ITT we post stories, preferably ones about Craigslist or similar sites, and the sexual encounters that followed.
>>8509087
Was there ever source in this video?
>>8509138
not that I'm aware of
> be me, 6 months ago
> put up CL as looking for somebody to break in my virgin ass
> find guy near my age
> ex change pics etc
> meet that night, in his car
> drive out to woods secluded part
> so excited
> pulls it out
> small as fuck
> thinking back he used some camera angles to make it look bigger
> whatever, already here
> put in my mouth, he's hard instantly
> get out my seat and into his lap for a ride
> hurts going in but it's so small it doesn't go deep
> he cums in under 30s
> drops me off a.d says we should do it again
> never saw him again
I'd absolutely love to do it again, this time for real with at least an average size cock up my ass, but it's so hard to find people in my area
>>8509913
Location?
>>8509913
Similar:
>Couple days after my 18th birthday (like 2 years or something)
>CL, find old dude who wants young boy with long hair
>Talk to him for about 2 weeks
>meet him in town at abandoned area
>Suck him off, dick takes forever to get hard
>He fingers my ass and gets me super excited
>Then he eats my ass and cums, spanks me, and tells me to finger myself while he jerks me off.
Kinda uncomfortable
bumper cars
>>8509087
>Want to have gay experiences
>Too much of a pussy to follow through on them
>>8510428
have a related story actually
>18 years old and 3 months in uni
>anal play for years
>kinda bi curious
>really horny one day make ad to get my virgin ass fucked
>set it up with one dude
>about 26-27
>7"
>i drive over with my butt plug in
>nudge into his truck pulling into driveway
>no big deal actually
>time to fug
>go back to his room
>nervously get undressed
>get in doggy on the bed
>he fucks me with my plug while he puts on condom and lubes up
>fucks me for about 5 mins
>came right after he started hitting the right spots
>left
>>8509087
have met up with several guys/ cds mostly asians. last one was a asian cd. we 69 flip fucked and i came on him
>>8509949
Upper DE
>be 14 (19 now)
>post ad on craigslist saying I want to bottom for the first time
>guy responds
>sneak out late at night and ride bicycle to his motel room
>he takes one look at me when I say it's me and knows I'm not legal age yet
>tells me he's not interested after all
>basically beg and say I'll never tell a soul
>go in motel room
>he tells me to undress and lay on the bed
>he sucks my dick for a little bit, I had actually had a blowjob before, didn't cum from this
>told me to roll over on to my stomach and squeeze my legs together
>starts rimming me
>best feeling ever
>lubes up and starts fucking me, really hard, it hurt a lot for the first minute or so but he wouldn't stop or slow down when I asked, pretty sure he was pissed off at me for lying about being 18
>he says he's getting close to cumming
>ask him not to cum inside of me
>he says if he can't cum in my ass than he's making me suck him off
>about to say no, because that's gross
>police kick door in
>pull him off me, he starts cumming as they pulled him off and ends up spraying it all over my back / butt / legs
>parents had gotten up in middle of the night to let the dog outside, noticed I was gone, reported me missing
>I didn't log out of my email, they checked the email and knew where to tell the cops I was
>eternal shame having my parents rush in seeing me naked, gaping, with cum on my back
>can't talk to them or look them in the eye for weeks
>>8511049
8/10
Remind me to remind 14 year olds to log out of emails
>>8511049
kek
>>8509913
Use the app Grindr.
Jesus, you faggots are idiots.
>>8511227
Don't have a smartphone
>>8511281
What century do you live in, exactly?
>>8511773
Listen you little whippersnapper, back in my day we used the post office, only rich people had landlines, forget cellular telephones
>>8511945
Jesus, what`s a 40 something year old poorfag doing on 4chan
>>8511049
That's... uhh...
Jesus, man.
>>8511227
It's filled with fake accounts in my part of the world
>>8511049
I have read this several times now over the past year
>>8512833
So what? It's still really, really funny.
>be me 40's married
>put add on craiglist 4 fist time curious
> hook up with older guy 69 each other for an hour.
> he cums in my mouth I gag but had fun
> month later text him and get together
> suck his cock the ask him to fuck me
> fucks me on my side feels great grind into him
> clean him of then suck him again
>ask him to bend me over and fuck me.
>Takes me to kitchen bends me over counter and fucks me.
> feels great I push back on him and beg him to come in my ass like a whore.
> I didnt cum that time but felt amazing.
>next time I would lik to dress like a slut
>be 22 year old closeted virgin
>scared of friends finding out so post a cl ad in different city
>get a response from an 45yo man
>drive to his place he tells me to take it slow
>sucks me off and i leave
>do this over period of 6 months
>one day he fingers my ass
>best feeling ever
>lubes me up gets me on my stomach
>fucks me hard
>I want to try different cocks now
>me and gf post an ad on craigslist as a joke
>decide, ok fuck it let's have someone watch her blow me
>big muscular bald dude with a biker/metal beard turns up and whips out his (probable) 8 inch banana shaped dick
>i'm not really feeling the blowjob, but am turned on by the general situation
>ask her to suck his dick, he busts his nut as i say this
>girlfriend says nothing about it, shuffles over and licks the god damn cum off his shaft
>i'm now officially diamonds seeing her act like a complete fucking slut
>she sucks us both at the same time and we cum on her face loads
>he promptly leaves
>i wake up in the night still really wired and horny from what happened, and because i secretly wanted to blow him with her
>email him saying you were great wish i could have had some of that
>he responds "dude you totally could have, maybe next time"
but of course there was no next time. i did tell her that i kinda wanted to join her and we posted another ad, and almost setup a night with this black guy with a fucking monster dong. i pussied out though because i'd probably just embarrass myself if my first dick was mandingo.
