Sissy/Gay Stories #2

>>8148881
I just want to type it out
"PREPARE YOUR ASS WHITE BOI, FIRST WE COME FOR YO WIMMIN, THEN YOU!"

There, better now. I don't even know who jacks off to this.

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>>8149050

don't care much about the wimmin part tbhfam

ill contribute my story
>be 16 with handsome friend
>blondie who never wears a shirt,looks good though.
>always wanted to give him head
>talking to him one night
>I'm horny so I tell him
>he calls me weird but ignores it
>a week goes by
>I get a text from him, asking if he can borrow a game
>live 5 minutes away so i walk to his house with the game
>not suspicious at all, do this regularly
>get there, walk in and the house is empty
>get to his room, he is sitting on the chair
>put the game on the bed,ask me if I would really blow him
>say yes,nervously of course, he is straight
>tells me to give him a hj first and hands me a bottle of lotion
>start jacking him off, so tempted to blow him
>tells me I can give him a bj,so of course I do
>does everything ive seen in porn
>5-10 minutes later he says he's going to cum
>I decide "I aint no loser" take it in the mouth and swallow
>grab my game, thank him for letting me do that and leave
>repeated that 2 more times but haven't done it since the third time
>I really want to blow him again

This happened last week
Me a 40's white male beer belly. Shaved head, bearded biker
Hop on grindr after a few drink
A young black guy hits me up
We chat for few and exchange pics
Hes got a large thick one! I get excited.
Rush to go meet him at his apt.
We get right to it. Im slobbering all over that huge head and deep throating the best that I can.
After a few minutes he flips over, puts on a condom and slides in.
The large head stretching me open. It hurts but in good way.
Take a while before able to get balls deep, then he start long hard strokes.
In time at all I'm burst all over the sheets.
Went on for about 15 mins before he finished.
Can't wait to see him again. My hole is aching thing about that large rod

anyone have the webm of a guy pulling out blue anal beads from a few threads ago?

This happened pretty recently.

>be 21 year old skinny nerd, never had much luck with love
>start chatting with a guy online who lives in a country right next to mine
>he is trans, I've always been straight but he really made me curious
>we chat for about 3 months before finally deciding to meet up
>as soon as he sees me in the airport he walks up to me, hugs me tight and kisses me on the mouth
>ohmygodImsohardrightnow
>we get home to my apartment
>we're both nervous, we've done some online sexing up before but this is the real deal
>I decide to go for it while we were watching a movie and start kissing him
>I feel his hand stroke my cock while we kiss
>no turning back now
>we take each others clothes off and I get my first taste of cock
>I know from our online sessions that he is really into ball worship
>I will never forget when I licked his balls and he pressed my head into him with both hands
>in the end I ended up blowing him until he came in my mouth and on my face
>I couldn't bring myself to swallow the first time, most of it landed on the sheets
>he licked his own cum off my cheek

Many things happened that weekend. I miss him a lot, we're certainly meeting up again but it'll be a while because RL shit.

>>8148881
Guess ill give you one of my experiences with men, if you want more I have more lol, bi guy here and not a once off with guys or craigslist

>Had previously sucked a few dicks always really enjoyed it but only sucked on 6in cocks
>Put add on craigslist looking for a big cock on an older man, im 22
>heaps of replys, heaps of juicy dicks but only a couple that fit what I wanted
>one guy in his late 40s thick 9 inch cock, i reply to, knowing full well I couldnt fit him inside my ass
>we ping ponged for about a week while i tried to stretch my hole
>telling me how hed love to have an ongoing thing, which is what I always wanted
>we talked about the many fantasies we had
>He loved full control in the bedroom, where I loved no control. virtually everything I liked he iked too or said he would at least try it
>I loved feeling like a sex object and also had a rape fantasy, Which he said may be hard to furfill
>when we finally caught up it wasnt awkward as we had been chatting a fair amount
>I went to his and he was in shorts and a jumper
>he had a "dad bod" but it was a hot dad bod a he was stocky at the same time
>as i walked in throught the front door and he shut it behind me, he grabbed my ass telling me i was better looking then the photos
>I told him the same thing and he grabbed my arm. pulled me in and started to kiss me
>as we are passionately kissing he is squeezing my ass cheeks and im rubbing his cock from outside his shorts
>I put my hands behind his head and he liftsme up and brings me to his bedroom
>he lays me on the bed and we keep kissing while in missionary position
>he got off of me and took his top off and i pulled off my top and pants
>he came back down and started kissing me again
>he started kissing down my stomach and went to suck my cock
>i put my hand over my cock and told him again that i was a complete bottom, no touching my cock at all
>he then grabbed me and flipped me over

>>8150632
This is going places...

>>8150632
>next thing i know hes eating my ass out like there is no tomrrow
>so horny
>he starts to finger my asshole feels amazing
>i feel his cock slapping against my asshole
>I tell him to put a condom on and fuck me
>he leans over and grabs a condom and puts it on
>he keeps slapping his cock on my ass while lubing it up
>at this point im begging him to fuck me over and over
>i feel his cock push agains my asshole
>and its simply to big to fit
>he keeps trying to get it in
>after a few minutes I push away, turn around and pull the condom off and start sucking his cock
>he starts moaning straight away
>starts dirty talking which gets me even more in the mood
>telling me he needs to cum as he hasnt come in a while
>keep sucking his cock like its the last time ill ever get a chance
>he yells out that hes about to cum, so I deepthroat it as best i can to get him to cum down my throat
>I keep sucking after he cums, he gets really sensitive and pulls his cock away
>after about a minute his cock is starting to go soft
>i whisper in his ear,lets try that again
>this time i reach and grab a condom and put it on his cock
>while hes laying down trying to recover i stradle his cock and guide it into my ass
>still so thick but not being so hard it fits
>start riding his cock
>after a few minutes feel it get hard again
>start getting really into it and bounce hard up and down on his cock
>just puts his hands behind his head and laps it up
>this goes on for about 10 or so minutes
>he then brings me down to his level and we start kissing again
>in an instance he swivelled around and picked me up just like he brought me into the bedroom
>and hes lifting me up and down on his thick juicy cock
>he tells me hes going to cum soon
>so i tell him to put me on all fours, pin me down and fuck me senseless
>so he does
>he put me back onto the bed and i stuck my ass out to him, feeling his cock enter and fill me up was amazing

>>8149811
>don't even let your friend borrow the game
What a worthless faggot

>>8150660
>he pinned me down with one hand on the back of my head and one on the middle of my back and proceeded to fucking pound the hell out of me
>in a couple minutes i could feel his cock throb in my asshole
>i feel him pull out and leave the room
>he came back in with his shorts back on while i laid there naked, gapeing and still so horny
>I cuddle up to him and start asking if he enjoyed it
>tells me im the most enthusiatic and naughty lover hes had in about a decade
>i got so turned on by his works i go into his pants and start jerking him off again
>tells me he cant go a third round just yet
>tell him that i need to go home to fuck my dildo so I can come
>he smiles and tells me im not leaving until I cum from him fucking me
>I giggle and tell him we could be here a while because I dnt cum every time i get fucked
>mind you im pretty horny at this point and know he can make me come either this time or the next
>We start to watch a movie and kiss and cuddle
>its not long before my hands are on his cock trying to get him hard
>he turns over to get a drink fro his side table, while he does that I go under the sheets and start to suck his cock.
>I seriously could not get enough of his cock to me it was the perfect one for me
>I sucked it for a good 10 minutes deeptrhoat it and sucking on his balls too
>I was in almost a 69 position with him but I was offset while he watched the movie
>he then grabbed my hips and lifted me over him
>he then started eating my ass out again
>absolutely loved having my ass eaten while i sucked his cock
> shortly after i took his cock out of my mouth and asked him to pass me a condom
>which he handed it to me and i put it on with my mouth
>he continued to eat my ass while i kept on sucking his cock
>i then crawled down to the bottom of the bed under the blanket and guided his cock into my ass
>his legs where apart and raised and i had hooked my legs underneath his(if you can picture that)

>>8150693
>in this position i could get his cock all the way in my ass down to the base
>so i slowly rode his cock
>while he watched the movie he had his hand on my ass caressing my ass, felt good while i slowly rode his cock
>I start to pick up the pace as i can feel that im going to cum eventually
>gets t the point where im riding it quite fast
>then he pulls the blanket off of me and starts spankng my ass
>dirty talking to me again
>he tells me hes going to cum so dont stop
>i look back at him and tell him "me too"
>he smiles and starts thrusting into me while im furiously bouncing on his cock
>he starts moaning and i feel his cock convulse in my ass
>mean while he cant see but my eyes roll into the back of my head as i start to cum with his cock buried deep in my ass
>he pushes me off his cock, and gets out of bed to clean himself up, while i lay at the end of his bed exhausted
>after he comes back and I get back up the bed, we cuddle for the rest of the movie and I tell him how it was amazing
>he says if I want to we can be fuck buddies
>said he liked the chemistry we had and that i was such a sexual fiend
>I agreed and after the movie i went home

We caught up for about a good 6 months every few nights, slept at his on weekends, even ot to forfill my rape fantasy with him.. after i truly trusted him that is

>>8150678
I did, i forgot to add that I dropped it off and got one in return

>>8150537
Trans men don't cum on faces because they were born with a vagina.

