carry on in secret... sucking cock and getting fucked on the DL, hoping you don't get caught.
>>
>>8887969
I highly suggest it. I've given it up to a couple friends I've known since highschool and it beats hooking up with dudes on the internet by far. There's an emotional element.
>>
>be me 13yo virgin alone with horny 22 year old cousin
>sleeping over his house in same bed
>think nothing of it
>starts watching porn
>letmesee.jpg
>dark all can see is laptop
>watching sissy porn
>never seen porn before cuz live in secluded area with no computer
>confused af but horny affff
>grabs my hand puts it on his dick
>cmon anon play with it
>no idk
>ill give you 20$
>that means i can buy anything i want
>start playing with it to the point where he makes me suck it for 50
>sucked it till when he was about to cum
>grabs my head and cums down my throat
>overpowers me swallow outta neccessity
>bought me a computer
>hooked into sissy porn
>now suck him and fucks me for free
>>
>>8882238
Holy shit sauce pls
>>
>>
>>8887648
Fucking lol. Made me lose it
>>
>>8898983
moar
>>
>>8900350


>>8898983
>>
>>8898983
>>
>>8882434
whats the name of the music track for this
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>>8883601

sauce ?
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>>8902589
sauce on video?
>>
All these are awesome, I've got a friend coming over in a few hours and I'm expecting to get my butt stuffed and these are giving me alot of motivation.
Btw where do you guys find all these? Mostly I can find only sissy hypno videos and the like. Been wanting a bit more of the captioned gifs and the like.
>>
>>8904413
/R/sissyperfection
>>
>>8882238
is that a pokeball shooting whipped cream?
>>
>>8899209
go in a booth and put your hand or fingers through the hole
>>
>>8882072
>Don't be afraid
DON'T LOSE YOUR WAY IN YOUR MIND
>>
anybody know the website that shows you all current pics and webms from /gif/ and /hc/?

4fap or something?
>>
>>8886411

As far as STD's. Make sure your dental health is good. No gumbleeth, etc. Make sure the dick is proper washed. Dont let him cum in your mouth.

This way there is 0-low risk for HIV.
Most of the other STD's you can detect with your eyes, but not all of them, so there is always a risk.
>>
>>8902599
https://www.youtube.com/watch?v=SU88c0f5-h0 not sure if this is the right mix or whatever, but it's definitely this song
>>
>>8882393
Sauceeeee pleaseee
>>
18 year old sissy looking for cock
kik me at dani_sissyslut
>>
>>8900350
No harm in giving it a try.
>>
>>8882826
Maybe, but you know that you'll just be back here later to try it again, accepting you have the fetish and that it isn't hurting anyone for you to enjoy what you enjoy when you're horny is the first step
>>
>>8904588
no you faggot its a whip cream can.
>>
>>8890153
"I am retarded, please make it easier for me anons ;_:;;;;;;;" the post
>>
>>8886411
Get PrEP before you do. The chance of contracting HIV from a blowjob is small, but not zero. With PrEP even unprotected anal becomes basically zero as long as you don't do stupid shit like getting gangbanged by a bunch of dudes with HIV.
I got unlucky and got HIV due to a broken condom. It's livable but annoying as shit. You'd be better served to eliminate the chances entirely than being like me and getting unlucky from the off chance that something goes wrong.
>>
>>8900706
>>8900350
I'd disagree, there is the third option of just exercising iron will and never getting another dick in you. but that does lead to lifelong regret and probably blowing yourself away like the old dude from American Beauty.

just suck some dick, friend. the conundrum about whether you're "really" gay or straight is kinda recent. dudes have been giving it to dudes for forever, and historically those guys went home to their wives.
>>
>>8901345
gosh the veracity just drips
>>
>>8900086
Hello friend! Poppers are alkyl nitrites, originally amyl nitrite was used for heart problems because it opens up involuntary muscles like the heart and anus. you inhale the vapor, it's really bad to drink. in the original heart medication form it came in glass caps that you broke and sniffed, hence poppers. now there's another, generally agreed worse, set of alkyl nitrites behind sex shop counters. Look for the tiny colored glass bottles, a common brand in the States is Rush. I consider them all pretty foul smelling and pretty equally effective. They don't just make anal sex easier, they give you a head rush like nitrous or holding your head between your legs or whatever. that rush is much more sexual than those experiences, and feels great edging. Poppers are grey market, not sold for human consumption in the USA, and there's no research on dangers or anything.

