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Lonely sissies craving the cock
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Post sluts playing while thinking about studs breeding them.
The more cum, the better
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>>8458423
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.
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>>8458435
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>>8458441
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>>8458446
help me out here, I ran out of juice.
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>>8458451

pity: I was hoping for some chastity orgasms.
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>>8459710
This was hot!
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>>8458425
sauce? Love the riding
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>>8459710
Riding.webm
Vroom.
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So hot, i crave to be fucked forreal one daaaaay~
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>>8458434
Can't wait for Robin banks to get fucked on camera by a well hung stud.
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and that's it from me
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>>8461817
sauceeeee
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>>8459710
Nice biker at the end
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>>8459958
Bubblebumbutt.Tumblr.com
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>>8461817

SAUCE
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>>8461436
Why wait? Why not go out and get fucked yourself?
You're already a cuck.
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>>8458425

10/10, would violently inseminate
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>>8458425
wanna learn to ride it like that
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How can I get my sissy hole fucked here in europe
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>>8462345
>cuck

That word.

I don't think it means what you think it means.
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>>8464251
maybe if you were more precise about the country you could get an answer. Not many people willing to drive seven hours from france to poland for a fuck.
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>>8464251
this
>>8464741
you dumb cunt
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>>8464758
>Dumb cunt yourself.
HAH! First off
>Don't ask in a place when you want the answer to be a different place.
Makes no sense so you're just confirming you're a dumb cunt and second you're the problem you fat retard.

Europe is a whole continent dumbass maybe if you actually put a country and a region you may get somewhere. Fuckin moron
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>>8464779
I see now, I was mistaken. You wrote it in such a way that I thought you were actually insulting me, rather than the first poster.

A misunderstanding.
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>>8464796
Further confirming it
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>>8461817
10/10 would marry
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>>8464813
you must be really, really angry in your little basement chamber if you insult people no matter what.
>>
story about how my friend became a sissy

>be 26, sister lives with me
>be pretty fit, good with the ladies, not bad looking
>friend having issues with his parents, asks if he can stay on my couch
>have spare room, why not come stay, cheap rent for my mate
>few months go by, everything going ok, fun to hang with a friend after work and not having to go out to do it
>one day get home early, hyped to play some vidya
>go into his room to see if hes home, cause hes at uni and works part time, so never really know
>wearing bra, panties, dildo in his ass jerking himself off
>wtfoutofthere
>later he apologizes and basically starts crying as he confesses this shit to me
>tell him i couldnt care less, cause i dont
>we play games

want me to continue?
>>
>>8465083
fuck it i hate those cunts who always ask if they want to continue

>play games for a few hours
>get curious and ask him how he got into it
>basically says he likes to feel feminine, makes him feel sexy and enjoys the thought of being submissive
>tell him fair enough, whatever floats your boat man
>thanks me and hugs me, kind of weird at this moment but i let it pass, im a bro hugger anyway
>asks me not to tell anybody, agree, secret safe with me
>fast forward a few weeks
>same scenario, but this time my sister is home too
>think no way could he be doing it while shes home
>dont knock before entering
>doing it again, short skirt, bra, wig, make up, dildo stuck against the head board of the bed, chastity cage
>i laugh a bit as i leave his room
>later in the afternoon he comes out
>apologizes again, tell him i dont care man, hope you had fun
>tells me he appreciates it
>we play vidya again
>while we're playing, says to me that hes not really gay
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>>8465132
>ask him what he means and tell him its cool either way
>explains to me that hes never done it with another guy before, only girls and never that
>ask him if hes attracted to guys
>kind of tip toes around the question, but says not most guys, no
>what do you mean sissynon?
>'well... i mean, some guys i like, i think about some guys when i do it'
>oh, ok, cool man, so you'd identify as bi then?
>'yeah i guess, i still like women but there are a few guys i like too, its exciting to think about guys when i dress up'
>tell him i sort of get it, because hes thinking about dicks, right? i wasnt too sure how to respond, tried my best, awkward situation anons

>fast forward another month, my girlfriend and i were having an argument
>she had been real bitchy towards me for no reason, wasnt putting out
>ended up not bothering trying to get any from her, because fuck that
>she gets really bitchy
>over at my place one night for dinner, she starts with her shit again
>>
>>8465132
please keep going if you can!! this is great
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>>8465165
>ended up having a verbal confrontation
>yells at me about not trying to have sex with her anymore, is there something wrong with her, etc
>tell her yes there is, shes crazy and i dont want to deal with her shit anymore
>after some more yelling, she leaves
>start drinking some with my buddy, play some vidya, talking about how chicks suck
>brings up not having sex with her
>explain it to him, hes surprised, thought that she'd be happy to have sex with me cause im good looking
>thank him but explain to him that women are fucking retarded so logic doesnt really work
>agrees with me
>getting pretty drunk at this stage
>kind of jokingly mentions to me that if i ever need some stress relief, that he'd be willing to lend me a hand, or a mouth
>laugh with him, tell him thanks for being a bro
>puts his arm around me and says no problem man, it would be his pleasure
>thank him again, life is good with sissynon bro
>end up watching the terminator in a pretty drunken haze, fall asleep
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>>8465166
sorry i feel like theres a shitload of backstory, bad at story telling in general i guess, never really do it

>>8465205
>next day wake up at lunch time, hangover
>sister laughs at sissynon and i sleeping on the couch together
>sissynon is quite slim and petite for a guy, ended up sleeping next to me on the couch just fine and i didnt wake up
>laugh about it, not really bothered by that sort of stuff