>>8150741
How high are you right now?

>>8150761
>he is trans
>he
>trans
Do you know what the fuck transgender means?

I'm posting another one because why not
P.S I'm the guy who borrowed his friend's game and sucked him off
>be 18 and in college
>bored and horny,wanting to suck a cock
>think I live on campus so there must be a horny guy nearby
>find grindr and make an account
>bunch of weird guys sending dick pics
>find a cool black guy, my age, first black guy too
>start texting him for a week, getting to know him
>finally decide maybe we should hang out(hook up)
>go over to his dorm, very close to mine,it was the next door dorm hall
>he is waiting outside for me
>talk outside for a bit then head to his room
>find out he lives in a single,has a tv and Xbox
>turns on mortal kombat(newest one) play it while talking
>kicks my ass in it because I suck at fighting games
>we get bored so we turn it off
>starts texting me over grindr,ask if i give good head"
>text back, "well I am popular for my abilities"
>texts me "well come over here and prove it"
>text him back "pull down your pants if you want it"
>pulls down his pants and I lay down next to him
>starts jerking him off, his cock is average size
>moans in my ears as Thad and Alex play beer pong
>grabs my head and moves it down
>start licking his cock and sucking on his balls
>tease him by licking and sucking the head
>start to suck it and jerk it
>hes moaning and his hand stays on my head
>starts making me suck more of it
>tries to get me to deepthroat but I gag
>keep sucking on it,my tongue is slightly out to lick as I move my mouth
>hear him curse as I suck
>anytime my jaw hurts, I just jerk him off
>keep licking and sucking often
>he warns me he is going to cum
>try to get as far as I can to catch most of it, if not all
>cums in my mouth and I lick off the cum still coming out
>ask me if we will ever do this again
>say yes and leave
>did that again a month later
>still find guys on grindr to suck off

>>8150772
You obviously don't.

>Be me 1 hour ago.
>Be 19 y/o skinnywhite boy
>Live with GF,.
>Always fapped to these threads
>finallytime.exe
>Ad on craigslist
>score big, with 7" waiting for me in an expensive dark hotel room, in town til thursday
>Never done anything with a guy whatsoever, hornier than ive been in a long time.
>Talk with him for a bit, we're both clean, literally out the door already before either of us ask about condoms, he's never barebacked, and my ass is a virgin.
>Fuckit.jpg
>Go there on impulse, immediately get naked, bend over, start getting my ass deep tongued, quiver like a bitch
>Fingers, more tongue, cock throbbing like I've never experienced, scared as fuck
>He lies on his back, and I slip the tip in, start rocking back and forth on it, it hurts like hell, even though one of my "girlfriend's" toys is almost as big
>Really think it's not gonna happen cause it hurts too much
>Keep taking more and more, inch after inch, until its finally 7" deep in my colon, to the base.
>Ride with a couple inches in until I can take no more, get off and bend over.
>Get FUCKED hard, bareback. Like, porno fucked, rammed to the balls.
>Moan and squeak like a bitch, water in eyes from pain and pleasure, cum gallons while barely touching self at all, and while my cock is softening, I just hear his desperate moans as he shoves it into what feels like my stomach.
>Moan "daddy it hurts" until I feel it throb, and paint my insides white with a load you'd see in a porno. Grab his thighs and make sure he buries his hot cum as far up my ass as it will go.
>He pulls out
>"That was great bro" "yeah bro great quickie" "hell yeah later bro" and all that shit while I clean up, and walk back to my car with a load still buried in my ass. Drive home with it, push it out once I'm back, at least an ounce of thick fluid up my butt.
Pushed the cum out about 20 minutes ago. Wonder if I have AIDS. Good first time.

>>8151133
Also the guy was 31 and white, total jock. Couldn't have possibly gone better, really.

>>8150730

>even ot to forfill my rape fantasy with him.. after i truly trusted him that is

You can't just say something like that and not give details.

>>8150844
please keep posting your stories im diamonds.

>>8150944
Literally how stupid are you?
Trans man=has vagina
Trans woman=has penis
Ridiculously simple

>>8151133
Pretty fucking hot.
How's the metro-sexual lifestyle treating you?

Heeeeeelllo
So here's one for you all
>be me, 20
>have been crossdressing since young
>got to a point of massive sissy hypno, sometimes on various drugs
>got super horny for cock
>bought maid outfit and toys from local sex shop
>being in a sex shop made me leak soooo bad
>stopped by dunkin donuts on my way home, got a large coffee
>kept me up all night on threads and flirting with guys online
>playing with my plug and toy the whole time
>it ends up being like 6 am and i post a CL ad looking for a fuckbuddy
>ended up getting a lot of responses
>all for later on in the day or seemed weird
>one had a good sized dick, seemed okay, wanted me to be his slave for like 5 hours
>got super excited emailed back
>put on maid outfit underneath sweatclothes
>told me to arrive en boy mode so im not a random whore i suppose
>I pull up, he isnt an attractive man, older, smoking, kinda bad teeth
>he lets me in and I smile shyly, use best girl voice (needs work)
>he tells me bathroom is upstairs, come down when ready
>he also told me to bring my toy so i had my plug in, and my glass toy with me
>put on mascara, lipstick, wig, got undressed
>walked down wiggling my hips with my toy in my hand
>he was naked on the couch rubbing his cock
>i was so nervous, he was married and mysterious
>he tells me to do a dance, calls me sexy, made me leak slightly haha
>i come down and he grabs my ass, i do a tease against my plugged hole eith his cock
>i turn around and start to suck his cock,
>was a bunch of fun, super thick
>loved seeing my lipstick on it
>he came and i swallowed it all, afterwards i took out my toy and started to tease him again
>he told me he couldnt do this anymore and kicekd me out
>felt like a cheap whore, but still was super horny, needed to get fucked
>went hiking in the mountains with my mascara and lipstick still on, clothes still on underneath
>had my plug in, felt it with every step
>kept replying to cl ads, nothing promising
>after that ive purged

>>8150944
Okay but like when you know someone who is trans you pay respect to the gender they identify as.
So this poster met a trans-woman. A person who was born with a penis, but identifies as female.
The poster just didn't use proper pronouns, which I don't blame him, this is 4chan not tumblr.

>>8151641
>been on a purge since
>still have toys
>access to clothes
>not sure if i should go back
>the sissy force is strong

kik is amberalexxander btw
I accept questions haha

>>8151292
Got it buddy,let's go to another college experience
>be 19(this year)
>using grindr for a while now, plenty of hookups
>decide maybe it's time to try anal
>go on grindr to look for the guy to do it
>find latino guy to talk to
>talk to him a few days and find out he is an off campus student
>arrange a day my roommate is out to do it
>set the day and time
>that day I get some lube and condoms from my universities health service place
>go outside my dorm,text him to come over, then I wait for him
>sees me, comes up to me and gives me a friendly hug
>we decide to head to my room
>go inside, lock the doors and pull the blinds
>decide to start with small talk and tv,turns on Spongebob(it was like 2 in the afternoon)
>sits on bed, start talking about what we are going to do as we get everything ready
>start rubbing his crouch, he kisses me and we start making out
>removing our clothes as we make out, he gets my dick out and starts blowing me
>he deepthroats me which embarrasses me since I can't
>he fingers my ass as he sucks me off
>I push him down on the bed and suck him off
>try to do the best I can,can't deepthroat but I drive him crazy with what I can do
>puts me on all four, eats my ass as he puts lube and a condom on.fingers me with lube on his finger
>tries putting it in, fails at first then he gets it in
>it hurts so unlike other stories, we quit after he tries sticking it all the way in
>mad at self,tells him he can do whatever he wants
>wants to give me a facial so I lay down
>he pumps his cock hard and I lick it often
>pushes my head to my pillow and blows his load on my face
>feels hot but nice, so i lick some of the cum that got on my lips
>kisses me and thanks me for what we did.
>leaves as I think about what I did
>decide I need to be fucked before the end of this year
>fin.
I can do the story about my first facial next.