>>8509087
>be me fresh 18
>meet up with chub bear 29 yo
>first time with a guy, only played with my ass on my own before
>wax my ass balls nd legs, already get horny at how slutty i feel like that
>get to his place, talk for a bit, kind of awkward and nervous
>he starts kissing me
>feels better than i thought, get into it
>>8513182
Cont
>he grabs my hair and gently pushes me to my knees
>can see his chub through his pants
>blood rushing to my face, supr horny and nervous
>makes me suck his fingers
>unbuckle his belt, unzip his pants and pull his cock out slowly all whilst looking up at him
>it's already hard my now, mediocare length but very thick
Yeah, Craigslist is a great resource for us closet cases and guys looking for new ways to fuck without the stigma of being in the gay or a bi fag scene.
>be me, in relationship with girl and "straight" but with pretty vanilla sex life.
>I'm a tall, masculine man who takes charge in bed.
>want the taboo feeling of being controlled. like having my ass played with but never let girls do it because it surrenders too much control.
craigslist.mkv
>want the raw experience of having my body used and asshole played with.
>realistic in my expectations. No girl will do this.
M4M.webm
>find a masseuse who's into assplay, prostate massage, rimming and caters to straight boys in denial. email back and forth for a week.
>I finally arrive and we chat in his living room for awhile. He's friendly and well spoken, understands entirely what I'm looking for and why.
>He even has a home massage studio set up in an adjacent, darkened room with soft music playing.
>time for talk is over.
>He wants to watch me strip to start. He takes power by making me do so in front of him, in his living room. He watches from his armchair.
>nervous, but this is what I came for.
>I take off my shirt because he tells me to start there. He tells me how to stand, how to turn. He tells me to kick my shoes off and slide out of my pants. I don't wear underwear so I'm now standing naked and flaccid in front of him. I feel self conscious and exposed instead of excited, but I'm commited.
>he tells me to turn around. He wants to see my ass.
>"bend over, anon. Until your forehead touches the couch." I do.
>"Now reach back with both hands and spread your ass." I do.
>He compliments the view and stands, walks up and affectionately pats my ass cheek. Tells me I can stand straight and leads my with a hand on the back of my neck to his massage room.
This was only 4 months ago or so, so the memory is pretty clear for me still.
continue?
>>8513293
continue
>>8511773
or you know maybe he can't afford it
>>8513293
This is my fetish please keep going
>>8513293
Continued...
>he leads me into the massage room and table covered with warm towels.
>they feel great. I didn't realize how cold I was.
>he asks about any injuries or tender areas he should know about.
>it's all starting to feel normal.
>I tell him I'm healthy with no injuries so nothing is off limits. I emphasize "nothing."
>He dribbles warm, unscented oil down the middle of my back and starts to rub it in.
>He stands at the head of the table, fully clothed and leaning over me to knead the oil into my skin, down my back and sides.
>he works my upper arms one at a time, kneads down to my shoulders, the small of my back.
>I'm feeling more relaxed than anything.
>he grabs my glutes.
>He kneads my asscheeks with the oil and slides both hands up my crack.
>He uses a lot of oil so I'm very slippery. He runs his hands quickly up and down the length of my body making making a large circuit that starts from my shoulders, runs down my sides, onto my ass cheeks, into my ass crack and up the center of my back.
>my breathing gets hard when he brushes against my asshole.
>He moves to the foot of the table and reapplies oil to his hands and starts on my legs.
>He works the oil into my legs just like my back, making a large circuit. Up the inside or my legs and thighs until his hands touch my balls. Then into the cleft of my ass and back down the backs of my legs to my ankles.
>I'm so relaxed I feel like I'm melting into the table.
>The light touches to my balls and ass feel good but I feel closer to dozing off than getting hard.
>he makes one more circuit on my legs reaching high enough to touch the globes of my asscheeks.
>then, wthout warning, he parts my ass and buries his face in me.
>He licks the underside of my balls all the way to my asshole and then pushes the tip of his tongue up inside me.
>It shocks me and I try to rise but he grips my ass, pushes me back down, says "no" and puts his tongue back into my ass. licking and tongue fucking me.
...continue?
>>8513667
hell yes you continue!
>>8513667
Continued...
>I'm shocked at his tongue fucking and at myself.
>He has a soulpatch that lightly scratches the my balls when he really digs into me. It's weird knowing a man's face hair in on my naked ass.
>I squirm under him, rotating my hips as he eats me out.
>he makes hungry noises and licks my balls and ass.
>He slides me down towards him on the table and asks me to raise my hips so he can place a pillow under me.
>my ass raised up, I can feel the cool air on my wet hole. My balls and cock hang down.
>He grabs my hips with both hands. says 'beautiful'
>now that I'm splayed completely open and dives back in.