>fast forward later that afternoon, sissynon and i playing vidya again on our day off
>laughing about last night, got pretty fucked up but it was all pretty tame
>tell him i enjoyed it, needed that after the bullshit cuntanon puts me through
>mentions the relieving stress thing to me, tells me hes sorry, hope its not weird
>really appreciate sissynon trying to not make his fetish weird for me
>tell him its no problem dude, it was funny and nice of him
>thanks me and tells me that if i ever do want to, he has plenty of short skirts and wigs, then laughs
>laugh too, thank him, wink and tell him maybe i'll take him up on that one day
>>
>>8465233
cont
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>>8465233
Nah you're doing great, keep it going
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>>8465205
LOL, that is not how I expected that story ending. You're a real friend to be so cool about the situation. And so you should be!
>>
>>8465278
Ah shit my bad... there's more... keep it going!
>>
>>8465233
Good so far
>>
>>8465294
Amzing so far.
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Am I the only one who's clicking the refresh button?........ MORE PLEASE! :)
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>>8462098
>>8462102
>>8462112
Name?
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>>8465313
There's an auto-Update tick box at the bottom and has been there for a long time already.
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>>8465368
Well this is embarrassing, Only been a 4chan user for 4 years now. You learn something everyday :) :)
>>
Where is the rest of the story. I want it
>>
>start drinking again around 6
>sister and her girlfriend go to her girlfriends place
>sissynon and i playing vidya again, drinking, eating, life is good
>havent had sex in close to 2 months, tell sissynon im pretty tempted to go to a brothel
>sissynon tells me that i should save my money and let him have at me
>laugh and thank him
>tells me to seriously, give him 15 minutes to get ready
>laugh again and agree, i was drunk
>he goes and gets ready, the entire time i was getting closer and closer to chickening out
>think to myself, how would i even do that to my friend, tell him thanks but no thanks after i agreed
>start getting nervous about if i'll even be turned on
>all these thoughts racing through my mind while im drunk
>about to go and tell him i think its a bad idea when he comes in
>wearing a short little skirt, chastity cage, bra, blonde wig, exaggerated makeup
>tell him maybe we shouldnt and apologise
>tells me its ok, dont worry
>passes me a blindfold, tells me to put this on and listen to music
>cant deny one of my closest friends, so agree
>>
sorry dudes, had to take a phone call, continuing now

>sit down on the couch, nervous as fuck, tells me to put the blind fold on
>do it, he pulls down my shorts and underwear
>flaccid as hell, still nervous
>he laughs a little bit, tells me to relax
>takes me in his mouth, slurping on my soft dick
>spreads my legs to sit better at my feet
>feel his warm breath on my dick
>getting hard now, he sucks the tip while massaging the shaft
>feels really good, been so long
>feeling much more comfortable, almost forget who is doing it as i relax
>starts bobbing his head up and down on my cock while massaging my balls, going about halfway down
>let out a groan, he keeps at it, more enthusiastically
>can tell hes not very experienced with it, sometimes hurts it a little with his teeth
>its no problem, still feels really good and more than makes up for it
>using his tongue, under my foreskin, around the head, feels nice
>never had someone be so enthusiastic about my dick like this before, not for a blowjob anyway
>starts trying to deep throat it
>he can mostly do it, obviously practiced before
>>
>>8465452
i beg of you do not stop telling this story
>>
>>8465452
>periodically spits on my cock and strokes it while getting his breath back
>asks me if hes doing ok
>its amazing, dont stop
>says good, then slurps my cock into his mouth, down his throat, lips touching the base as he sucks like a pro
>groan again, blowjob is quickly becoming the best ever
>he slowly starts fucking his throat with my dick, gagging and drooling everywhere
>can feel his spit on my balls
>have a moment where it hits me, whats going on and whats happening
>for about a second i forget the mouth around my dick and wonder wtf am i doing
>the second passes and i realise that holy shit wtf is my problem, i havent felt this good in a long time
>sit back and thank my friend as he relentlessly works my dick with his mouth
>start groaning more, hard to sit still now
>tells me to let him know when im going to cum
>soon i say, as he goes back to my dick
>not long after, i tell him im about to cum
>wraps his lips tightly around the head of my cock and starts stroking the shaft fast and hard
>not quite sure if he heard me, a bit shocked he wants me to cum in his mouth at this point, so i tell him again
>he just keeps right at it and starts fondling my saliva covered balls
>stroking and sucking, i cant hold it anymore and cum in his mouth
>doesnt skip a beat, keeps sucking and stroking
>one of the best orgasms i ever had
>he coughs a little, recovers quickly and goes back to sucking and licking the head of my dick
>he moans a little bit and laughs softly as he..
>>
>>8461817
literally unbelievable
>>
>>8465528
>keeps stroking my cock, licking and kissing the tip
>i start to go softer, he keeps at it a little bit, sniffing it and rubbing it on his cheeks
>he thanks me, says he loved it
>i think him, tell him it was amazing
>still sitting back, eyes closed, forgot about the blindfold completely at this point, too relaxed and feeling too good, could almost sleep
>he sucks some of the saliva off my balls, then gets up
>i open my eyes and remember the blindfold, take it off and hes walking away
>wearing heels, legs completely shaven, ass sticking out of his little skirt
>feel weird as i think about how its kind of sexy, that ass, that skirt, the heels
>looking at his legs, theyre skinny, kind of toned in a girly way, but maybe a bit too muscular, if they had a touch more fat i think
>question myself like wtf again
>decide its not worth thinking about too much
>feeling good
>he comes back in 5 minutes later
>kind of an awkward moment as hes my bro again in jeans, shirt, no make up
>i thank him again, he thanks me
>asks me how it was
>struggle to explain to him how incredible it was
>tells me that if i ever need to relax again like that, to just let him know, its no problem
>tells me he had a lot of fun and that i have a really nice dick
>laugh and thank him again
>ended up playing more vidya and going to bed a few hours later

thats the story about how my friend became a sissy, or at least, he says its when he first became a sissy, i dont know what the definition is exactly
>>
>>8465567

this happened two and a half years ago now, sissynon and i are still friends and he actually still lives with me. we've had plenty more adventures since then and i dont wear a blindfold anymore, unless we're doing something with it. my sister moved out so we get to do stuff anytime we want and no one knows.

its weird, i dont really find myself attracted to guys, in fact, not at all, but sissynon gets me hard pretty easily

at first i think it might have had something to do with the fact that it was kind of taboo, but its not really weird anymore.