>>8151203
hehe sorry, I will post the story shortly, had to leave for an appointment

>>8151203
>>8150730
Ok so at this point me and Dean(thats what ill call him for story purpose) had been fuck buddies for roughly 3 months . Sex was amazing we both had high sex drives and all i wanted, all i lusted for was his cock.
So one weekend that i stayed over... well i stayed over every weekend friday night to sunday evening, Dean had a party to go to on the saturday night, but he still wanted me over. I thought ok thats cool ill be ready for when he gets home and get him to drunk fuck the hell out of me, will be so hot. So he left at about 7pm, just after I gave him a goodbye blowjob.
I was pretty horny so I started playing with some of my toys that I had at his. By this time Id bought bigger dildos so i could fuck one that was just like his when i wasnt with him. So it got to about 9pm when i stopped playing with the dildos and i lubed myself up, stuck a plug in and dosed off. (still had the toys on the bed when i fell asleep, wanted him to know my intentions as before he left I didnt mention about fucking when he got home)

>woke up to hear noise
>didnt think anything of it, check phone quickly 10:30pm
>pull plug out of my ass and put more lube on it, thinking he could be home by 12, asshole is gapeing, get horny and start plying with the plug a little bit
>after a few minutes I leave the plug in and start relaxing
>suddenly bright
>someones turned the light on wtf
>look at the doorway
>man standing in doorway with balaklava on
>absolutely shitting my pants, fucking hell getting robbed
>froze for what seemed like eternity
>he pulls the blanket off of me
>i curl up into a ball
>see him looking at the dildos on the bed
>he picked one up and groaned.
>i couldnt even scream
>he grabbed me by the legs and still I didnt scream i was virtually frozen
>he turned me over and all i could think of was the plug he would be looking at
>he had me pinned down with his left hand and with his right he pulled the plug out of my ass

>>8151875
>I could feel my asshole gapeing, like it wanted this
>i finally get the courage to say something and all i blert out is "what are you going to do to me"
>he groaned again and turned the light off
>i felt something wet hit my asshole, im assuming it was spit
>i feel it
>this guys cock presses against my asshole
>im helpless but to let his cock inside of me
>Even if I tried to stop it, it wouldnt of mattered id had a plug in there for something along these lines
>he starts thrusting it in and out of me, pulling it out and slapping my asshole with it
>i dont know why but i moaned
>thats when he talked, he said "ow so you like this huh"
>I didnt reply but he shoved his cock back into my ass and kept fucking away
>shoirtly after again I started to moan
>he spanked my ass. I moaned louder
>he continued to pound away at my ass as i moaned with every thrust
>I dont know why i was enjoying it so much, this guy was a stranger and had broken into this house, yet being raped was a weird fetish of mine that i thought id never get to furfill.
>hes got both hands on my hits, driving my ass onto his cock, while he violently thrusts inside me
>its euphoric
>I say that im going to cum
>he stops
>flips me over so im now on my back
>I feel his cock back in my ass again
>he starts thrusting again just as hard
>i feel his left hand glide its way up my body and grab at my throat
>at this point hes balls deep and choking me and im about to cum
>i tell him im about to cum
>suddenly it gets really bright
>as my eyes focus I look at this stranger and it is Dean, no mask on
>before i could think I start having an anal orgasm and my cock is dribbing cum all over my stomach
>he pulls his cock out of my ass and cums on my stomach too
>I dont know wtf just happened, mind blown
>he gives me a kiss and leaves the room, while I pass out.
>woke up 20 minutes later all cleaned on laying normally in bed

>>8151920
we spoke about it the next morning, and he said he always remembered it was my fetish just that he had to find the right time. I said that at first I was scared but after a while i started to enjoy it and get into it. He said that when I first moaned he nearly came because he didnt expect me to really enjoy it.
I have one more story which always gets me hard which ill post tomorrow

>>8151649
>you pay respect to the gender they identify as.
Encouraging their delusion is no different from telling someone with depression to commit suicide.

>>8151641
>>8151652
Awww you sound like you're super cute in your full outfit!
I love seeing my lipstick being left on the cock too, it's a small thing but I think it's sexy as hell

What do you look for when you're looking through cl ads for a good cock?
What makes it or the guy really attractive to you?

>>8150537
You had sex with a woman.

But congratulations, you're still a faggot.

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If the Declan story guy from the last thread reads this, check the email you contacted me on, I sent you a message

And general question to the thread, what makes a cock perfectly suckable to you?
What makes you want to have it explode in your mouth, on your face, or wherever the hell he wants to?

As for myself, veins are a big deal, I like cocks that bulge with them
A nice big hanging pair of balls is a huge plus
I also like big rounded heads that I can stretch my lips around

>>8152117
...wot

>really want to suck a cock and swallow a load
>move and know no one in the area
>try /soc/ and /b/, post my info wherever possible
>get a few bites but can't find someone that will set something up with me

I just want to try it ;_;

>>8152145
I love a cock with a big head, veins and big balls are a plus, i like girthy cocks aswell, gotta work to make it fit haha

>>8151133
You probably have AIDS now.

Seriously you should actually go and get tested.

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>be me
>want to post story
>thread so hot can't stop masterb8ing

every time.

http://crossydossy.tumblr.com/

>>8148881
I really want to try sucking a cock but I get nervous and chicken out. I wish I had someone to encourage me to do it and help me do it atleast once :)

>>8151133

>not using buttplug to keep the babyjuice for a while to do it's thing

>>8151996
Hey, don't shoot the messenger. I'm just trying to clear up the nomenclature because the way the guy worded his story confused people.

>>8148881
one day i was browsing /gif/ and i saw OP's post.

there you go

>>8153274
post your story anon, I want to read

>>8151924
So this experience happened towards the end of our relationship. I was over Deans for the weekend as usual, and we fucked all friday night. Come saturday lunch time Dean tells me hes going to a party, I joke about being raped again he said nah not this time, told me he was going to bring a few people back after the party and I should be prepared for him to come home and fuck me while his friends were in the lounge room, thought that was hot... His friends knew about me so it wasnt a weird discreet thing.

>goes to party
>i just stay in bedroom playing with toys for a few hours
>gets to about 9:30, deans home, 3 mates with him, greet them all, all are nice, same stockish body sizes
>Dean asks me to speak in the bedroom
>as I get in bedroom I strip off
>we start passionately kissing
>hes rock hard
>i get on knees and start to suck him off
>hes not moaning, guess he doesnt want friends to hear
>deepthroating, sucking his balls, everything he likes just to get him to cum
>after a while I ask him if he wants to fuck me he said not yet... little disappointed
>Tells me he wont cum yet either
>we sit on the bed and he tells me how his mates havnt come in a while and if i would help them out
>reluctantly I agree and ask what he wants me to do
>says just suck their cocks until they cum
>agree but ask what will they do just walk into bedroom? knock? do i go grab them and bring them into room?
>tells me they will just come in
>Dean puts a collar and leash on me
>tells me the guys are into that, im cool as i like giving up control
>Dean leaves the room and I hear talking in the lounge room cos they are loud and a little drunk
>door opens (for story sake his name is Tom) Tom walks in and we start talking
>Says how he hasnt cum in a while and thanked me for helping him out
>while hes talking ive gotten his cock from his pants and started stroking it
>hes sitting on edge of bed and I get on the floor on my knees and start to suck him off

>>8155141
>hes moaning and caressing me with his hands
>touching my cheeks, ears running his hands through my hair
>made it more passionate in a way
>he didnt last long, shortly after he was saying "fuck im going to cum" over and over
>jerk him off into my mouth, swallow his huge load
>he thanks me and tells me how hot it was
>i clean his cock and he gets up and goes out of the bedroom
>1 down 2 to go i guess
>not even 10 minutes later Bradley comes into the room
>instantly grabs me and pulls me in close and starts kissing me
>very passionate kisser, hands running all over my body
>I get extremely horny
>while hes kissing my neck i whisper in his ear "I want to suck your cock and make you cum"
>He starts kissing down my chest to my nipples (ive been naked since i stripped off from earlier)
>By this point his hands are gropeing my ass
>squeezing them tight
>his fingers wonder to my asshole
>hes so controlling and passionate that i let him play with my ass
>Because he was me so tight up against his body, cant even get my hands down to his dick to play with
>We keep on makeing out for a few more minutes
>by the time we stop he has 3 fingers in my ass, fingering me, feels so good.
>throws me on the bed and pulls his pants down.. wow
>his cock was probably 7 inchs, but the girth, it was so thick
>he grabbed me by the hips and pulled me in close to him
>i grabbed his cock and started stroking it
>we started making out again
>I kissed down his body and started licking his gorgeous cock
>i then took it in my mouth and sucked it as good as possible
>he stopped me after a while and said he knew something that would make him cum really quick
>I told him we couldnt fuck because of Dean saying it was blowjobs only but id love to
>he shook his head and said "no, I want to eat your ass while you suck my cock"
>i smiled and told him to lay on the bed
>i got ontop and started sucking his cock again
>he ate my ass out like I have never experience before

>>8155235
>it was like he had eaten his favourite meal and was licking the plate clean and never wanted it to end
>mean while im down the other end kind of deepthroating his cock
>few minutes later His cock is throbbing and twitching in my mouth, I can taste his cum at the back of my throat
>I just try to deepthroat so he can cum in the back of my throat
>He finishes cumming, but doesnt even stop eating my ass
>so i keep sucking his cock
>he ends up going soft while im sucking it, but tis still fun to suck
>he stops eating my ass out and he throws me off him
>crawls over me starts kissing me again
>I instantly wrap my legs around his waste
>I grab hold of his soft cock and stroke it while we make out
>its not long before hes hand again
>so i guide his cock to my asshole and whisper in his ear "Bradley, I want you to fuck me, I want to feel you inside of me"
>as i have his knob pressing against my asshole, he thrusts slowly into me
>he watches me as my eyes roll into the back of my head
>he starts kissing my neck as he thrusts deeper in me
>im moaning cos Im virtually in love with his cock and the whole experience has been so hot
>hes moaning while kissing my neck
>tells me hes not going to last much longer cos of how tight it is
>tell him to cum inside me
>we start dirty talking to eachother
>he says to me "you love my cock dont you"
>so i replied "Im in love with your big thick cock, I want you to fuck me harder, show me whos boss"
>calls me a slut and fucks me harder
>go back to makeing out while he fucks me stupid
>a few minutes later the door opens and we both look over to the door and Dean is watching
>looks drunker then before
>asks what are we doing, Bradley is still thrusting deep inside me just slower
>Bradley says to Dean "Im fucking this slut"
>I kind of put my head up against Bradleys neck so Dean couldnt see me grinning
>Dean gets pissed off and slams the door shut
>I tell Bradley not to stop