>his tongue makes circles around my ass, dips in, withdraws, laps down my balls.
>His grip on both of my hips tightens and he pulls me backward onto his tongue. I feel air from his nose on my bare ass.
>I start to push back onto his mouth.
>His hands leave my hips and wrap under me around my waist. he locks his arms together and uses them to pull my back onto his tongue in rhythm. really tongue fucking me now.
>His tongue is in me as far as he can get it. Making circles, twisting, spinning.
>My cock is still oddly soft, but I'm breathing hard and gripping the sides of the table as he works me over.
>he tells me to get up on all fours and reaches between my legs to grab my cock.
>his oiled hand tugs at my soft penis as he goes back to work on my ass.
>I'm hard in seconds.
>I twist my hips fucking his hand and face at the same time.
>We get into a rhythm and I start oozing precum
>he senses my approaching orgasm and pulls his mouth away.
>"do you want to cum? Or do you want to be penetrated first?"
>Oh fuck. He's going to make me ask for it.
>"I don't want to cum yet."
>"because you want to feel something in your ass?"
>I nod
>he shoves a finger in me.
Contine?
>>8514117
ofc go on pls!!
>>8514117
just go on jesus
>>8514117
lurking
>>8511049
>can't talk to them or look them in the eye for weeks
>ruined perfectly decent homosexual man's life forever
>am a monster
Fix'd
>>8514117
Continued...
>I've played with my ass but never had anyone else do it
>He goes slow and I'm grateful. It's a little uncomfortable.
>He moves to the side of the table where I'm still on all fours so he can more easily touch my cock and asshole at the same time.
>I'm so fucking hard
>He jerks me off and fucks me with a finger in the same rhythm.
>If he feels I'm too close to cumming, he just tightly grips the base of my dick and keeps fingering my ass.
>after a minute or two, he places a second finger at my entrance, and while still stroking me steadily, pushes another finger into me.
>It feels so full now.
>he keeps doing this for another minute and then tries a third.
>my head on the table, ass in the air and. he pushes hard against my ass I whimper.
>three is too much, but I don't say anything.
>he presses harder
>I grip the table.
>my cock starts to soften and he decides to quit.
>"Too much. still. two fingers for a virgin is good."
>"roll over"
>I move to lay on my back on the narrow table and he crawls up between my legs and throws my knees wide.
>he buries his face between my legs and starts sucking on my balls occasionally lifting them to lick my asshole again.
>his hand strokes me back to full staff.
>"Three fingers was too much, but would you try a plug?"
>I nod
>he takes a small butt plug that I've since learned is shaped to grind against the prostate, covers it with oil and presses it into me.
>At the halfway insertion mark, my asshole sucks it in and it's sinks into me completely.
>I feel it hit my prostate and it feels like a combination of needing to pee and the full body tingle that comes with an orgasm.
OhFuckThat'sGood.pdf
>I moan and he laughs
>he stands back and doesn't touch me for a bit, enjoying his handiwork.
>I'm naked on my back, legs splayed open, plug sank into my ass, cock sticking straight up and leaking strings of thick precum onto my stomach.
>I'm rotating my hips and thrusting into the air.
>he's smiling.
moar?
>>8514252
Moar please
>>8514252
Continued...
>I grind like that with the plug in my ass and him watching.
>if my cock deflated even the smallest amount he'd stroke me back to full hardness.
>he begins tapping the plug with his fingers.
>it sends a burst of vibration through my ass everytime he does.
>he jerks me in time with the taps, and I know it's too much.
>I tell him I'm going to cum.
>"no" he says and grips the base of my dick tightly.
>the orgasm that was on the brink of explosion subsides and even though my heart is jackhammering and a giant glob of precum has dripped out of the head of my dick, I'm no longer in danger of cumming.
>hand still clenched around the base of my dick, he begins tapping the plug again. faster and harder.
>somewhere deep inside me I feel a huge orgasm building.
>I start shaking.
>he asks me if I want to cum.
>"yes"
>"not until you beg me"
>"Please"
>"please what?"
>"please can I get treefiddy."
>I guess it was about that time he noticed I was a 500 foot tall crustacean from the paleolithic era.
He told me to leave and I had to walk home with the plug still in my ass.
>>8514252
Just finish your fucking story you humongous cock tease
>>8514313
kek
Yo /gif/, there's this rich af guy I know who is bi, gonna try to ask him if he wants me to be his personal prostitute but I also don't wanna scare him off. Any way you guys would go about it?
>>8514313
KEK
this happened today
>third guy i've hooked up with
>he comes over and texted me right before he got here-lay down on the bed and get in your panties-
>he comes in and starts to play with my ass and my asshole
>he slowly gets naked and jumps on top of me grinding his dick on my ass
>i knew his dick was big but holy shit im talking upwards of nine inches
>we 69 for a little big and im barley able to fit his cock in my mouth
>he starts to finger me and it feels like heaven
>im still laying on my stomach at this point and he takes my panties off and starts to slide in
>holy shit does this thing hurt
>he whispers a lot of things in my ear throughout the sex like "sissy slut, daddys little girl" shit like that
>after about 5 mintues of smooth sailing he kicks it up a notch
>starts railing the shit out of me
>felt so fucking good
>im on my stomach the entire time btw
>hes pretty much teasing me at this point because im about to explode
>he doesn't let me cum because i didn't take his cock like a good little girl
>after a little he cums in me and it gets fucking deep af
>he leaves and i jerk off hard and fast and cum all over me
im his sissy now and he owns me and i've never been happier :)
/b/ I really need advices.