we arent a couple by any means, i havent had a girlfriend since though, nor has he. i was pretty fed up with women to begin with back then and not much has changed now

i struggle to find someone with who i am compatible with, because even the coolest girls lose their shit and its not something with which im very patient with

sissynon is always there to though, we fuck pretty regularly, at least twice a week. always surprises me when he comes from anal, first time it happened he came all over my pillow, was actually pretty funny

sissynon has worked pretty hard to become more feminine since then too, those skinny legs have filled out a bit and so has that ass

honestly anons, ive been thinking more and more recently that i dont really need a woman if i can just have sissynon, sissynon is a real bro and we have a pretty good understanding of each other
>>
>>8465601
post your first time fucking
>>
>>8465601
Post more stories yo. Like you fucking him.
>>
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>>8465601
it sounds like you have a lovely existence carved out with your friend, anon. i am happy for you
>>
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>>8465604
I second that notion.
>>
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>>8465604

sure thing, it was like 3 months after that, after the first time we didnt do anything again for about a month. we would talk about it a little here and there, but nothing happened, then the second time happened, after that the third blowjob was a few days later, then it was every few days or so with no gap bigger than 5 or 6 days i'd say, until the night we fucked

>im working night shifts, start at 10, finish at 6
>sissynon has been blowing me every morning when i get home after my shower for the past week and a bit
>has uni or work early every day except sundays, but gets up early sunday to do it for me anyway
>ive been working 3 weeks with no days off, killing me but its no big deal, my job isnt that hard
>get home, shower, sissynon in my room on my bed
>all dressed up, every morning, waiting for me, dressed up like a little slut
>sister must be on to us at this point, dont care, shes chill anyway
>sissynon blows me, swallows every last drop like usual, amazing blowjob that leaves me satisfied and fulfilled
>tells me goodnight
>decide i dont want to sleep at 8am, his day off, lets go do something
>we end up going to a local market, checking out old video games and shit
>go to lunch and then gym together, such a bro is my blow job giving sissynon
>get home at 2pm, tell him i have to sleep for work tonight, agrees
>asks me if he can wake me up, could be fun he says
>tell him sure, wake me at 8, agrees
>>
>>8465644
>>sissynon has been blowing me every morning when i get home after my shower for the past week and a bit

That's nifty as fuck.
>>
>>8465634
thank you, i appreciate it bro

sissynon tells me all the time that if it werent for me he wouldnt know where he would be with the way he feels, but because im here hes very happy and it shows. i mean, hes not super happy all the time, but he never really seems sad or miserable.

>>8465644
>light sleeper, wake up to my door opening, must be sissynon
>feel the covers moving around, doesnt take them off me
>dick is already almost hard, always is when i wake up
>starts sucking right away, at this point i kind of know how its going to go
>love every minute of it, like usual, sissynon is the most enthusiastic mouth to ever be around my dick
>groan as he works his magic
>feeling super horny, just woke up
>when he deepthroats me, i grab his head and push it deeper
>gags and hear him trying to slurp
>makes me crazy, i love this mouth
>roughly fucks his own mouth with my cock, knows exactly what i want
>blows me until i cum, swallows, like usual
>gets up to leave, tell him to stay
>dark in my room still, cant tell what hes wearing, something slutty im sure
>climbs into bed with me, voice is always softer when hes dressed up and we're being intimate
>tells me he didnt know i slept naked, thought i'd only been falling asleep naked recently because of the blowjobs
>feel most comfortable that way, i feel like everybody should do it
>he laughs, my arm is around him
>touching his ass, mention that i like it, i like looking at it sticking out of his skirt when he blows me
>>
>>8461812
who?
>>
>>8465654
im not gonna lie, its pretty fucking amazing. sissynon goes through a lot of effort to please me, even still after all this time. i know that its something he wants to do, which im glad for, but i do my best to show him how much i appreciate it still, its amazing.

there never really has been a time in which sissynon hasnt been working hard at pleasing me, i wonder if or when it will come. we dont really fight and any argument we do have is usually sorted out pretty quickly, we are still bros afterall, though it feels weird to say that nowadays, seeing as how i fuck him on the regular.

>>8465673
>he says i can play with it if i like
>no commitments, do as little or as much as i want
>rubbing it, feel my way to his asshole with my finger
>feels just like a womans, why wouldnt it, sissynon has a nice ass after all
>so smooth, stick the tip of my finger in his ass
>hear excitement in his voice as he tells me i can fuck it if i want
>ask him if hes sure? of course im sure anon
>think about it a little bit while the tip of my finger plays with his asshole
>he starts to stroke my dick
>getting horny again, its easy when i first wake up
>ask him if its ok, would it be better to clean it or something first? not sure never done this before
>tells me its fine, he cleans it regularly, because he uses his dildos almost daily now, especially after blowing me
>didnt know, surprised, tell him ok
>tells me he needs to get lube so brb
>kisses me on the lips and runs off
>>
>>8465708
You keep calling him your bro and that you both aren't particularly gay and it's kinda weird. Just admit that you are possibly homosexual or at least bisexual. Hell, from the way you explain it all in full detail in almost sounds like you love him and he loves you (which is okay).
>>
>>8465718
(not op) i don't think there's a need to define it in a way like that, maybe it makes op uncomfortable in some way. if they're happy then that's all that matters. i hope there's a romantic subplot looming in their future
>>
>>8465718
dont get the wrong idea, i do admit it. i do love him, in a lot of different ways and im perfectly comfortable with it. as i said before, im not particularly interested in men, but sissies can be sexy as hell, if that makes me bisexual (which in my opinion it does) so be it, i couldnt less about it man!

when i say it, i mostly am coming from a mindset i had more than two years ago, you know? as for when i brought it up, i was talking about arguing, we dont really argue much because we are good friends who morve past shit pretty quickly.