So, in short, join us in using this shady inhalant.
>>
>>8882231
Sauce?
>>
>>8882393
Anyone know the name of the women right at the end, crawling on the bed?
>>
>>8902942
sauce?
>>
>>8909647
tell us more, please. whats prEP? how are you?
>>
>>8901345
more stories please
>>
>>8911324
Pre-Exposure Prophylaxis. It's like an additional layer of protection against HIV infection. Just pop a pill and your chances of getting infected go from 4%-30% to 0.0001%
I'm doing fine. Ibuprofen gets rid of the skin rash, so I used that before I went and actually got antiretroviral medication. Fatigue, weight loss, dehydration, headaches, hot flashes, and vision damage wasn't fun though. Now I have stomach pains a lot because the antiretroviral drugs are hell on the liver. It's a lose/lose, but at least now I won't die of AIDS related opportunistic infections.
>>
>>8909367
"i'm retarded and dont know what concision is" the post
>>
>>8887717
hey, I dont care about labels

....so let me respond to this joke post because i cant get over being labeled
>>
>>8914786
if you don't mind answering,
how do you realize that you got it?
>>
>>8887606
Name?
>>
Name?>>8902932
>>
>>8915001
>be /fit/
>have gay sex
>suddenly hot flashes just from walking up hills, as if I just finished a 3 mile run and am overheating
>feelsliketheflu.png
>dry cough for about a week, coughing every few seconds as if there's a hair in my throat
>not hacking coughs
>just single, light cough every few seconds
>night sweats
>lesions on tongue
>itchy skin 24/7, like eczema or poison ivy
>scratching gives no relief, just exacerbates itch
>dark bags under eyes
>no appetite
>no thirst
>even when drinking water, barely any is absorbed
>muscle spasms all the time
>malabsorption, soft stool
>literally not a solid shit for almost a month
>muscles begin weakening despite lifting 5 times a week
>no longer make progress
>muscles in face start weakening
>sunkencheeks.jpg
>"oh shit I probably caught something"
>get HIV test
>+
>?????
>consider suicide
>get job with sole intention of just saving enough money to pay for my funeral
>????? pt.2
>spend money on meds instead
>life still sucks but not as bad now that I've gone from certain death to just shitty prolonged existence
>>
>>8900232
Crystal River area.
>>
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>>8915953
cool story
>>
>>8901845
Jennifer white - povd scene
>>
>>8916263
sauce on the voice? please
>>
>>8916263
Sauce one the video:P
>>
>>8901845
>>8882238
>>8916283
it's emily grey, not sure which scene
>>
>>8882238
>>8901845
>>8916283
pornhub view_video.php?viewkey=645812858
>>
>>8887717
>>>/lgbt/
>>
>>8899572
Sauce?
>>
>12 years old white boy
>black masculine 4y older friend's
>known eachother for a year
>one day at his house
>asks if I wanna play something different
>ok, what's the worst that could happen
>actually tied and gagged
>says he's only letting me free if I suck his Dick
>always secretly wanted to, agredido
>hugest dick ever, unexpected
>suck it as best I can
>seemslikeanhour.jpeg
>cums way down in my throat
>says its not over
>"what do you mean"
>turns me around, spits on my ass
>shoved half of his dick in
>allifeelispain.jpeg
>fucks me til he cums again
>cum flowing out of my ass
>put back his clothes
>acts like nothing happened