I have a pretty and hot girlfriend.
I really want to get rumming but I know she will never do it, same to make anal with her.
Should I try with a gay boy? Like, I didn't want to kiss him or get fucked but i'm interested to put a other guy anal and get blowjob and all.
Do im gay lol? help.
Getting ready to meet with my regular guy. I always at least suck him off but tonight he wants to fuck me again. I'll come back and post how it goes when we're done. If anyone's interested I'll tell about the last time time he fucked me.
>>8514313
I was getting seriously hot from that story
>>8514408
Do you mean rim her or to get her to rim you?
Likewise, to fuck her in the ass or for her to do it with a strapon to you?
If you want to rim her just fucking do it while eating her out, who gives a shit. Otherwise from my experiences most people are pretty much exactly like you. No kissing, no romantic stuff, just fucking then leave after cumming.
I used to trap really well like 4-5 years ago, but now I'm getting to be in my mid-late twenties, my face isn't boyish anymore and honestly I've become slightly skinny-fat instead of being skinny but not skeleton. I've been craving this stuff again so badly but I don't want to disappoint anyone I meet up with.
what do?
>>8514352
>he's rich AND bi, of course he wants to pay for sex
>>8514434
Gonna post it anyway, give me something to do till he shows up.
>meet him on the street, hop in his car
>his cock is already out
>give him head while he drives to spot
>pull up to spot hop in back seat
>i suck his smooth balls and tug on his shaft until he stiffens
>take him in my mouth, feel him flex and shake
>taste his precum, ask if he wants my hole
>go to back of car, I bend over
>he lubes up and pushes into me
>thick cock spreads me open and slams into me
>fucks me rough for about ten minutes
>pushes deep and cums against my prostate
>pulls out and jerks me off, lick my cum off his hand
>he drives me home.
i expect something very similar tonight.
>>8514375
fake. just shut up.
>>8511049
That never happened.
>>8514166
>ruined perfectly decent homosexual man's life forever
>fucked a 14 year old
and this is why "bigots" hate faggots
>>8514313
Did honestly not see that commingXD
>>8514375
>im his sissy now and he owns me and i've never been happier :)
Until your T-cell count crashes.
>>8514408
Baby steps.
Learn to write in actual English, for instance.
>>8514862
Short males are already fucked up dude, it is n entire syndrome.
>>8514313
Fucking kek
>>8514815
m9 the kid told him he was 18 and begged the guy to fuck him when it turns out he wasn't. It isn't like he was on the prowl for under age people, and again, the kid wanted it 100%.
I have a gay neighbor, recently divorced and pretty hot. Older guy maybe late 30s early 40s, I'm 18. Do I make moves? Ask to fuck? Tread lightly? help
>Craigslist
alright.
>Responded to some dude's add about blowjobs
>Figured why not
>Shave
>Show up, things go well
>Starts out slow
>Slowly builds up, getting more advanced as time goes on
>Starts teasing my foreskin while playing with my balls
>Fucking lose it as he starts sucking on them while pinching my nipples
>After I stop shuddering he goes back to deepthroating me
>Fucking lost it and started facefucking him
>Have 2 orgasms right in a row
>Collapse
>>8514921
>this is a viable excuse in the fag community
these people definetly deserve "equal rights"
they're just normal, everyday folks. only a homophobic republican KKK nazi would suggest otherwise
>>8514779
Typically when people lie about things like that, they stick around and try to attention whore responses, not just post it and leave.
>>8514313
fucking brillant
> Few months ago post on craigslist.
> Find a guy, alright looking cock and looks hot.
> Invites me to his place, say fuck it and go
> Never given head have only been fucked and he wants me to suck him off first
> Get there, Dude ends up being really sort and somewhat effeminate so kind of a turn off.
> takes me to his room, and immediately throws clothes off
> Tells me to strip as he lays in bed
> Tells me to sit between his legs
> Start jerking him off, gets somewhat hard and can tell he is going to be around 6-7 inches.
> start getting really turned on
> tells me to start sucking, say fuck it and shove it into my mouth
> No bad taste, no bad smells, just feels fleshy
> all reservations fade so I just start sucking on his cock, feeling it get harder in my mouth
> Nervous so just haphazardly sucking and doing a sloppy job at it
> he starts getting more aggressive, grabs my head and start fucking my throat
> Gag a little but really no discomfort or sickly feeling so start doing it myself.
> After a couple of attempts my lips reach the base and he is all the way in my mouth.
>>8515204
> after successfully doing that I ask if hes ready to fuck me
> pretty much pushes me down on the bed, lubes up his cock and just shoves it into me
> hurts but I dig dominant tops so I don't stop him
> pain goes away and he just starts fucking me hard and spanking me.
> Comes quickly, slightly dissapointed but he isn't done yet
> Has me jerk him off to keep him hard and when he was ready again tells me to ride him
> Another first as I ahven't ridden anyone before, increadibly easy though I guess his cock wasn't the right shape seeing as it didn't really feel all too good to me.