>>8465708
>i was surprised, first kiss between us, not as weird as i thought
>comes back in with some lube, strawberry he says
>im nervous again, thinking things like maybe this is too far, whats going on
>decide that im good, sissynon is my bro, right?
>sissynon tells me to relax and let him do all the work
>has dildos that are a little bigger, but it will be different with a real dick
>ass over my dick, facing away from me, sissynon starts to lube his asshole
>dont even notice his dick caged up, too focused on his cute little browneye
>always kind of had a things for asses
>reaches around and grabs my dick with his slimy lube hand
>lubes it up, hard as fuck right now
>puts his hand around the base of my cock slowly lowers himself on to
>wont go in at first, too slippery
>finally starts getting it in, hear him moan a little
>feeling a little impatient, want to feel him already
>gets the tip in, dick is throbbing at this point
>>
>>8465742
>>8465754

I suppose that's true. I didn't really mean it in a negative light it's just weird to read I guess. Glad you're happy, though, sounds like a great situation.
>>
>when i say it, i mostly am coming from a mindset i had more than two years ago, you know? as for when i brought it up, i was talking about arguing, we dont really argue much because we are good friends who morve past shit pretty quickly.

by this i meant the word bro, sorry, should be more specific

>>8465754
>further lowers himself onto my dick, about half way now
>fighting the urge to grab his hips and thrust into him
>havent felt this way in a long time, need him to fuck me
>starts to fuck the top half of my dick, loosening himself up a little
>lowers himself further and further each stroke
>moaning, kind of off putting because im not used to it, not nearly as feminine as his ass is
>decide he must be enjoying himself, start to not be bothered by it
>my dick is feeling a little better now that its being worked
>then he decides to sit on my dick properly
>all the way, feels so good, warm and tight
>such an image to behold, as my dick was swallowed by the cute little ass
>cannot see either dick or ass, as his skirt is now covering it up
>just his back, with its little dimples, the bra he is wearing, the long black hair of the wig, the top half of his arms
>this is all i see on top of me as he starts to grind my dick with his ass
>im groaning as i grab his hips, just need something in my hands
>not sure if my dick has ever been this hard before, know it must have been but it hurts
>he starts riding it, up and down, slowly at first
>>
>>8465827
>love watching my cock and his ass disappear beneath his skirt as he rides me
>he starts to get more comfortable
>tells me this is way better than anything hes had before
>riding faster now, my dick is still so hard it hurts, feeling so much better now that its being worked properly
>the slapping of his ass and legs on me as he comes down, accompanied with the sensation of my cock being swallowed again by his sweet ass
>decide i need to take control
>slow him down and sit up, then roll over on top of him
>dick doesnt leave his ass for a moment
>get on my knees, pulling his ass up to follow me, cant have my dick falling out after we've come so far
>rubbing his ass and hips while he gets comfortable
>start fucking him, pretty slowly at first, but its feeling pretty easy
>he starts talking dirty to me
>fuck my little sissy ass
>i almost laugh, its funny looking back on it, but it still turned me on
>fuck him harder, balls slapping against his
>hes moaning, doing his best little whore impression
>never thought i'd be so turned on by another guy in a skirt moaning like a slut
>keep fucking as hard as i can
>begs me to cum in his ass, he must have it he says
>"ive waited so long for this, please dont stop, keep going, keep going" in between moans
>how can i deny, i cum in his ass
>still hard, for a little bit after, keep fucking it
>feels so good still, but starting to go soft
>alarm goes off for work, 8:45, forgot to turn it off
>i laugh as i thrust a few more times
>>
>>8465892
>as i pull out, see cum and lube combination leak out
>spread his ass cheeks with my hands, watching his red hole close
>stick my half soft dick back in there, watch it gape again
>realize im a bit of a fiend, should have had anal sex sooner
>always such a chore with women, could never be assed to jump through their hoops for it
>realise i've been staring at his butt for a good 15 seconds
>i laugh, apologize and slap it, his only response was to wiggle it
>kiss his pale white ass cheek and get up to go shower, work time
>when i get out of the shower, sissynon is changing my sheets for me
>in his slutwear
>am less horny now, but realise that i'm attracted to him quite a bit when he dresses like that

that was also the day i decided that i should help sissynon buy slutty things, happy to fund him when he just uses it to please my dick
>>
>>8461817
princessalena on chaturbate
>>
>>8465926
You're not half bad at greentext.

Tell us about maybe something he did that surprised you, something unexpected.
>>
>>8465642
sauce
>>
man it took a whole hour to post that story? shit takes a long time, sorry guys

>>8465941
thanks man, my first time

this will have to be my last one and i have to keep it short, i have to get up for work in a few hours and i need at least a few hours sleep!