>>8155304
>Bradley keeps thrusting away at my asshole, goes back to original pace before Dean walked in
>After 5 minutes Dean tells me hes going to cum
>beg for him to cum in me
>Feel his cock twitch in my asshole, feel warmth inside
>we continue to make out for a little bit while he slowly thrusts inside of me
>He slowly pulls his cock out of my ass and puts his pants back on
>gives me another kiss and says he will get in touch with me soon
>he leaves the room and I go to the bathroom
>Can hear Dean and Bradley talking, loud, kinda argueing
>Do an enema in bathroom to get all the cum out of me
>once i get out go into lounge room and dean is sitting at table
>asks me if we can talk
>asks why i had sex with him
>tell him that it was just the heat of the moment
>asks what Bradley did that is different to him
>Tell him how passionate he was to be with me, the kissing, him eating out my ass
>he just nodded and said hes going to bed and I should stay out in the lounge tonight
>asked if he wanted me to go home
>he said no because we would talk more in the morning
>he went off to bed left me in lounge room
>gave it about half hour
>went into bedroom to see if he was ok
>passed out...
>no sheets on bed laying naked
>try my luck
>slowly spread his legs... doesnt wake up
>get between his legs and start sucking his cock
>gets hard in my mouth, so hot
>hes moaning a little and his head is tossing and turning
>deepthroat him as often as possible
>he finally starts to cum, his hips thrust up as I deepthroat him to the base while he cums
>i keep sucking it and he figits around, making sure i get all the cum
>as im closing his legs he moans a little
>i try and walk out the bedroom
>he says come to bed
>"but dont you want me to sleep in the lounge" continue to walk up hallway
>grabs onto my arm and spins me around and picks me up, wrap legs around him
>he walks me back into the bedroom, making out all the way
>lays me on the bed, gets ontop of me
>we continue to make out

>>8152145

uh, the personality of the person its attached too?
A cock by itself is just flesh. Who gives a shit.

>>8151875
>Sex was amazing we both had high sex drives and all i wanted


Boooooooooriiiiiiiiiiiiiiiiiiiiiiiing, wheres the romance?

>>8155371
>once we stop kissing he said thankyou for sucking his cock just then, and that he woke up near the end but didnt want to stop me
>i said it was no problems and i really enjoyed it
>he then rolled off me and said goodnight
>so i rolled onto him and gave him one last kiss
>as I rolled off him he said "but be prepared, im fucking you all day tomorrow. dont expect to leave this room"

So I went to sleep and on the sunday we spent the whole morning and arvo in his bed, kissing, sucking his cock and getting fucked by him in so many different positions

>>8155385
haha maybe ready my other experience I just posted, maybe more romance with (Bradley)?

https://vt.tumblr.com/tumblr_nk9kfqiz5v1u2mmcr.mp4

>went pretty far down the sissy rabbit hole
>outfits, toys, hypno, flirting online but desperately want to take the next step
>posting on CL for ages, plenty of replies but no matches that don't seem like serial killers
>couple months ago finally get a hit
>sane, much older, bear-mode, 7", yum
>same kinks: rape-play, abuse, humiliation, cute outfits
>talk online for weeks, build up courage to get train down to meet him
>lacey black lingerie under overcoat, super exciting
>killer heels & shot dutch courage, strut feeling on top of the world
>he meets me at the station, we chat over coffee for a while, settle on a safeword, he's super nice, somehow not feeling at all nervous
>go to his apartment, spend the weekend getting fucked silly and slapped around in a variety of outfits
>various lingerie, french maid, schoolgirl, shimakaze, alice
>he's got a little rape intro fantasy for each one
>take a break in between each, clean up, hang out and smoke and play video games
>he's going to pay for my train tickets every month going forward
>been talking about doing some public stuff next time, can't wait

>>8155141

Where was the party?
Who was throwing it?
What greetings were exchanged?

Sorry, but I just can't get into this.

Also, you just flat out say "we start passionately kissing"

That doesn't put the idea of passion into the readers head. Its too clinical.

>>8155304
>>im moaning cos Im virtually in love with his cock and the whole experience has been so hot

Oh come on. Like this.

Overcome with emotions, I let out a husky moan. Bradley responds, gripping my hair and nibbling my ear.

>>8155711
man this is gold.
>You sound like my editor

> be me
> get fucked by nigger
> die of AIDS

>>8155741

Just doing what I can.

>>8155681
are you a qt?
original

>>8155751
dems the haps

>>8155681
>take a break in between each, clean up, hang out and smoke and play video games

awwwww

>>8151996
>encouraging his delusion
he sucked their dick he's beyond giving them a stern talking to about how being transgender is evil

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Stories are always best. I'll share my first time.

>be freshman in college
>total virgin
>fapping to shemale porn for years
>Why? Because I have no luck with women. Fapping to shemales makes me think "hurr durr at least I might have a shot and it looks like a chick, better than nothing"
>mfw no shemales actually exist but wtfever I'm just a kid at this point
>shave my legs and my chest, I'm a skinny, toned fuck. Swim a lot but don't eat much. Poor as hell.
>start taking pics of myself and fapping looking at myself.
>no roommate so have a good time with this
>have a shitty digital camera so start doing stupid shit on the internet with pics
>go to thrift store and steal nightgowns, skirts, dress, etc.
>wal mart has a self-checkout, so go at 3am and buy panties, bra, makeup, and the rest of the faggot gear
>have pretty much everything but a wig
>get some girly sunglasses too. the big fuckers so I can take pictures with my face in them and have it 'masked'
>big fucking idiot- whats the worst that could happen?
>full on crossdressing in the room, taking pictures, and start sending them to craigslist ads
>dont know what I was thinking. In my mind I'm thinking "this will be a great way to fuck, can't wait to blow a load, etc etc"
>thinking this even as I send messages like "pretty little boy in girls clothes here eager to take your cock, mister"
>op is a faggot

>>8156356
>get tons of guys interested - old fat neckbeards mostly, but a few decent guys
>all married, for the most part.
>probably all "hurr it's not cheating if it's with a boy"
>"It's not gay if he's in drag"
>mfw this happens every time I ever talk as a trap. Every time.
>Think about meeting, but get distracted by the thought of my delicious trap body getting fucked hard
>end up cumming with the force of a million atomic bombs
>blah blah blah decided against it because once I cum lose interest
>until one day when after I cume I don't lose interest
>still want to get fucked
>resolve to go through with it
>respond to an out-of-towner ad
>get ready
>guy is decent enough over email. Forceful, I like that. I THINK
>in town for the night, wants me to walk over to his hotel room. It's only 3 miles away, not a problem.
>packing up all my drag shit, realize I don't have a wig.
>Ever trapped before? Being a deluded faggot means that without the wig or posing just the right way, it's painfully obvi I'm just a dude in a dress
>he's fine with it.
>shrug. I'll get over it.
>10 oclock at night
>walk from the dorms to the hotel with a bunch of drag gear in my backpack.
>raging hard on the whole time
>this is it
>this is it
>occasionally I start to squirm as I think about it.
>3 mile walk

>>8154978
uh i need context

>>8156359
>get to the hotel
>breeze past the front desk, I know where I'm going, definitely not here to get fucked by some dude
>lolheknows.jpeg
>go into the room
>it's dark
>guy is on his computer, looks like the guy who keeps saying "inconceivable!" In princess bride, but taller and muscular. Still creepy as hell.
>in nothing but a bathrobe
>toolatenow
>I throw on a girly voice and say I need to get changed
>he says okay, closes the laptop
>I walk into the bathroom. Put on stockings, panties, bra, nightgown, sunglasses, lipgloss (pink), and fishnet gloves
>put a hairband in my hair, it has a pink bow on it
>my hair is longer than I thought. I blush as I look at myself in the mirror.
>walk into the room
>guy growls, a horny older man growl
>"look the fuck at you" he says. He walks over to me and drops his bathrobe
>completely nude, hard cock sticking right into me as he grabs my shoulders
>"you're so fucking skinny, you look tight as hell, no ones popped you yet?"
>not sure what to say
>"Shut up" as I start to whimper
>pushes my shoulders down, hard, puts his cock in front of my face
>"you know what this is" I nod, and look up at him
>he pulls the sunglasses off my face and i look away in shame
>oh god he can see my eyes
>oh god
>what am I doing
>cock presses against my lips
>"in your fucking mouth you faggot"
>I open my mouth, a cute little ring like I imagine
>fuck that
>my mouth has to open all the way, dick rams in
>all over my tongue
>tastes like I'm sucking a big old thumb covered in sweat
>dont know what I expected, honestly, but that wasn't it
>gag now and then
>don't do much myself, he just rams his dick in, over and over again
>pulls it out and pushes it down on my tongue
>rubbing his dick on my tongue, I taste the precum and gag
>cough a little and pull myself away
>look up and he's smiling
>massive, hairy, bald, smiling man with his dick wet with my spit
>think of myself crushing on girls in high school
>think of myself now
>whats happening