> every now and then his cock pops out of me and I shove it back in
> Says he's ready to go again and has be go on all fours on the ground
> pounds me hard for ten or twenty minutes
> Just rock hard and cock just dripping pre cum all over the floor.
> eventually says he is cumming and pushes me onto the ground and comes onto my back
> flips me over on my back and starts fingering my ass and tells me to cum on myself
> start jerking myself off while he watches and eventually shoot all over my face and body
> Take a shower and leave his place.
While a good time I didn't do it again with him. Dude just wasn't my type physically and I guess I just wasn't too into his cock since the first guy I was with regularly always felt good. Did learn I do really like to give blow jobs so I think my next goal is to find a guy who I am only going to see to give head so I can focus on just doing that.
>go to craigsist
>lets see what this is all about
>see a bunch of fat/ugly people
>links to dicks and pussy pictures
>"LF big dicks ONLY"
>"I want a strong man"
>"must be blonde petite and have D cups"
>"LF someone to piss on me"
>exit craigslist
>contemplate why I live on a planet full of primitive idiots
Sure, I'm in a sexual relationship. I get horny. but I have never had the urge/desire to get laid every week.
Does going without sex really depress you guys? To the point where you have to suck some fatty's dick from craigslist?
>inb4 says the guy on /gif/
>>8511281
you can use a program called bluestacks, its an android emulator to get grindr. you use another app on bluestacks to set your location.
I have a few stories i can share about some random hookups ive had that turned into regular things.
Been an anal wizard since i was a kid but only exclusively date women. Post?
>>8515315
>Asking permission to post
>>8515329
dude man, I've been drinking and this shit has been private. Haven't told a soul and anyone I hooked up with aren't told anything about my professional / private life.
Shit's terrifying.
>>8515355
Definitely post.
>be me 26
>reply to ad on craigslist of sissy looking for dom
>first time curious as to what its like
>email back and forth, meet up later that day
>comes to my house, live alone, walks in.
>tight body had wig and dress on, even talks in a girly voice
>straight away goes for my cock, pulls my pants down and starts sucking me off
>after a while bring him into bedroom and fuck his brains out.
>was great experience, continued to catch up over the next 2 years more and more frequently until he practically lived at my place
>sex was always amazing, sossy was always hungry for more, some of the best sex ive ever had
Just wodnering, nearly every story involves the guy recieving to be in pain. Why is this, if your sissies or gay, usually you have a dildo or buttplug in your possession. Or does everyone here only post the story of the first time they had sex? My first time with another man didnt hurt a bit but thats because id already been practixing with dildos for a year or so before i got my hands on the real thing
>>8515694
Do you consider yourself gay? Did you regret it? Tell us about your first time, senpai.
>be 21
>post to craigslist to satisfy my cocklust
>drunk so want to fuck in their car
>get lots of responses, have to weed through shitters
>get a black guy with a nice sized cock, says he's never fucked a guy before
>decide to meet up with him
>he takes a long time to respond
>another guy who loves a good blowjob/deepthroat hits me up
>meet him first and love sucking his cock and taking it in my throat
>finally meet with black guy
>has me strip down totally, even my panties
>start worshipping his fat cock
>loving every minute
>he says wait, takes off all his clothes, gets out of car and comes around to my door
>opens it all the way and pulls my ass out so my feet are on the ground
>lubes up his cock some more and starts pounding me like an animal
>moaning loudly out in the open in the middle of a neighborhood
>ass out in the air, being fucked like a slut
>finally pulls out, flips me over and cums all over me
>ass was sore for days after
>>8511049
Low quality lies right there.
>>8514313
this was too good to be true
>be me 23
>couple days ago
>dressed sexy, streaming on chaturbate.
>trying real hard to cum from anal only for first time But having trouble doing it.
>doesn't matter tips are rolling in for encouragement.
>guy PMs me
>tells me his address and to come over.
>holy shit it's literally like a few blocks over.
>decide fuck it, I'll get fucked tonight.
>tell him I live 45 minutes away.
>get dressed and get hyped
>show up
>he meets me outside, I'm like 2 feet taller than the guy.
>fuck it, I'm here.
>go upstairs he has like a whole porno filming area and mattress on the ground.
>he sucks me, I suck him(my first)
>I start riding him and moaning
>switched to missionary
>then doggy
>I'm fucking loving it.
Cont.
>>8516074
>he starts pounding me pretty hard.
>I cum from it
>he cums inside my ass
>asked if I wanted to fuck him
>I start to but his ass smelled like shit
>tell him his ass smells like shit
>he says sorry and sucks me till I cum again.
>I went home at about 5am
>deleted his number cause he was kinda groddy, but it was still really awesome.
>he filmed the whole thing. Was so hot.
>>8514313
you sir have made my day, lel
> post on CL
> swap pictures with a guy, got nice dick
> meet up in his hotel room
> immediately strips me down
> has camera set up & records with phone
> fucks me without lube
> takes 45 minutes to cum
> repeats
> sends me small video clip after
My first time with a Craigslist stranger
>Be 22
>Fantasize often
>Catfish in sex chat rooms for casual cyber
>Visit craigslist as a fantasy
>Make email address as a fantasy
>See ad for guy wanting blowjob, he's like 35
>Send email as a fantasy
>Who am I kidding?