>be roughly a year, to a year and a half ago
>sissynon and are i are in full swing by this point
>fuck often, blowjobs often, lots of drinking and chilling and blowing loads
>he goes shopping every two or three weeks for slutty things to wear
>dont mind, its a bit expensive, but we share costs and we really dont struggle for money between us
>always comes back with skirts and dresses and lingerie
>i decide to go buy a ps4, go to local shopping centre
>sissynon comes with me
>i go to kmart to buy ps4
>sissynon goes to buy something nice to wear tonight
>will you play with me or the ps4
>both i tell him, we both know its true, so we laugh
>get ps4, go to look for sissynon
>back at the car he says
>there was a bit of a queue at kmart, but that was quick
>get back to car, sissynon already in the passenger seat
>ok, sissynon drove here, since his car was parked behind mine
>get in drivers seat, ask him what he got
>all dressed up, no makeup
>smiles at me, says something along the lines of 'please sir, give me a ride home, i'll do anything'
>already know where this is heading, you dirty little slut
>buckle up for safety, start the car
>tell him 'if you stop for even a moment, i'll leave you on the sidewalk young lady'
>>
>>8465941
>i wont stop sir, i promise
>unbuckles, unzips and eventually gets my dick out of my pants
>already getting hard, i know this is going to be good
>undoes his seatbelt, so he can better get over the centre of the car
>'oh sir, with a dick like that, you can be sure i want it in my mouth as much as possible'
>start driving home, with sissynons mouth around my dick
>never stopped being so enthusiastic about blowing me
>has only improved ever since the first time
>this time is no different, feels so good as it feels like hes trying to suck my balls out through my cock
>struggling to get into a good position to deep throat
>sitting at a red light, some guy in a 4wd see it
>sissynon looks like a girl from his angle
>guy toots and waves, i wave back and push sissynons head further into my crotch, pushing my dick further into his throat
>guy in 4wd toots and cheers
>dont live too far from kmart, but lots of redlights
>no one else sees us like that though, a bit disappointed
>get home, havent came, still hard
>get inside, sissynon knows whats up, straight to his knees
>deep throating me proper now, balls against his chin
>looking up at me, such pretty blue eyes
>if eyes could smile, they were
>back and forth, fucking my cock with his throat
>groaning again, this fucker always makes me groan
>pulls it out, slobber everywhere, slurping it up off my dick
>cum for me, i need it he says
>tell him to start jerking his sissy dick
>he listens, stroking fast while swallowing my dick
>>
>>8464952
kek dont have a go at me anon you just proved you're a dumb cunt. Accept it
>>
>>8466066
>always loves it when i call him sissy this, sissy that
>gets way into being dominated by me
>at first i didnt really get it, but now i love it
>looking at his dick, its not huge
>says he likes that his dick is kind of small, makes him feel more feminine
>glad he feels that way, im no beast either, bigger than average though
>big enough to make him gag and choke as i hold his head around my dick
>getting close now, ask him if hes going to cum on the floor
>he tries to nod, cant, hard dick in his mouth and hands holding him on it
>like it when he cums like this, can tell hes really into what we do
>pull my dick out, watch his teary face as he gathers his breath
>tell him to make he doesnt stop stroking his sissy dick
>torn between fucking him in the ass at this point and just cumming in his mouth
>im too greedy, so close to cumming, decide to stick it back in his gob
>start fucking his face, talking dirty to him
>telling him hes such a dirty little slut, picking up men in the car park
>he gets off on it too, dirty little whore
>im going to cum down your throat whore
>he always has intense orgasms, usually because he locks himself in chastity for days
>can never suck dick properly when hes cumming
>always feels amazing to choke him on my cock while he cums
>decide to do it this time, almost there, but waiting for him to get close
>can feel him getting distracted from my dick
>now is the time, start face fucking him hard and fast
>he cums, moaning loudly on dick
>>
>>8458423
sauce?
>>
>>8466119
>its my turn, still fucking his mouth as i cum, he quickly grabs my shift and starts stroking, hard and fast
>sissynon always looks after me, makes sure my orgasm is full and complete, milking me
>saves my cum in his mouth and kisses the tip of my dick with his mouthful
>making the tip messy, playing with it and my cum before he swallows it
>smiles at me, with a cheeky grin and says 'thank you for the ride sir'
>laugh, simply adore him

he ended up staying in that outfit, putting makeup on and playing vidya with me like that, i had 3 blow jobs that, good shit man

fuck i love sissynon, missing him right now. went away for a family funeral, some uncle he didnt really like anyway, but he had to go because his family is like that

any questions before i sleep guys?
>>
>>8466150
Hey show us a picture of sissynon, I kind of have a hard time believing this is real...
>>
>>8458425
I own that same dildo.
>>
>>8466150
How long has this actually been going on all in all?
And does anybody else know or is it a two man secret?
How many outfits have you bought so far?
>>
>>8466150
Do you/does he have other equipment, not just clothing and dildos?
>>
>>8466156
believe it or not anon, i ask nothing of you, but i cant give out pictures of sissynon, that would be a breach of trust with someone who i love and has never really done me any wrong. keep in mind that this was unexpected of sissynon.

>>8466163

hes not an open sissy and we are not an open couple with anybody except a few people, like my sister, its not due to having an issue with it or whatever, we're just not sure where to go with it and its really not necessary for us to be, we're both happy as is

i tell him i love him, he sleeps with me in my bed most nights, we usually only cuddle in bed after sex, or if one of us particularly feels like it

as for outfits, man, im not sure, but theres a lot.. theres quite a few repeats, or rather, things that are similar, but mostly because thats stuff im into (really short skirts and tops that show off the belly) so he'll get a lot of whatever looks good in that regard

>>8466165

im not sure what you mean? we have a hitachi, but we dont really use it. he has an inflatable buttplug and a few others, but i assume they would fall under dildo category? some vibrators too.

anything in particular you mean by other equipment? like a fucking chair/machine? nah
>>
>>8466150
Ever suck him/ fucked by?
>>
>>8466187
Well anon, even if this is fake it made me cum buckets, so I salute you
>>
>>8466163
oh, sorry, time, like 2 and a half years, give or take a month or three

>>8466188
both, i think he enjoyed fucking me less than i did, its something that i would do if he wanted, but he is pretty much completely against it

i've sucked his dick a few times, its another thing that he doesnt really like.

i think it has something to do with the way he wants to be when we're having sex, he is a sissy and i am his big strong man, so he says. he says its weird to 'take control'

its pretty common for me to give him reach arounds though.

i said earlier, sissynon enjoys chastity belts and he does this often. he'll sometimes go a month without unlocking his cage. its not too uncommon for him to cum while we have sex and he's locked up though, i mean, it doesnt happen every time, or every second time, but it happens like once a month at least, i would say. feels great when im in his ass and hes shaking around after having an orgasm for the first time in three weeks
>>
>>8466197
and i to you good sir, glad i could share with you guys, first time ive shared this with anybody but sissynon
>>
>>8466187
What about bondage for example, electrostim, a swing or other furniture, more than one type of chasticage
>>
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>>8466248
light bondage only, usually ties, though we do have a pair of handcuffs

no electrostim or swing, or any other furniture designed for fucking really

he has a few types of cages, but i think they are all essentially the same?
>>
This entire thread makes me want to go full sissy, it's not like I have a good job or anything. I'll just spend all my next check on girly clothes and other sissy stuff. I think it is going to be fun.
>>
>>8466258
Does he get off more often than not, or prefers to go unsatisfied the majority of the time?
>>
>>8466286
if i had to say, i would guess he gets off around or a bit more than half the time? i dont keep score