After that I was his bitch for about for years, can tell more details if you guys wany any, a lot of sissyfying
>>
>>8886269
need name of this chica, plz
>>
>>8922009
Feel free to post your stories, just try to make the lying less obvious, it kills my erection.
>>
>>8915953

Do you watch porn differently now? Like "wrap your dicks you stupid fucks"
>>
>>8882238
those sprey on creams taste like shit
>>
>>8886304
was getting caught part of your plan?
>>
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>>
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>>8924247
>>
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>>8924247
cont
>>
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>>8924247
>>
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>>8924247
>>
>>
god I loved being a sissy. Sometimes I wish I was still passable.
>>
>>8924725
It is amazing isn't it? It's especially fun to lead a normal straight life then take some time out to let go and be a slutty plaything.
>>
>>8924731
The desire to do it again awoke pretty recently. Sadly I'm not at all passable anymore :(.
>>
>>8924247
>>8924760
that gif is me, I get the desire pretty regularly and i have the problem of being a pretty beardy masculine guy in the face.Need to find a way around that.
>>
>>8924768
My problem too lol. Not so much the beard, but I put on a ton of muscle during college.
>>
>>8924778
i don't have to worry about that, i am incapable of gaining weight of mass and so i have the legs of a slim teenage girl.
>>
>>8924789
I had the build of a teen girl in high school. Really wishing I'd stayed that way now
>>
>>8922009
more
>>
Heya, im looking for a certain sissy captioned webm. In it, its about a guy who had to become a secretary for his friend, who forces a deeothroat on the secretary. Thanks.
>>
>>8915953
Did you bottom? did he wear a condom? did you wear a condom?
>>
>>8900350
Why do people care so much about having sex with other people, regardless of their sex/race/etc when they are married? I mean, cheating is absolutely wrong, in that if you do something behind your partner's back and lie about it, you are a shit head. But why is having sex with other people inherently wrong? It makes no sense to me at all.
>>
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>>
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>>
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>>
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Anyone got those three webms about a dude getting turned into a chick and try to turn back by making another dude cum? Don't got any captions saved
>>
AllenOliver007 kik. If anyone's interested in teaching/training me. Kinda new and nervous to it all.
>>
>>8882074
Once they do what?
>>
>>8922009
Don't.
I can masturbate to sissy stuff but only if it isn't about a twelve years old boy or anything under 18.
>>
>>8921375
Its Lily Labeau, Anal scene with EvilAngel, she wears a gold top in it
>>
I've basically broken my dick edging to this stuff. I get why it's called forced feminization now.

Feelsbadman
>>
>>8882231
Source?
>>
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>>
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>>
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>>
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>>
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>>
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>>
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>>
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>>
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>>
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>>
>>8882231
sauce.
>>
what happened to all the good, actually hypnotic stuff? the flipping and associative stuff not regular porn+bad captions crap
>>
>>8930548
This is sissy captions, not sissy hypno. You're in the wrong thread.
>>
>>8892413
did you forget where you are
>>
>>8924698
Sauce please? Been looking for years...
>>
>>8882078
Sauce on girl? Been looking for months
>>
Any from the bull's point of view?
>>
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I made one.
>>
>>8927292
Yes, Yes, No.
>>8922105
I notice when someone is wearing a condom much more now. That's about it. It's their own fault if they go bare and catch something.
>>
https://www reddit com/r/sissyhypno/wiki/tumblr

>>8929788
>>
>>8886437
Buck Angel
>>
>>8892413
faggot, kill yourself bitch
>>
>>8882399
Will you fuck me too pls?
>>
>>8904685
WE HAVE TO BE AS ONE
>>
>>8892413
dude...there are tons of things ''unhealthy'' towards men on this thread and you don't care...
>>
>>8887717