>Toss some vodka in a coke at the realization
>Email appears
>Drink moar
>Set up a visit for late that night
>Shower nervously, drink moar
>Drive over irresponsibly
>Shorter, sorta chubbyish dude, goatee
>Not super into him, but hungry for dick
>He wants to kiss
>Yeah, okay
>Not that bad
cont
>>8516338
you slut
>>8516371
>Grope his bulge, pretty hard now
>He lays back on the bed and loses his shorts
>Dick's kinda crooked but fuck it
>Lean in and start to suck him, feels pretty good
>Lose track of him, just sort of getting used to his cock
>Work a little deeper, sometimes lick his head
>Bob up and down, feel him pulsing
>Eventually he tells me "Im gonna cum"
>I pop off to ask him how close he his, first shot hits my chin
>Shove him back in my mouth as he finishes his small load
>Swallow a little cum, warmer than expected, kinda iffy but not bad
>He wants to suck me off too
>Not really that into it
>Let him know I'm cool with not cumming
>Politely/awkwardly leave, turned on at having done it even though the guy wasnt that great
Saw the same guy like 5 months later, accidentally answered his ad again.
>>8510997
im on the border of de and pa, lets meet
>Be me yesterday
>23 year old on business trip
>Post craigslist ad offering to suck a guy off in my hotel room
>Have sucked two guys before
>Find guy close to my age
>He's Hawaiian and on the chubby side but he seems nice
>Before he arrives I turn off most of the lights
>Keep TV on for noise in case my boss or coworker walks by my room
>Let the guy in, he lies on the bed
>Crawl up between his legs, pull off his shorts and boxers.
>He's uncut and not hard yet
>Lick his cock and balls for a bit before taking him in my mouth
>Start slow, just gently sucking and licking while he gets fully hard
>He's around 5-6 inches
>Swirl my tongue around the head of his cock
>Start going deeper and faster, slowing down once in a while
>He likes when I moan
>Suck, lick, and kiss his balls while his wet cock rubs against my face
>He tells me "Suck my cock naked"
>Strip out of my pajamas
>He asks if he can fuck my mouth
>Take his place and lie on the bed
>He straddles my head and puts a pillow underneath me so my mouth is facing his cock
>Tells me to look at him while he facefucks me
>Try not to gag but not pro enough
>Have to tell him he's going too deep so he eases up
>He reaches back and strokes my dick while thrusting in and out of my mouth
>After a while he gets tired and sits on a chair
>Get on my knees between his legs and continue sucking
>Lick his balls some more
>Deepthroat some more
>He asks where I want his load
>"In my mouth"
>As he gets closer to cumming I suck harder, deeper, faster, and wetter, moaning like a slut
>My lips and tongue are tight on his cock when he cums
>I feel every pulse of his dick as he spurts wave after wave of cum into my mouth
>Slowly pull away, making sure to suck out every drop
>Swallow the mouthful of spit and semen
>I kiss his cock and suck his balls while he recovers from his orgasm
>He's already hard again
>It's difficult to make him cum
>He jacks off in my mouth
>Swallow it
>Kiss his cock and balls a bit more
>He thanks me and leaves
>>8516379
Loved it. Met with him multiple times since. Even moved on to fisting.
>>8516338
you take cock quite nice
>>8511049
What happened to the floor and dinosaur?
>>8514513
>Diet
>Make up
I would post my encounters, but all of these have been either you guys giving head or being bottoms :/
>>8516437
Let's talk more over email.
Mukorjenkins gmail
>>8516547
another story please.
>Be 19
>Walking in a park at night
>I know there some some people meet in the bathrooms to have sex
>I wanted to take a piss and a guy start following me
>He stands next to me waiting for me to make a move
>I see his dick and i started talking to him
>We go to the toilet and i started sucking his dick
>It was weird but i kept sucking
>After a while he cums and he leaves
>>8517015
OP here, stories from being a top are welcome too!
>>8514313
You, sir, are the kind of troll I love. Well played.
>>8511773
source?
>>8514313
Erect anyway... hnnngg excuse me.
>be me
>be last year
>be married w/ kids
>want to try to suck dick
>find someone on cl message back and forth
>go to his office
>chat for about 10 mins about why i want to try and shit
>get naked
>already hard, more from nervousness/fear than anything
>he gets naked too
>starts playing with my nipples, jacking me slightly
>asks me to turn around, spreads my ass as im standing up
>talks about my 'tight hole' for a bit
>he sits down starts to try to get hard
>me just standing there not knowing what to do
>say im really too nervous
>get dressed and leave
i still want to do it so bad but this motherfucker was liek 300lbs and kinda creepy.........plus he couldnt get hard....still i shoulda spready my own ass and let him see it and get hard himself...then i should have sucked him cuz it looked like he had a pretty nice cock from pics he send :(
>>8515705
While I was a sissy I was exclusively with men, so during that period yeah i thought I was gay, but now that im older and i dont sissify myself anymore id consider myself bi.
Do i regret it. Um the way the first time happened, i wish it happened differently dont know if id say i regret it.
Ill post my story this arvo, currently a little busy but can quickly say some back story.