i asked him why he does it and he said he enjoys the ache, or itch (he called it both, honestly) that he gets from being unsatisfied, but at the same time, really enjoys the relief he gets when he does get to cum, or the feeling of cumming while being locked in a cage, which as i mentioned he does fairly often
>>
>>8466286
>>8466310
he seems to really, really love cumming in the cage

its almost always his biggest orgasm and he seems so deeply satisfied after

its pretty amazing to feel on my end too when it happens, legs start shaking and ass starts clenching, then he starts cumming. its always nice when hes on his back and im fucking him somewhere i dont have to keep his legs up too high, sometimes his cum will dribble down his onto his ass and it'll essentially be used as lube for his ass to continue being fucked
>>
I've tried finding me a trap friend previously as well, but I seem to live in a hole. Right between two major cities in Germany, but too far away from either one of them for it to be a sensible choice.
>>
>live in the philly area
>no young white sissies in my area
All I been hearing is that sissies love bbc but they are no where to be found in my area am I looking in the wrong places?
>>
alright guys, i seriously have to snooze for a bit

be good or be good at it

<3 from the guy who brought you sissynon
>>
>>8466342
Did that impact your interest for women, are you now sissylover all the way?
>>
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some fresh OC
>>
>>8466150
How did you meet him?
>>
>>8466745
Read here

>>8465083
>>
Does anal feel good for men really?
I've tried using my finger and finding my prostate and generally massaging as deep as I can get my finger but I only feel slight touches, nothing close to pleasure.
>>
>>8466944
i remember once decided to use my finger in anal and idk how but i mustve hit my prostate because i was leaking precum for like 15-20 minutes straight and it just felt like a continous orgasm that never stopped until i decided to take my finger out and jack off then everything going blank and hazy

this has only happened once and now i can't seem to get it to happen again, probably because i just normally jack off now
>>
>>8466255
How does it stay flaccid?
>>
>>8466997
I don't know, I've seen a lot of images of where the prostate is located so I'm trying to touch that.
However, I don't know if I'm touching it and I just don't feel anything or if I haven't found it yet..
>>
>>8467008
to recap on what i said i think a major factor factor in me 'hitting' my prostrate was the fact that before that i decided to edge myself for 3 hours

i basically went into the shower all pent up becuase i decided to not make myself cum whenever i was really close everytime i would go soft i was start masturbating again until i got rock hard then let it off until soft then repeat

I think somehow the edging made it easier somehow in finding and hitting my prostrate, you should try that
>>
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>>8465322
Jessica Anne from Imagefap.
>>
>>8466999
it takes a little training but it's possible to just stop associating arousal with hardness. it's pretty easy to learn if you put your mind to it and just completely ignore your dick
>>
>>8466944
Anal is weird.

Women are obviously lucky, having that nerve-packed clitoris and all, but that's not everything. Half or more of the pleasure you get from sex is the excitement, hormonal/emotional/instinctive.

When I have a cock in me, it has never really felt that good physically. When I'm warmed up and he slides himself in, I get a full feeling but no real pleasurable physical stimulation in and of itself. It's the excitement of being mounted and getting fucked, mostly psychological, at least for myself. Whenever I use my toys I actually get pretty damn bored, haven't played with myself for a while.

I have heard some people say that get off on the prostate stimulation, some say they get off on it pretty hard. But I've never been able to get anything going back there. I can feel it on the prostate, but it's nothing particularly pleasurable, just a dull bump.
>>
>>8466344

ON the internet, everyone you meet is a sissy who loves BBC...but thats because you frequent areas high in concentration of fuckboys.

Out in the real world, you're surrounded by normies. Your best bet for finding one is a kink site or prowl bars every night hoping to find one.
>>
>>8466999

I can't even keep my dick hard during a session..No mater what I do. After enough time getting myself hard is near impossible.

Honestly its a pain in the ass sometimes, since I'm not able to cum hands free as of yet. Got close once, but nothing major.
>>
>>8466344
Are you ghetto BBC? Athletic BBC? Loud, overly aggressive BBC? Sexy alpha BBC? Most of us are scared of you.

I would love some myself but I live in one of those rare spots in the south that literally has almost no, er, gentlemen of color. Too hilly to have plantations, and the few that were here after emancipation went to the bigger cities 70, 80 miles away in any direction. The few that are here have been some scary guys.

Boy I would love some BBC :/
>>
>>8466344
I call bullshit. Philly has one of the most active alt-sex communities on the East coast. UPenn is right beside center city. The Sexploratorium is on South Street. Condom Kingdom (my first sex shop) on South street. Pleasure Chest (my preferred sex shop) on Walnut street.

If your cruising for young white sissies they are all over the place.
>>
>>8458425
Wish that was my dick..
>>
>>8468532
There's also Tabu Lounge, which hosts the Liberty City Kings drag shows.
>>
>>8466727
boner just died
thanks
>>
>>8462098
jessica anne
>>
>>8467043
moreeeeeeeeeee
>>
>>8462098
more
>>
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>>8469085
>>8469085
>>8469085
more of this
>>
>>8465636
sauce please
>>
>>8458423
Is that Lola?
>>
>>8461794
who is this?
>>
>>8466187
so are u guys dating now???
>>
>>8466944
Absolutely yes.

I don't like fingers though. It doesn't fill you up like a dildo does. It takes practice, but now i can orgasm with the power of a thousand suns, leaving me passed out on the bed. Start small with a small-medium butt plug then gradually increase as you start feeling more confident. If little me can do it, anyone can do it.

Personally i would probably never have learned anal if it wasn't for dudeweedlmao. Having a pot-brownie beforehand made miracles for me and allowed me to relax and get super into it. Alcohol just makes it boring for me. Just a tip.
>>
>>8469193
yes
>>
Too many of these have no sound; kinda kills it for me.
>>
>>8458441
Anyone have sauce for this? Looked forever for the actual video and image search comes up with nothing.
>>
>>8466944
Yes. Done it on and off for about 8 years. I keep buying bigger dildos / plugs :)
Can orgasm from anal, though I need some penis stimulation too.