4chan is so meta these days
>>
>>8892413
If you can't differentiate between what is sexually and what is socially acceptable or what is fantasy and not fantasy, you probably shouldn't be here.
>>
>>8898924
>>8898983
So this happened a few days ago?
>>
>>8929755
thx bro
>>
>>8922009
sounds fake af but post more anyway
>>
>>8892413
Simple, to the point, understated, and technically correct. This is quality bait.
>>
>>8890153
I happen to like it, fellow faggot.
>>
>>8898929
fucking kekd
>>
Looking for sissies to talk to hard right now and want to talk to slutty sissy kik nw.wein
>>
>>8911035

Jynx Maze
>>
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anyone have the sauce on this? I can't remember her name
>>
>>8882393
MORE

straight hypno usually sucks but this is toptier
>>
All of this makes me want to be a submissive whore so much. Anyone wants to own me? Describe what nasty things would you do to me on [email protected] and if it makes me leak I'll do whatever you want.
>>
>>8882393
Man i dont like sissy fetish or nothing, but i have to say, this shit turns me on soo much, what the fuck. never see something like this.
>>
A question exist man who actual turns out to be a sissy and transform to beautiful women? Like make the Cirurgy and stuff, really don't see any tranny who actually have a feminine body and a good face.
>>
>>8902658
i would have to say memecenter
>>
>>8941832
Shit English, but Bailey Jay is really hot.
>>
>>8916263
I need that audio file, desperately.
>>
Story time?
>be me, 20
>been x-dressing ,wishing i was a real girl since very young
>always been in the closet
>had fucked and sucked a couple guys before, but never fully en femme
>go through purge phase and throw out everything i own
>get super horny and shave, start fingering myself at home
>eventually decide to post a cl ad
>loads of responses, im not a bad looking person
>search through, one guy offers to smoke me up, has clothes and wigs for me that i can wear
>says i can even keep them
>drive 45 min to NoVa to meet him at his house
>older guy, late 50-early 60's
>not turned off by his age but caught off guard, all i got was cock pics
>not bad looking man though
>we make small talk in the kitchen, i try to give my softest voice
>he shows me upstairs
>there is a camshow of some hot boy jacking it on his comp screen
>look on the bed, sets of unused clothing and wigs
>he tells me to look through and wear whatever i'd like
>he goes over to the chair and starts smoking a cigarette and rubbing his cock
>cant help but stare from the corners of my eyes
>sooooo ready to be fucked
>but i want to look pretty first
>pick out some black knee highs with a lace trim at the top (sooooo sexy)
>pick out a little black top and sheer black overthrow
>put on a darker wig and apply some makeup i stole from my ex awhile back
> put on panties that were super tight, black & red, apply garter
>smoking a cigarette looking at myself in the bathroom mirror
>leaving lipstick stains on my cigarette, and nearly cum
>precum is a fountain in my panties, i can feel it building
>walk into the other room again, he is looking at his computer, still rubbing his cock through his pants
> i give a naive, innocent hello as he turns around in his chair
>tells me that im a knockout, might be the best sissy he's fucked, or going to fuck, as he phrased it.
>he stands up and comes towards me to bring me in
>im still so nervous, still not veryy experienced, but know my way around a cock
keep going?
>>
>>8945008
Yes, Cont.
>>
>>8945008