Been living out of home since 18, when i was 16 i first git onto wanting to be a sissy, so once i had my place it was stocked full of slutty girl clothes and my sex toy collection grew quickly. Worked nights so id sleep when i got home, get up during the day and be a sissy train my holes that sort of stuff. Being in units and then being close together i didnt realise how loud id play the sissy videos or pornos in general. Id always be moaning from riding dildos, but being during the day i just assumed that neighbours were at work. After about 6 months of practically every day waking up and doing sissy stuff id start to have the doorbell ring, happened almost every day around the same time. Was always my next door neighbour, hed come over and say stuff about the units and what not. Always be nice to him, one day i didnt answer the door. He stood there for 5 minutes and waited until i answered the door. So i gathered he knew something was up. About a week later i had some blinds open, as i was riding my dildo i saw his head poking over the fence looking straight in at me. At first i quickly jumped off and ran out of his sight. Not many people knew i did this at all so someone new scared me. The next day i was kind of over it so i left the blinds open again and decided to put on a show and see if he came to the door. He didnt, so to save myself the convo with him, id just leave the blinds open and let him watch me fuck my dildos for how ever long he wanted.
Thats about all ill say until i can write the story properly
>>8516096
>>he filmed the whole thing. Was so hot.
You hot, unemployable moron.
>>8518865
Fuckin weird degenerate faggot
>>8509913
What size was his dUck?
Just got back from having my 1st gay craigslist experience.
>Met up with some dude my age (20)
>Awkwardly talked for a little bit
>Sucked his dick
>He fucked me
>Finished and left
I thought I had a thing for dick but I wasn't turned on at all, it was just uncomfortable.
>>8520170
Try it again mate. It's just uncomfortable the first time with someone. You might also not been attracted to him specifically. CL can be a crapshoot
ah gosh. got all dressed up and been watching porn for a couple of hours and i lured a guy into thinking i was up for meeting, only to chicken out last minute. i even gave him all the information about where i live, but he didn't realize. first time i put on make up and wore heels though, so maybe it wasn't exactly the best time to meet someone all dressed up. feel like a proper shit tho :(
>use CL to hook up a few times, everyone who messages me is usually kinda gross so rarely find anyone worth the effort
>install grindr
>bombarded by 7/10 minimum dudes who want to fool around, one super cute guy who just straight up wants to date me
>>8520201
Are you the twink who is taking forever to respond
yo faggots, whats the best way to remove ass hair? This isn't even for sissy shit it just get in the way when im shitting and wiping and is an overall pain in the ass. I just figure you all ought to have figured something out
>>8510997
Did you go to Glasgow
>>8520302
No, I was in Newark
>in NJ hotel for weekend (court case)
>post on CL for fun
>black guy replies
>give hotel number
>he actually arrives <madman
>knocks as we agreed
>can't get myself to open door
>keeps knocking
>start tearing up
>know how much I will regret later
>he leaves
>messages me with sad face
>I tell him sorry
HOW DO YU FAGS DO IT?
I JUST WANT MY BUTTHOLE FILLED FFS!
>>8520752
That's probably that small bit of sanity you've got left that wasn't destroyed by too much pornography talking to you. You should be happy you avoided the AIDS/herpes/anal fissures. Who meets random niggers off of Craigslist for butt sex? I'm glad you scumfuckers catch shit so often to make your lives more miserable, you deserve it.
Next time go through with it and catch the bug, and die off. Thanks
>>8520272
Trim down very long hair till the root first. Try sugar wax or special hair removal cremes like nair that say for perianal or genital on box.
>>8509087
I almost met a swinger couple off of CL, we exchanged a few emails and were going to arrange an initial meeting when they said they didn't use protection cause wife was allergic to latex. I noped the fuck out of there real quick.
Craigslist - not even once.
Okay so here's a recent one
>be me, 20 years old
>be closeted sissy
>have fucked 2 other dudes off craislist before, sucked off a 3rd
>never really had a guy fuck me while i was fully dressed though
>havent came for days, feeling super horny and submissive
>lost all my toys to my last purge so i can 't even toy myself
>post cl ad looking to suck some cock
>get plenty of responses, some promising
>get response from older man, says he has plenty of clothing and makeup i can dress up in
>has wigs too
>decide to drive an hour to see him
>chain smoking and nervous the whole way
>arrive at his house
>niceplace.jpg
>he waves me in and i follow inside
>make small talk about the house, gives me some water
>have panties on underneath boy clothes
>he lives alone, no burdens
>we go upstairs and he shows me all the clothes
>omfg, they are all so fucking cute
>took a nice pair of tight red and black satin and lace panties, overthrow, garters, and a tight leotard (a little too short)
>put on a short brown wig and some light makeup
>make sure to go heavy on the lipstick
>walk back into room and hes watching porn
>i let him start to feel my body up and down
>he starts to play with my nipples and i get super horny
>i grab his semi-hard cock through his boxers and get on my knees
>pull down his boxers to reveal about a 6 incher
>look up at him as i kiss the tip , lick slowly up and down the shaft
>making sure to leave my kissstain on his head
>i start sucking him off for about 20 minutes, he eventually sits down on the bed and i keep sucking
>i ask him to take a couple photos and a short video of me sucking, he does
>he eventually lays me on the bed, starts to suck my nipples and works his way down to my cock
>i prefer being strictly a bottom, but it felt good and i wanted him to do whatever he wanted
>we start to 69 at one point then i ask him to fuck me
>he puts on a condom and starts to fuck me, slow at first, then a little harder and deeper
tbc...