>>8156366
>"You ready to get fucked"
>I don't know
>"Yeah you are"
>Picks me up, like a goddamn bride
>throws me on the couch of the hotel room, like a goddamn sack of potatos.
>I landed on my side, try to sit up
>he pushed me back down. My on my stomach now.
>"stick that ass up"
>he pulls my panties down
>I stick my ass up
>"Arch your fucking back you fag-boy, or this will hurt"
>I do what he says
>"Obedient, I like that in a bitch," he spits on my asshole. I squirm "I brought astroglide" I say
>"Good girl, now shut the fuck up"
>he grabs the astroglide from the floor and covers his dick in it
>I feel him slide some on my asshole, it's cold
>suddenly it's hot
>crazy hot
>suddenly he just fucking rams his finger all the way in my asshole
>mfw I've only put one knuckle in there
>I scream and throw my head down against the couch
>tears because it already hurts
>not sure what to do
>ass in the air, big guy behind me ready to ram it home
>look up at him, and he looks right at me
>maintains eye contact and I see him aim at my asshole with his cock
>shoves it in without looking
>misses a little, lots of pressure and then intense pain
>whole cock in my ass
>gasp and cry, hurts worse than I could ever imagine
>he leaves it in, balls deep, and chuckles as I squirm underneath him
>pretty sure he's getting off on my spasming, twitching anus and hips
>gasping, doing the broken-breathing gasping from tons of crying
>feels like my asshole is on fire
>look forward, see nothing but the couch
>look behind me, and he slaps my ass. It hurts like hell
>He spits on my face and I turn around and look at the couch
>He starts to fuck me, slowly
>I am just.. crying at this point
>Sudden realization that my losing my virginity story is getting fucked by an older guy in a hotel room - and pretty mercilessly I might add
>not tender and emotional hymen destroying like my father/grandfather/other dudes
>what is this that I am doing
>start to get really mad and sad all at once

>>8156370
>Look up at the man fucking me and with pure hate just start slamming my ass against his cock
>starts laughing - thinking that there might be a little fight in me
>Slaps me and tells me to calm down
>shove my ass up against him and suck on his finger as he slaps me
>he groans and fucks me harder
>it hurts like hell. My asshole feels like it's being ripped apart
>Don't give up
>Keep pushing against him and say "cum for me daddy, I've been GOOD haven't I?"
>Guy pulls out his dick
>Thank god he had a condom on
>mfw I forgot all about it in the hub-bub
>Pull the condom off and he sticks the dick in my face
>I glare at him and start jerking it off
>feels funny from this angle
>realize that it's probably the least funny thing going on right now
>keep jerking him off for a while, then he shoves his dick in my mouth again
>He asks me to just hold my mouth and tongue out, so I do
>He rubs the tip of his dick on my tongue, and jerks himself off
>I am glaring at him the whole time
>wiggle my tongue a little bit and smile and laugh
>He starts moaning
>wiggle my tongue more
>it'shappening.jpeg
>"I'm cumming you bitch"
>close my lips tight and stick my tongue out
>lick the tip of his cock, poke the dickhole with it, lick right underneath the head as he cums
>cum tastes... like my cum. I'm okay with it.
>Cum in my hair
>spurt in my eyes
>all over my nose
>drips down my cheeks and into my ear
>lots on my lips
>He's grunting and sighing and moaning and lets out a chuckle to himself as he admires his handiwork
>he gets up and walks over to the computer, picking up his bathrobe. He puts it on.
>"Sorry, feel weird being naked."
>I gasp. I am covered in his cum, my asshole is seeping what is probably blood, shit, and lube.
>I stand up and stomp over to the bathroom.
>hissy fit

>>8156374
>I cannot wait to get the fuck out of here.
>Wipe off the cum with a handtowel
>Wipe off my tears
>investigate my ass in the mirror. fuck it hurts.
>Throw on my jeans and my shirt over everything else
>Storm the fuck out of there
>Walk back 3 miles to the dorms... with panties, bra, everything else on under my jeans and my shirt.
>Realize I missed a spot of cum behind my ears
>Lip gloss still on
>Get back into my room
>Undress fully
>take long, long shower.
>Get back to the computer
>Guy emails me
>"Sorry babe, may have been a little rough... But I've got a few guys coming over in a bit who would be interested in meeting you... You want to get topped by 2 or 3 at once? Or back to back? Give me an email back, babe."
>mfw wtf
>mfw huge boner
>mfw I am squirming
>mfw I went back and got fucked by him again, and his friend. 3rd guy just watched and laughed.
>I don't even know why
>was much better the second time. 2nd guy was gentler, and I knew what I was getting into
>I did this through college
>now well adjusted. Married. Lots of gals on the side.
>Still yearn for the old days, but don't have the body for it anymore. Oh well.
>that's my story.

this is literally the gayest thread ive seen tonight

>>8151133

Never bareback.

Sure he's a nice guy but you never know if he's lying or if maybe he is POZ and just doesn't know it.

>me a couple hours ago
>was a starbucks and this older man from CL calls and wants to meet
>he sounds nervous AF
>will host in his office downtown
>get to place, park on the back
>old man greets me takes me inside
>me twink, smooth skin
>him belly hairy chest
>be in his dark office he says i'm a lawyer you know who i am
>i'm like: i don't care, i'm discreet
>kneel to suck his 6" cock
>trouble getting hard but puts his thumb inside and gives me head
>pretty hot actually
>sit old man in chair and blow him as he jerks
>cums on my tongue loads
>cum is sweet
>i squueze his balls to last drop
>get dressed fist bump and leave
>now turn for me to cum

sry cant be fucked green texting

Always kinda thought about how it would be good to be the girl during sex
watch loads of 'gifs that make you wanna suck cock' and 'sissy hypno' videos
>fuck this im doing it
download grindr and upload a picture of me
get like 30 messages, im a handsome guy
one guy is like
'ok you little bitch come here so i can fuck your ass raw'
INSTANT ERECTION OKAY M8 IM COMING
hes like phone a taxi ive done first timers before itll be sound im a relaxed guy if you're not into it we can stop np
holding phone thinking about it
phone taxi.
get to his, we chat some shit lie on his bed, go for a smoke to prepare
heart is racing
get back in and hes naked and im just like l e t s g o m a t e
i get down on my knees and lick him from balls to head, so nice
i have longish hair so he grabs it and starts slowly throat fucking me, gentle so it was nice
he picks me up(hes huge) and turns me around on the bed, im on all fucking 4s, back is arched and my ass is raised like a bitch in heat im so ready for this cock
i can feel his cock press up against my asshole ( ive used buttplugs and shit before so im prepared atleast a little)
he slips it in and o m g mates
the feeling is like, insane
legs are shaking by this point it feels so good
big man hands around my hips, him roaring into the back of me reaching deep inside
he continues to fuck me hard for a while, then he says hes gonna cum, im like 'either cum inside or dont cum at all'
he's like 'wtf best grindr ever'
cums inside, like molten love inside my asshole, best feeling ive ever had
i lie on the bed fucking immobilized with cum running down my legs and ass cheeks
he makes me pizza then i went home

since then ive been pretty sexually intense, fucked 3 girls this week and 2 guys, its just so good, ive stopped playing video games cause im too busy having either a dick in my ass or mine in some girl.

If any of you are thinking about being fucked by a guy, do it. Nobody will know and if they do who cares.

>>8155711
haha im not writing a dam book, this isnt published and im not a professional writer lol, jus posting my experience for the sake of the thread lol

>>8155501
holy shit
this feels like a Reno 911 sketch

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>>8148881
>tfw black and at most have been pegged by gf
>Single but would totally smash a twink if he was into it
>However I generally find males of my own race unappealing
My question is this, literally what is the appeal of being fucked by a large dicked black guy? It sounds really unpleasant but seems to be a reoccurring theme in certain gay threads.

>>8156924
I don't understand it myself but not everyone has it. You couldn't pay me to go near a black penis as I don't find them attractive in the slightest.

>>8156663
this doesn't sound very realistic , try harder

okay i've never posted on here but here goes

>be me 16
>still in school
>finally gets a smartphone and downloads
>finds a chubby who lives across the road
>we talk all day and i tell him i like to dress up
>he tells me i should prove it
>sends him pictures of me in school wearing panties and a bra
>wants me to come over after school
>holyshit.jpeg
>waits till it's dark and goes over
>he says he is going to destroy my ass
>undoes his pants
>he's 3 inches
>mfw he barely gets it in and cums in 2 minutes
>mfw my gf never found out
>mfw i did it every month after that

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>>8154978
>Top Kek

>>8156356
>>8156359
>>8156366
>>8156370
>>8156374
>>8156376
Pretty hot. Fapped like four times.