>>8469802
I smoke weed almost every single time when I do anal play.
Alcohol can help when drinking and eating in the evening, then taking massive dump in the morning which leaves ass empty. Guess you can do that without alcohol too.

>Start with a small-medium butt plug then gradually increase as you start feeling more confident.
I recently discovered pump-up plugs. It starts as a basic plug and you can pump it to a monsterous size, while it is inside your hole. Moving it in-out after each pump is also a huge turn-on.
Another good tool for training are cone / christmas tree shaped dildos or their variations with multiple bumps of increasing size. Just google "3 bangs dildo".
>>
Got a short story,

>Be me, 25 years old
>Consider myself gay, complete horndog for feminine traps
>Been eyeing this trap who works mostly graveyard shifts at a gas station
>Drinking at my buddies one night, get pretty damned drunk, decide to go home
>Try to take a shortcut in this small wooded area between a highschool and a bowling alley at 3 AM
>Get stuck between some briars and barbwire fence blocking the highschool
>throw my jacket over it, climb the fence but get snagged, arms scratched and bleeding
>make it over the fence bloody as hell, sweating and dirt caked
>Decide to go to the gas station to get some water to sober up/clean up
>Trap anon is working
>Looks at me funnily as I come up to the counter
>>
>Looks at me, says 'What the hell happened to you?"
>Got in a fight with a barbed wire fence, the fence won
>Pay and say goodbye, go outside and sit down on the curb leading up the gas station
>Light a cigarette, and drink some water, then use it to wash my arms and face
>Cute anon comes out, takes out the trash and comes and sits next to me and lights a smoke
>Never know when anons working, so I decide in my drunken bravado that now is the time to ask for number
>Say "Hey, I know I look like hell at the moment, but can I get your number? We should grab a drink sometime"
>Anon looks at me and my arms and laughs and doesn't say anything for about 30 seconds, I just sit there and continue my cigarette
>Anon pulls out phone says "Well you look like hell..... but you seem like an alright guy"
>Gives me number despite me probably reeking of booze, bleeding, sweating, dirty as hell
>Fast forward a week after, we meet up at the bar
>Hit it off pretty instantly and have been going steady now for about a year
>>
>>8466944
yep. It feels really nice. Theres 2 myths that can ruin it if nobody teaches you their bullshit.

1) That it's supposed to hurt then a miracle happens and it feels good. It shouldn't hurt at all, particularly when you start out

2) Which is one you've run into. That your finger is a better starting point than a small toy. A smallish buttplug will be both more fulfilling than fingering yourself, but also easier to get in due to its tapering. Plus once it's in you can leave it there without holding your hands awkwardly.

The only thing your own fingers are good for is applying lube.
>>
>>8466875
Aw shit man, that's what I get for being lazy, thanks
>>
>>8467193
la-la
>>
>>8461436

If he gets fucked by christian I think I'm gonna just kill myself.
>>
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>>8466343
>Right between two major cities in Germany
Now I am kinda curious as to which ones you could mean.
>>
>>8461794
Would love some sauce for this
>>
>>8461858
Source on this one?
>>
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i tried
>>
>>8470898
it's between frankfurt and nuremburg
about one hour to both
>>
>>8470932
Bueno

>>8470921
http://robinbanks14.tumblr.com/archive
>>
>>8462098
How'd he fit in there?
>>
>>8470933
oh boy that really is rural
too far for me I guess
>>
>>8471043
well, got me some Würzburg next door, but that isn't the city to end all cities.
>>
>>8458435
>>8458441
How are they cumming like that?

I want to make my boyfriend do it over skype.
>>
>>8461834
sauce pleease
>>
>>8471063

Easiest way? Edge him for an hour or two, get him really worked up and then make him grind his prostate with whatever toy he has. Fingers can work but He'll probably get tired first.

He probably wont cum the first time you try it, or even the 20th time. Its all in his head, but getting his body to the point where it wants it really helps a lot.
>>
>>8470932
tl;dr
What did i miss?

>>8470821
>tfw you're german and understand everything he said.
>>
>>8471251
>anon has roommate
>comes home one day, sissynon in sissy outfit and dildo up his ass
>sissynon apologises, anon says it's cool
>nothing happens for a while
>anon has trouble with GF
>anon gets drunk and plays vidya, complains about situation to sissynon
>sissynon offers "relaxation"
>anon says no
>drunk again some day, situation repeats, says yes this time
>anon gets blowjob from sissynon

that's how it starts, the rest is all the sexystuff
>>
>>8461800

who is this?!
>>
>>8458446
saws
>>
>>8461812
Sauce?
>>
>>8461794
>>8469541
>>8470911
>>8461812
>>8465690
>>8471404
jennatrapxxx.tumblr.com
https://vid.me/AXx2
>>
>>8458425
I demand some sauce on this.
>>
>>8461817
I would do anything to have such a great ass and pair of balls.
>>
>>8471105
kik is j2r9jess IIRC
>>
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>>8472476
she's an absolute nutter tho
>>
>>8465233
You sound like a cool bro, anon.
>>
>>8470951
In the back it fits perfectly. For deepthroat practice I can get it ALMOST all the way but not quite. If I'm at the right angle my lips are just brushing the balls, but only just.

It's like there's a second barrier in there after the epiglottis.

It is a big one though, Doc Johnson 7" UR3, can't remember the diameter or circumference off hand but I do remember that it's a little bit bigger than the statistically average cock.
>>
>>8472540
what makes you say that man?
>>
>>8465528
Sounds like you had one heel of a good time.
>>
>>8467043
more
>>
>>8472659
well they're very unstable atleast, hardly surprising, but they can be super into you one minute and super cold the next and before you know it they get pissy over some autistic bs
>>
is this board only trans/gay posts now?
>>
>>8472853
rethorical question, eh?
>>
>>8472840
i dated a mtf called kiara in london, so i know all about it man haha.

do you chat to her or something?
>>
>>8472920
tell us about it
>>
>>8472920

...This description is scarily similar to my own behavior.
>>
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>>8472920
yh, on kik, or atleast I did talk to her. She had a weird moment and stopped replying to my shit
a few weeks later she sent a message
she'd stopped replying to everyone, paranoid about oppertunistic assholes and people posting her kik info without her knowig. Complete nutter m8. That fucking ass tho, I'd plow any day
>>
>>8472961
>>8472965

shu-shutup
>>
>>8473006


Not MTF.