you better keep going holy shit it sounds hot so far
>>
>>8945008
>i grab his cock through his shorts and can feel it hard and pressed tight against his boxers
>it feels sooo wam and thick
>i get down on my knees and look up at him as i pull his shorts down
>i start to agressively stroke his cock through his boxers
>then i just start kissing the head and licking the shaft
>tastes like cocksweat and fabric
>i look up at him as i rub my face all over it, leaving a few makeup smears
>i pull down his boxers and his 6" springs out, good thickness
>i take it in my mouth and start sucking his cock
>making sure to leave stains with my lipstick/gloss
>i stop for a moment and give him my phone, asking him to take photos and videos of me as i suck him off
>he agrees and i start looking at the camera as i worship his cock
>he gets on the bed and i crawl over on my knees
>i look at my own phone takingpictures of me, then start to deepthroat him
>still gag a bit, but come back up
>(wish i still had the pic/vid, you can see the cocklust in my eyes)
>he sets the phone back down, and i ask him to fuck me
>he says he wants me to suck his cock some more
>i lay on the bed and he starts facefucking me (sadly not agressively)
>after awhile i beg him again to fuck me, i just couldnt wait to be filled
>I take my panties off as he finds a condom and there is precum everywhere
>i roll my fingers in it all and bring it up to my mouth as he puts his tip on my ass
>it feels cold, yet overall warm, and i feel him pop the head in
>it had been awhile since i had a toy or real cock to practice with, so it kind of hurt but felt great
>he starts going deeper with each stroke and eventually falls into a rhythm
>i am stroking myself as he's fucking me
>telling me im a good boislut and i feel so tight
>i eventually say im gonna cum and he tells me not too
>i blow my load anyway and lose almost all sissy feelings
>he continues to fuck me for another couple minutes
>about 30 seconds after losing my urges i feel completely degraded and llike a slut
>>
>>8945187
>i keep encouraging him as he has his hands on my hips, pulling and pushing me from his cock
>i keep telling him that im his slut as i look at my flaccid dick flapping as he fucks me
>i feel the tightness of my knee highs and shirt as he keeps fucking me
>my pool of cum starts to roll down my belly towards my chest
>he ends up finishing, (really wish no condom i want a creampie so bad, but safety first)
>he pulls out and goes to the bathroom to clean up and get me a towel
>while he's gone, i lay there, in a stranger's bed, asshole gaping, my own cum all over me, lipstick smeared and wig hair everywhere
>i scoop up my cum with my hand and start to suck it off my fingers as he walks back in the room
>i feel soooo girly and slutty
>i clean up, give him the panties back but keep the wig
>drive home thinking about what i did
>go home and jerk off
>next day i jerk again and feel super guilty
>throw wig, clothes, makeup away
>later on end up deleting all my sissy content, all my photos, videos, hypno downloads
>been on a non-sissy streak lately
>now i CANT FUCKING STOP thinking about sucking cock and getting fucked, but i want to shave and get new clothes
>also have a girlfriend now so i feel even more guilty
>know im just a useless sissy slut on the inside and should be out getting fucked rn

oh well....
end of story!
>>
That was hot af
>>
That story was so hot. I'd totally fuck you and idk you rip
>>
Hot
>>
>>8945212
No need to be ashamed. You like it. Be honest and open and careful. Safety first, absolutely. And sugar, I'd degrade the fuck out of you and make you hate me for getting you so hard.
>>
kik is amberalexxander btw if you're curious as to what i look like!
>>
>>8945255
I need you in my life, bae <3
>>
Now I need to jerk off, kiks?
>>
Anyone have the webm with Alison Brie and the thick cock popping out some briefs?
>>
>>8886301
Sauce?
>>
hilow102 is my kik looking to be trained to be a sissy
>>
>>8882072
anyone know the sauce to this? I've seen it before but can't remember it
>>
my kik is paradoxicalpotato

looking to be trained as a sissy/little/cumslut anything of that sort. rp and real life shit too.

also spam me with dick pics
>>
>>8882104
theres a fat dude in there somewhere what the fuck
>>
>>8882097
who's the girl?
>>
I love this shit
>>
>>8899565
What's the original video?
>>
>>8946700
Proxxy Paige
>>
>>8887618
Meme Center?
>>
>>8890153
>enters caption post
>complains about text
shiggy
>>
are there any good Self-Facial motivational videos?
>>
>>8946222
Hey my Kik is Evzgooding13

I'm with you, training to be a cumslut, so if you r anybody is willing to send me dick picks I'll be very pleased. Also cumshots would be really great.
>>
>>8932714
It's Stoya
>>
>>8915147
looks like ash hollywood
>>
If any sissies wanna Kik me its big6ixman
I got tons of videos of me blowing a load (;
>>
>>8886411
get a date on craigslist. I did it tons when i was 16, only got raped once. xd
Thread posts: 299
Thread images: 76




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