>>8148881

>be 21
>moved to Paris
>"Why does it seem like everyone is gay here?"
>Realize that I'm just projecting and checking out all the cute guys who are clearly open about it.
>Have gay best friend.
>He's onto me. "My gaydar is typically always right" as he looks me in the eyes.
>Think nothing of it.
>Out clubbing one night.
>He leans in for a kiss. I push him away.
>"What? It's only (italics) a kiss."
>Still refuse.
>Head back to my apartment with him to smoke some hash.
>A bit stoned. He asks "What would you do if I just started sucking your dick?"
>"Well .. I .. guess I wouldn't stop you..."
>He gets on his knees and unbuttons my pants.
>I'm rock hard.
>He starts sucking me.
>He stops and asks "How far do you want this to go?"
>"Well.. I guess I'm curious to try a bit more."
>"Have a condom?"
>I do.
>"What do you want to try?" he asked.
>"Well I've fucked girls before. So I'll try being fucked."
>He smiled and pulled mine and his pants completely off.
>No lube so I suck his dick with condom.
>"I'm ready."
>He bends me over and rubs the tip of his dick on my asshole.
>I get hard again.
>He slowly inserts his 7 inch dick in me.
>Too easy.
>We both cum really quickly.
>"well i guess guys are cool too"

I ended up meeting up with him again years later when I become comfortable with my sexuality. He got an openminded boyfriend who was down to double team me.

>be 18 very horny
>slim/twinish figure
>find an ex army dude on craigslist and i tell him im a sissy bitch that will do whatever he wants
>he demands i come over right after im done shaving my boypussy
>he is in his 30s stocky white dude with a nice cock
>as soon as i walk into the door he makes me strip and put on panties (pink and they say teachers pet on the back)
>he then forces me to my knees and pulls out his thick 7 inch cock
>i suck it untill he comes down my throat and slaps me in the face
> he then makes me clean his toilet while he forces a butt plug into my ass
>after im done he takes a video of me on my knees in panties begging for his cock and he sends it to his friends, it was so fricking hot
>he then forces me on his bed and fucks my ass bear untill he comes inside my ass while calling me a faggot whore
>he then tells me to leave so i thanks him and go home
>never felt so used and slutty it was so hot

this is my first story i ever wrote on 4chan so forgive me if its shitty

webm is me

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>>8159665

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This just happened.
I'm bad at writing this kind of stuff, so bear with me.

>guy I met online and I meet up
>he asks me to wear some stockings
>I happily do, since I love crossdressing and have a trappy build
>lots of kissing
>lots of tongue
>get on my knees
>start blowing his thick +/- 8 inch cock
>grabs my head
>starts thrusting deeper and faster for a while
>get up
>bends me over
>starts spanking me hard (my ass still hurts so good) and teasing my hole
>get on the bed
>69 position
>deepthroating him to the best of my ability
>he's giving me the best rimjob of my life
>stop sucking
>sit on his face
>his tongue goes deep
>it's pure heaven
>lubes up my hole and his dick
>try to go down on him cowgirl style
>goes in but keep slipping out because of the angle
>get on doggystyle
>starts fucking me slowly so I can get used to it
>for some reason it's the best feeling ever
>tell him to go hard and fast
>does that, while spanking me
>beg him to fill me up
>goes as deep as he can in a strong thrust and fills me up
>sit there on all fours for a few minutes
>legs shaking
>gaping
>leaking cum
>cuddle up
>be the little spoon
>chill for like 20min
>start teasing his dick
>goes hard, but he says he can't cum again because he's worn out
>get on top of him
>ride him using his cum as lube while rubbing one out
>I cum all over myself
>clean up
>he just left

This was the best fuck of my life.
I could really go for a couple more rounds.

>>8148881
Met a 68 year old man on CL for my first and only time. I washed and fingered myself in the shower and then he laid in my bed and said "start sucking". After sucking my first cock he had me bend over so he could eat me out and fuck me

>>8152255
If you're in NZ, then there might be a way.

>Be me
>be 20 in college
>very straight never thought about guys sexually
>earlier in life ex gf stuck finger in ass
>MFW i loved it
>never had the balls to ask girl to do it
>decide i will add grindr on phone
>scatter area to find huge cock
>found one
>guy is about 9 inches
>asks me to come over
>super nervous
>decide to go anyways
>drive over
>he's home alone
>i go in introduce myself
>he whips out his cock
>i start blowing him
>he forces me onto his bed
> puts me doggy style but laying down
>fucks the shit out of me raw dog for 10-15 minutes
> hurts so bad but feels so good
>i explained it hurts but he shuts me up and keeps going
>he cums all over my ass
>throws me a towel and tells me to clean up
>first time i've ever been fucked but dont tell him
>he says i did good then kicks me out
>cheated on my gf with this guy
>never told a soul
>still think about that cock to this day
>

File: tumblr_nwm733A0j41uaud15o1_500.gif (903KB, 500x240px) Image search: [Google]

903KB, 500x240px

>Be me
>be 20 in college
>very straight never thought about guys sexually
>earlier in life ex gf stuck finger in ass
>MFW i loved it
>never had the balls to ask girl to do it
>decide i will add grindr on phone
>scatter area to find huge cock
>found one
>guy is about 9 inches
>asks me to come over
>super nervous
>decide to go anyways
>drive over
>he's home alone
>i go in introduce myself
>he whips out his cock
>i start blowing him
>he forces me onto his bed
> puts me doggy style but laying down
>fucks the shit out of me raw dog for 10-15 minutes
> hurts so bad but feels so good
>i explained it hurts but he shuts me up and keeps going
>he cums all over my ass
>throws me a towel and tells me to clean up
>first time i've ever been fucked but dont tell him
>he says i did good then kicks me out
>cheated on my gf with this guy
>never told a soul
>still think about that cock to this day
>

>>8156088
fucking lel

Finally went through with meeting up a guy on craigslist about a year and a half ago.
>Be me, 20 y/o, eager for first time with a guy.
>Guy who messaged me has an average dick, was D/D free with a negative test.
>Go to his house, was looking forward to being roughed up and used.
>I'm 190cm tall, he's maybe a head shorter than me.
>I get on my knees and suck him off, deepthroating, with me doing all the work.
>he says I 'sucked dick like a pornstar.
>He says its time to hop up, get on bed, I hop up, and deepthroat him one last time as I'm on the bed, then turn around.
>He puts a bit of lube on my ass, rubs it, sticks a finger in, super excited at this point.
>Slowly enters, size isn't anything remarkable,. He whispers to me 'your no longer a virgin'
>If I was stroking my dick I probably would have came right there.
>stay with doggy for a while, swap position so I'm looking facing him.
>Was good, but sort of plateaud out, not loving it as much as I was at the start.
>Tell him to slap /choke me.
>He cums right after I say it, go to suck him off but he says its too sensitive (cut dick)
Pretty shit, I wanted to suck him off some more and then go back to anal.
>Says when I told him to choke me he lost control, something about fantasy.
>He finishes me off using his hands/mouth on my asshole whilst I jack off.
Pretty disappointing night desu, should have been more vocal that he should have been rough, also pretty shit that he came so quickly.
I haven't met up with a guy since, I want to do it again, hopefully with a bigger dick/more dominant guy.

>be me 17
>parents away
>watching sissy hypnos for weeks
>buy clothes of amazon
>shave myself and paint my nails
>do make up
>start drinking wine so nervous
>guy of craigslist shows up
>i start trembling he kisses me
>he pushes me to my knees
>my sissy training kicks in
>i suck his fat Muslim cock
>he fucks me for hours
>his fat hairy arab body all over me
>he cums inside me again and again
>i clean up and on to the net one

I wish you gay cucks would go back to tumblr. It's obvious the same people make these threads on here.

I have a good few stories...
>living with an x gf, we still fuck though
> shes away at work a lot, im still in school
>end up using her thongs and skirts a lot
>15 mins after she left, ended up having a buddy come over
> opened the door in her little black thong, matching bra, tank top and little skirt
> buddy went nuts on me as soon as he got in
> ended up letting him go bare, shot all over the thong, litle on the skirt
>tried to wash most of it off the skirt, thong in the laundry

Loved it

first facial story for you guys
>be 18 at friends place for New Years Eve
>whole family is there, annual tradition with his, mine and another family.
>hanging with friend, bring his family PS3 up to his room to play
>Start playing Black Ops zombies to pass the time
>look at my phone, 11:59, run downstairs to catch the ball drop
>get there, hang out with family a few minutes after then we run upstairs
> I talk about giving him head like before
>tells me if I stay the night I could.
>parents about to leave, ask if I could spend the night, says I could.
>decide to switch games, start playing Borderlands 2
>As we are playing, he ask if I'm ever going to blow him
>wait till we kill the Captain Flynt, then start rubbing him through his pants.
>i stopped playing, now he is playing but is very distracted by my rubbing.
>start to take out his dick, he just paused the game to watch.
>start by licking the shaft,he is already moaning and enjoying it
>tease him by kissing around his dick,mainly his thigh and stomach
>put his dick in my mouth,start licking the head
>start sucking, remember my tongue is my best friend right now
>he is loving it, moaning and moving his hand through my hair
>trying to deepthroat the best I can
>he starts forcing me to suck him
>going harder and faster at his pace sometimes and sometimes at my pace.
>feel him tremble, know he is going to cum
>feel his cum in my mouth, he is panting
>I swallow his load and lick off any remains
>think to myself,"I'm a whore aren't I?
>Get back to normal and play video games until we both pass out

>>8164609
edit, he came on my face and I licked the cum off his cock, I was watching porn when I wrote this.
He pulled my face off before he came

Here's how I started:
>Been curious about crossdressing and sucking cock
>fuck it, buy girls clothes, shave whole body, makeup and buy a wig
>go to adult theater, wig in pig tails, makeup, wearing a loose blouse, small skirt, black thong and thigh socks
>nervous af
>3 guys approach me wanting to "have" a good time
>ask them for money hoping they will go away
>they accept, holy shit
>as soon as I noticed I'm sucking one cock, stroking another and taking one in my ass
>went from 0 to 60
>other men are watching and masturbating to what's going on
>feel cum buzzed at this point
>they cum everywhere, legs are shaking
>get $400 for the experience

My kik is Genesis_drill and I'm in the Phoenix area if anyone wants to have fun. I can also post more stories

All these stories make me think about how all of you who "like to feel used" and have rough, raging, and outright abusive sex with someone(s) you've never met who could give two shits about you or your well-being that you have no reason to trust are full of shit. I get rough sex, yeah, it can be a lot of fun with someone you trust not to fuck up your body. I get the crossdressing too, because I'm an MtF who wanted to be a cute girl.