Not even on hormones.
>>
>>8473017

bruh im talking about a mtf i dated. her name is kiara stocchi look her on insta shouldnt upload pics here desu.
>>
>>8465165
>ask him what he means and tell him its cool either way

Wonder what shepherd convinced you that this will ake you look good in front of others.
>>
>>8465642
>>8465636
>>8465633
>>8465951
>>8469159

casuallysluttykaylee on tumblr
I played BDO with them before Dark souls came out
they're pretty chill desu
>>
>>8462345
>You're already a cuck.

Are you trying to post in 6 different threads at once or something?
>>
>>8466150
I wish you and Sissyanon the best. Sounds like you found a great friend.
>>
>>8466255
Holy shit, I need sauce. Also, I wish I could precum like that.
>>
>>8466727
How does it feel when you get knotted or get to the knot?
>>
>>8458446
need sauce, think ive seen their vids before
>>
>>8465601
>not a couple by any means

Yes you are. If either of you did something with someone else the other would be pissed, assuming this isn't some fiction.
>>
>>8470951
I appreciated this joke.
>>
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>>8470220
Well? Are you gonna post any sex stories with him?
>>
>>8470821
Is that the guy with the dummy, milking machine and black rubber suit?
>>
How do they get full on shooting cumshots? When I finger my ass I can get a tiny stream to cum out when I orgasm maybe, it isn't a very strong orgasm too.
>>
>>8474778
no
>>
>>8466150
have any more stories? This was really hot
>>
>>8474792
Just keep trying, and obviously don't cum from jerking off.

Sometimes I 'dry' orgasm and there's barely any fluid. Sometimes there's fuck loads.
>>
>>8470403
He won't, he's not transitioning he's just going to stay a trap. Christian only fucks trans girls and cis women.

Crisis averted
>>
>>8471279
Kylie Maria, one of the most famous transgender pornstars around and not a sissy
>>
>>8466727
Hot as hell, where can I see more?
>>
>>8472985
>paranoid about oppertunistic assholes and people posting her kik info


>>8472476
>Post her kik info


Hmm, I wonder why...
>>
>>8461783
sause
>>
>>8472540
I'm chatting to her now and I agree
>>
File: LoneTrees2HDD.webm (4 MB, 1440x1080) Image search: [Google]
LoneTrees2HDD.webm
4 MB, 1440x1080
>>
>>8465601
fag...... im so jealous
>>
>>8474782
looks like him
>>
>>8475978

I havent had any problems are you getting blanked by her or what?
>>
>>8465601
bruh you're hella open-mided about this shit. Mad respesct
>>
>>8461817
Is it gay as fuck for me to fap to this hot ass???
I....can't....help....it....
>>
File: sitting.webm (1011 KB, 1920x1080) Image search: [Google]
sitting.webm
1011 KB, 1920x1080
>>
>craving the cock
>sluts playing
>studs breeding them

Are you all virgins?
>>
File: floor.webm (793 KB, 854x480) Image search: [Google]
floor.webm
793 KB, 854x480
>>
File: begin.webm (459 KB, 426x240) Image search: [Google]
begin.webm
459 KB, 426x240
>>
>>8470821
>germans
>>
File: shake.webm (970 KB, 426x240) Image search: [Google]
shake.webm
970 KB, 426x240
>>
File: beg.webm (666 KB, 426x240) Image search: [Google]
beg.webm
666 KB, 426x240
>>
>>8476683
Me too
>>
File: Head.webm (2 MB, 426x240) Image search: [Google]
Head.webm
2 MB, 426x240
>>
File: femboy.webm (3 MB, 426x240) Image search: [Google]
femboy.webm
3 MB, 426x240
>>
File: femboyII.webm (2 MB, 426x240) Image search: [Google]
femboyII.webm
2 MB, 426x240
>>
File: long_floor_1.webm (2 MB, 426x240) Image search: [Google]
long_floor_1.webm
2 MB, 426x240
>>
File: sittin.webm (529 KB, 426x240) Image search: [Google]
sittin.webm
529 KB, 426x240
>>
>>8459710
sauce
>>
File: last.webm (2 MB, 426x240) Image search: [Google]
last.webm
2 MB, 426x240
>>
Do I hate asking for anything but does anyone know the name of Korean cute with the pretty cock riding a dildo? I think they're wearing a mask and eventually cun on a mirror.
>>
File: long2.webm (4 MB, 426x240) Image search: [Google]
long2.webm
4 MB, 426x240
>>
>>8472985
can confirm
>>
File: 1460139336575.webm (2 MB, 854x480) Image search: [Google]
1460139336575.webm
2 MB, 854x480
>>
File: 1460109972131.webm (2 MB, 710x400) Image search: [Google]
1460109972131.webm
2 MB, 710x400
>>
Any sissies interested in watching a "sissy training" vid i made? its on pornhub view_video.php?viewkey=ph572105760269f
>>
>>8477652
there needs to be more frotting webms
>>
File: 1447881113225.webm (3 MB, 610x1080) Image search: [Google]
1447881113225.webm
3 MB, 610x1080
>>
>>8465718
>bro dresses like sissy
>fuck that boipuci
>he swallows every load
>looks me in the eyes

its just a prank bro
>>
File: toy.webm (2 MB, 720x1280) Image search: [Google]
toy.webm
2 MB, 720x1280
>>
>>8464251
walk outside?
>>
>>8464251
I mean gay bars are a thing
>>
>>8464251
https://www.zeemaps.com/map?group=1128712
the /cuteboys/ map
>>
>>8466159
Me too, it's fucking huge and i bleed after everytime.
Thread replies: 255
Thread images: 62

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