Especially to you virgins, what makes you think that this is a good idea? Is it desperation? Shame? Inadequacy? Maybe you secretly wish they're actually kill you instead of whatever fantasy you're trying to fulfill (you are walking into a possible deathtrap at an extremely vulnerable time any time you do this)

What reason do any of you have that make you get up one day and go "boy, I sure want to go get thoroughly abused by a complete stranger!"

Literally what the fuck is wrong with you. Stop looking for these disgusting hook-ups from your basement, go out, find someone who's going to give a shit about your well-being, and have sex with that person instead. It'll be that much more enjoyable.

>>8164920
This desu senpai, where do you think you are

>>8154978
Looks like something is trying to escape his belly

>>8164934
right, forget i asked.

hope the "next time" you let someone abuse you physically, mentally, and emotionally they just murder you instead. you're "adult" enough to go have sex but you as forty hells won't conversate like one.

>>8164959
>but you as forty hells won't conversate like one.
>as forty hells
>forty hells

Who the fuck talks like that

>>8148881
>be me 17
>go to college (yes, britfag here)
>group of mates
>all got gfs including me apart from one guy
>openly bent, we shall call him bender
>even though I have a gf I beat off to gay porn sometimes
>night out
>we are all drunk
>playing confessions
Game is standard Beer Pong, but you have a choice of either drinking or admitting something which has to be something deeply personal or outrageous
>bender admits to fancying one of the group
>confession done
>Won't confess who, keeps drinking like a drain
>the other guys go home
>Just me and bender
>He admits he likes one of the guys who is like a body builder
>fairenough.jpg
>drunkly ask whether he would fuck me given the choice
>he says he would but knows im straight
>tell him about the gay porn
>says he can let me experiment
>okay whatever im drunk as fuck
>tells me to close my eyes, comes and kisses me
>ohmygod.png
>freeze for a moment, kiss back
>make out all drunk and sloppy for 10 minutes

cont

>>8156414
Kinda the point of it

>>8164920
its sad but its how men and women and people are in this day and age its sad what can people do? :(

>>8165016
I forgot to mention, by the time all the others had gone home, i was helping bender get home because he has a fear of being raped

>he unzips my pants
>diamonds.jpg
>starts massaging my cock
>pulls his pants off
>lets me grab his cock
>sat kissing and wanking each other
>he goes down, starts licking me
>im oozing precum
>he licks it all up and starts blowing me
>mfw hes actually better than my gf
>stops, asks me if i want to blow him
>eagerly get on my knees
>lays his head on my tongue
>start licking it, can feel it tensing
>wrap my lips around and keep moving down on it
probably 7 inch, not terribly thick either but idc
>lick the shaft as i move up and down on it
>begin really sucking, he begins to thrust a little
>tells me hes close to cumming
>idc im enjoying it too much
>he pulls out
>squirts cum all over my face and a little in my mouth
>clean up with a towel, get dressed and stagger home

That's my first experience, kinda glad it wasn't some cl hookup, anyone want the second one? Includes admitting to gf

>>8155681
Update. Back at his for a long weekend, writing this as he had to make an appearance at a work do, left me in his apartment for a few hours.

>get the train down again in my overcoat
>wearing underneath: lacey black babydoll lingerie, stockings & suspenders, heels & french maid trim
>again hang out in a quiet cafe for a while, talk for hours about all sorts of things, but mostly serious talk about our playtimes
>he can be really gentle and concerned, tell him I'm cool with what he does to me and that I want to keep going
>start getting really flirty and giving him peeks of what's under my coat
>as punishment for being a little slut, we get out the taxi to his five minutes away, he makes me walk the rest without my coat
>reasonably quiet time of day & neighbourhood
>stays ten paces behind me, super embarrassed but feel safe knowing he's there
>went past a half dozen or so people on the way, plenty of staring and car honks
>holyshitholyshit this is turning me on so much
>him too it seems, since he was extra rough when we got in
>threw me to the floor, tied my hands behind my back and throatfucked me hard
>so deep inside me I was struggling to breathe
>pulled out every once in a while and immediately slapped me hard across the face, then straight away stuck his cock back down my throat
>the whole while calling me all sorts of names
>he came so much that it felt like every part of me was overflowing with his cum, absolutely heavenly
>before he untied me he took me to a mirror, my mascara had run from the tears and I had his cum everywhere (even though I swallowed loads)
>I looked so pretty!
>took me a while to regain my senses, cleaned myself up, we hung out and chatted for a while before he had to go out
>gave him a kiss on the cheek and told him to have fun
>should be back soon, so excited!

>>8159333
Tell the double team story man

Tbqh I'm a super duper submissive bi curious white dude. I absolutely adore black men and black cock. No joke, text me of you're black and want a white boy.

3374049348

>>8148881
I've posted this on a couple of forums, it's a little embellished here and there but for the most part it's all true.

This is the story of my first meet dressed up full sissy. I had been fantasizing about doing this for some time, since I first realised I liked to be a sub with men. I have had many meets with guys but never been able to dress for any of them.

The opportunity had finally come when I found out I would have the house to myself for a couple of days. I started to make plans to live out my sissy fantasy by placing ads on a couple of sites and sending out messages to a few people I’d been talking to. I offered to leave my front door unlocked, they could come straight in and go to the bedroom. There I would be in full dress, bent over, tied to the bed and blindfolded, ready for them. Over the next couple of days I got a good number of responses but in the end 5 said they could make it on the night. I organised for them to each arrive a half an hour after the other, so they could each fuck me and go before the next.

During this time I had begun to prepare, I had gone out and purchased a full outfit. It was so horny buying clothes in person, feeling people’s looks as I walked through the women’s section picking out some sexy things for the big night. In the end I settled on a lacey black thong, some black tights, a tight little black dress, some black heels, a black padded bra, and some jewellery too. I also got some fake nails, fake eyelashes and a range of make-up. I bought a long, slightly curly brunette wig online as well to bring the outfit together.

>>8165611
When the big night came I hurried home from work, eager to be ready for the first visitor. I was dismayed to find three of them had cancelled but two were still ready for the night. I had two hours to prepare, and I knew I had a lot to do. I started by showering and shaving, I made sure my ass was nice and smooth for the fun to come. Next I removed the shower head and slipped the hose inside me, trickling water up my hole to clean me out for my guests. After several rounds I was clean and ready for the fun to come.
Next I went to the bedroom and got started with my make-up. I put on some foundation and concealer, a little blush and some eyeliner and did my best to give myself a feminine look. I put on some whore-red lipstick and then did my eyelashes, carefully attaching the fake ones over my own. I practiced my ‘come fuck me’ eyes and I was happy with the result.
The next step was my nails, some nice long pink ones. Once they were firmly attached I could start to dress. I pulled on my thong, enjoying how it settled between my cheeks and how my little cock looked trapped within the lace. I slipped into my tights, they made my legs look exactly how I hoped, I was turned on thinking of how they would look spread later that night. I pulled on the padded bra, arranging it as best I could to make them look pert and natural. Next I got into my dress, pulling it down to about halfway down my thighs. It worked well on me, I could tell I still needed to work on my body for a more feminine look but I still felt sexy as I was. I got my wig on, feeling the locks flow on my shoulders was perfection, I was really feeling like the girl I wanted to be. Finally I put on my necklace, a large silver one to help break up the black dress and accentuate the cleavage.

>>8165618
When I had squeezed into my heels I took a look at myself in the mirror, it was almost everything I had hoped. I still needed work, I was far from perfect, but I felt sexy, and most importantly, ready for the night ahead. While I was dressed I still had work to do, first of all I needed to get my tight hole ready for the pounding it was going to take. I got out my case of toys, I knew I would be using several that night. I found my butt plug, a medium sized black one I always used when I knew I would be getting fucked. I lubed it and myself, bent over on the bed and began to work it into me.
I had been so horny all day, and dressing had only made me hornier. Now the feeling of my plug entering me felt wonderful, the girth growing as it worked in further, opening my ring, stretching me further and further. I looked into the mirror by the bed, watching my face as I worked it inside of me. I moaned gently, wanting to see what I would look like later. As I whispered ‘mmm fuck me, yes deeper’ I felt my little cock twitch at the site. I felt like a true sissy slut in that moment. Finally I started to feel the bulb of the plug, I worked it into my asshole, back and forth at its apex to make sure I was stretched to my max. With one final push I slipped it in, feeling my hole close around the base and the flare holding it in place.
I stood up and replaced my thong and tights, and worked my dress back down. I got out my restraints, four straps designed to be attached to the legs or posts of beds that could hold the wrists and ankles in place. I attached them to the bed, the knots nice and tight so there was no chance they could slip off. Next I put a box of condoms, some lubricant, and some toilet roll by the bed, along with a note saying ‘Have fun ’. I got onto the bed and strapped my ankles in, and placed several pillows under my hips to help keep my ass raised.

>>8165621
I took the blindfold from the side and put it on the top of my head, ready to be slipped down when I needed it. I strapped one wrist in, I was almost ready for the fun to come. I checked my phone, I had just over 5 minutes to go and I had a message from my first guest that he was on his way. I hid my phone, slipped on the blindfold and strapped my second wrist in. I waited in the darkness, the minutes seeming to stretch on for hours. I shifted to make myself more comfortable and to make sure I was in a good position to be mounted. After some time had passed I began to wonder if he would make it, whether he was running late, had decided to turn around halfway here, or it had been fake all along.
As I was contemplating trying to reach for my phone I heard my front door opening. My heart raced, it was happening. I felt my breath quicken, and my cock stiffen slightly. I heard his footsteps grow louder as he approached. I heard as he entered the room. I heard his breath, deep and heavy, as he stood still, I can only assume looking at me there, helpless and waiting for him to use me.
I heard him begin to undress, the sliding of fabric and the soft thumps of clothing hitting the floor. His belt unbuckling made hole twitch a little, then I heard the rustle of the box of condoms. There was nothing but breathing for several seconds, then came the familiar sound of the lube pumping from it’s container. I heard as he walked behind me, kneeling on the bed between my legs. I felt as he pulled my dress up, then swiftly my tights down, no time being wasted. He moved the thong to the side, and in one swift motion pulled my plug out. I let out a gasp and felt my hole gaping slightly from the rapid withdrawal.

>>8165624
It was not gaping for long, within seconds I could feel his cock pressing into me, one hand guiding himself in, the other holding my hips in place. He quickly found his mark, I gripped my restraints and let out a gasp as he forced fully into me at once. He let out a loud grunt as he slapped against my ass. The feeling of his cock inside me was bliss, it ached but it was what I wanted, what I needed. He began to slide back and forth, quickly gaining momentum. He clearly was wasting no time. I began to moan encouragements ‘mmm yes’, ‘ooh fuck me, fuck me hard’. He shifted position, one leg up beside my hip, which gave him much more power in his thrusts.
I gripped my bonds more tightly and bit the sheets as I moaned loudly. It hurt but I loved it, I could feel his throbbing shaft, his balls swinging up against me, his hands pulling my hips back to match his rhythm. I don’t remember how long it went on for, but soon I could feel his strokes growing more urgent, harder, deeper. Then with a loud grunt he unloaded in me with a final thrust. I felt as his cock pumped inside me, his hands gripping tightly on my hips. My cock was twitching and my heart racing. I could feel my breaths rapid, I had loved every second of it, I had been his fuck toy and he had used me just like one.
After his final spurt he waited several seconds then pulled out of me. My ring ached, I twitched it and enjoyed the sensation of a freshly fucked hole. I heard as he began to get dressed, I lay there, still quivering gently from what had just happened. Once he was dressed I heard him walk back up behind me, then something press into my ass once more. With one twisting push he replaced my butt plug as a I yelped. He pulled my thong back over, my tights back up, and my dress back down, before walking out. I heard the door open and close, then silence. All I could do was lay there, committing to memory every second of what had just occurred.

>>8165627
I’m not sure how long I was there, it could have been five minutes, it could have been twenty, but I lay in the darkness, still bound, still remembering everything. My thoughts were interrupted by the door once more. The second man had arrived. Once again I heard the footsteps coming closer, these ones heavier than the first mans. I heard as he entered the room, his breath and the rustle of his clothes all I could hear, the blindfold still firmly over my eyes.
‘Good sissy’ I heard, his voice strong and gruff. I heard as he began to undress, the clothes hitting the floor, the familiar sounds of a man preparing to fuck me. His belt buckle made my hole twitch, there are few sounds I find sexier now. I heard as he walked up to me, his hands running up my back, across my ass, down my legs, then back up the inside. His fingers pressed into my crack through my tights, pressing the plug into me as he went over it. ‘A butt plug? Good girl, like I asked’ he said in a low voice. I felt him come around in front of me, I could feel him so close to me. ‘You are a pretty one’ he whispered. ‘Open wide’. I opened my mouth as he commanded, then felt some cloth enter my mouth, it must have been some of his clothing, perhaps socks. He pushed it in deep as an impromptu gag then walked away.
I heard him moving his clothes, then the snapping of a phone camera. He was taking pictures of my tied up, ready for use, and it made me so damn horny. I heard as he walked round me, getting plenty of angles for his later pleasure. He came up behind me and placed two hands on my hips, pulling me back so my ass was as high as I could reach. Once again my dress was pushed up and my tights pulled down, this time along with my thong.

>>8165631
He toyed with my butt plug, pushing and pulling it, I gripped the restraints and bit into the gag as the bulb stretched me back and forth. Finally he withdrew it from me and walked away again. I heard the rustling of the condom box again and the pumping of the lube soon after. I felt as cold lubricant was spread on my hole, his fingers probing shallowly into me, making sure I was ready to take him in me.
I heard another snap from his phone, this time of my lubed hole presented to him. I felt him stand up on the bed, a leg either side of my hips. He placed one hand on the back of my neck, pushing my head into the bed, the other guided his cock into me. I felt as he pressed relentlessly up and down my crack until he found his mark and went in fully in one swift movement. I let out a muffled cry into the gag as he did so, he was thicker than my first visitor. With each thrust I let out a squeak as I was stretched and probed. The angle was new to me, his thrusts slower but deeper and more powerful. For several minutes he fucked me like this, steady and hard, unrelenting.
He changed position, shifting to his knees between mine, his hands on my shoulders pulling me back on to his cock with each thrust. I moaned into the gag and gripped the bed posts as he pumped into me, he grew faster and faster, it was not long before my hair flying back and forth with each thrust, I felt I was holding on for dear life. Then at the peak of his rhythm I heard him starting to grunt and knew he was close. The pounding continued for a minute or so longer before I felt his last few strokes, staggered yet hard and deep, pumping into me, the second time I had felt it that night. I heard his breath slow, my own breath still rapid, trying to accommodate for the gag.

>>8165632
With his cock still in me I heard another snap from his phone, then another. I felt him lean forward, leaning over me, cock still inside. One hand pulled my head back so I was looking straight forwards, then I heard ‘smile’ and another snap form in front of me. He pulled out of me, took a few more pictures, then I heard as he got dressed. Once again I lay there, trying to remember everything I could, every detail, every sensation, every thrust. I had lived my fantasy and I wanted to remember it.
‘See you next time’ I heard, then footsteps growing fainter, followed by the opening and closing of the front door. I lay there for a short time longer, processing what had just happened. Eventually I started to move, after several minutes I managed to unbind one wrist, then the blindfold and other bindings soon followed. I shakily stood up and went to look at myself in the mirror. I loved what I saw, a used sissy, broken in by two men she had never even seen. I had lived my fantasy, and I wanted more.

>>8164955
thats what it looks like when a fat guy gets an enema and gets in the position

>>8153324
Where you from?

>>8165336

For you...

>Return to Paris for graduate school.
>I'm loving it... Everyone is so hot and open about it.
>Get French qt3.14 girlfriend.
>Best girlfriend ever.
>Why though?
>(Long story short she turns out to be bi as well and takes the masculine role when I love the feminine role.)
>We break up... remain friends.. blah blah blah
>Hang out with gay best friend after these years away.
>Talk to him and his now boyfriend.
>To the now boyfriend: "remember when you tried to seduce me and shit a couple years ago?"
>... "Yeah i'm totally into guys now if [gay best friend] hadn't already told you."
>"Oh really well, eh, I knew it."
>"So I'd really love to get fucked."

They talk shortly and I see my friend give a "fuck it why not" motion.

>"so you want to come back with us to the apartment?"
>Of course I agree.

My girls-as-friends all wondered what I did running off with these guys. I later admitted it to them... not that they cared. I was just afraid of admitting it at first.

>take metro back to the apartment and begin undressing immediately.
No kissing was the rule for me.
>I suck them both until they get hard.
>one of them pushes me forward onto the bed.
>I'm so hard in anticipation.
>the one inserts his dick in me with ease and I love it already.
>he fucks me for a good moment and steps back.
>the other lines up and inserts himself right after.

This goes on for some time.. I'm not entirely sure because we were all pretty fucking drunk.

>I jerk myself till I cum as one of them fucks me hard.
>Lay there is ecstasy.
>the two of them do their normal thing to get each other off.

we then passed out

>>8150730
Shit i'm straight but that was hot.

>>8159843
>ttfw no qt twinks in nz

anyone got that gay orgy webm?

>>8163618
>living with an x gf, we still fuck though
>living with her
>fucking her

how is this not just a relationship

>>8165045
no just 4chan faggots

>>8150537
>>8150632
Ugh...the thought of kissing a guy makes me fucking sick sick. Oddly enough, I've sucked about a dozen cocks and I've even had a couple guys cum in my mouth (never swallowed), but I would never kiss a guy. Am I weird or do other people get where I'm coming from (no pun intended).