>>8521122
continued...
> feels good but hurts, haven't had anything in my ass in awhile
>i start jerking myself while he fucks me, while i keep dirty talking "fuck me, yes, fuck me"
>i end up saying im gonna cum, and he tells me to wait, but i end up cumming all over myself
>i usually lose my submissiveness and overall desire to be a girl after coming
>this time was no different
>as im cumming he says hes gonna cum
>don't wanna be awkward/still feels good so i keep egging him on
>he cums inside me (didn't really feel it because of the condom :( )
>he goes to the bathroom to clean up
>i lay there half disgusted with myself/half still horny
>remember all the makeup and clothes im wearing and start to feel super slutty
>decide to just eat my cum off of the clothes
>we smoke a cigarette, i clean up and get changed
>he lets me keep the wig, and gives me gas money
>get home and jack off to some hypno
>been on a shame streak since
>can only get off to hypno
>now im not sure if i should continue with the side of me, not sure if i should let it take over
>always kinda felt trans all my life
what do you guys think? ^^
gif is part of the vid btw ;)
>>8521141
You seem cute dude.
And maybe you r trans then..ever thought about it?
>>8521141
if youre not sure why go all in especially if you feel off after you cum
just keep doin what youre doin until you can make a solid decision
>>8517615
> messages me for 3rd meeting
> tells me to make sure i am clean
> meet at his hotel room
> makes me strip down
> bends me over, says 'relax'
> works hand in without lube
> i scream
> pushes me into pillow
> does not stop for 30 minutes
> my ass is raw and burning
> fucks me for another 45
> comes hard then kicks me out
> ass leaking his cum on the way home
>>8515075
piss poor logic
>>8509138
My bf's ex. He's fucking me now
> bored at hotel when away from home for work
> looking at porn on whatever porn site
> see a shemale cumming only form anal without touching his dick
> WANT TO TRY IT
> get on CG to find a guy that would fuck me, was still horny due to porn
> find one near me, 10 minutes away
> go see him
> he sucked me, couldnt get hard ... wasnt very horny to be blown by a guy finally
> then he fucked me ... the first insertion was like i was split open by a fucking tree, even though he was average sized
> the pain didnt last and he then started to fuck me ...
> it was quite pleasant, but really not enough to get me cum only from anal
> he came in my ass after 10 minutes
Now i want to try it again with 'external stimulation' such as a 3some with a woman because even if i pretty like anal, i'm still much more excited by woman ...
>>8521141
Post vid please.
>>8520272
Laser hair removal.
Back, crack and sack
>>8521620
this
or a webm at least
>>8514313
Im not even mad
>>8521141
You look a tad like Eddie Redmayne in that clip
>>8521141
The gif looks like a young Anton Chigurh when he was a young and confused boy before he became a stone cold killer.
>>8514313
the longest green text of all time perhaps... fairly kek
>>8522264
Please post, we already saw the preview!
>>8520787
t. ugly virgin
>>8509087
I want to be somebody's sissy bitch and service their cock whenever they want it. No matt what I'm doing, I'll drop everything when my owner calls me to sit on his dick. But I live in a 2nd world shithole and I have no idea how to find gays/shemales etc.
Well this year i was active with several woman but always wanted to try a shemale.
I meet up with one, nice 30 yo, im 20.
> we meet
> undresses me
> puts me on her sofa and blows my cock
> i havent jerked off in a long time. So big exploding balls, but i can last long.
> she points me to her bed
> she lays down, we 69. Never sucked cock so i just try, its a little soft. But i feel her huge balls, kinda like the feel
> she asks if i like her Cock. I awnser yes, ask her if she sees something she likes, she takes my cock in her hand, and licks the back of my balls to my butthole.
> incredible good feeling, she says she likes my shaven ass
> (i shave because im very /fit/, for hygiëne)
> she does this for a few minutes
> her Cock is limp and she want to be fucked
> she takes a condom and puts it on my Cock with her mouth
> fuck her in all positions, shes very tight. Doggy fits best.
> her Cock is huge now, leaking cum like crazy
> after 30 min wants me to stop, she licks my balls and asshole again
> she says shes horny for my ass from licking in.
> i got super slutty from her licking so i allow her, she takes her condom, lubes it well, lubes my ass and slowly goes in
> here i am, legs spread wide, big femine Cock in my ass.
> feel her big balls against my ass. I just keep feeling them. She notices and goes balls deep everytime.
> she starts talking dirty, "you like sluts with big nuts?". Starts refering to my ass with pussy.
> we do all positions, feeling great. I feel something building up. Im leaking like crazy.
> we switch to doggy and she starts fucking fast and deep. Feel like im about to cum, tell her.
> she pushes my ass down grabs my neck and puts her Cock in all the way a few times and grabs me tight.
> i cum buckets. My balls just shrunk with 50%
> she releases me and pushes me back, cock still leaking.
> she cums, feel her Cock filling the condom
> she pulls out, shows her condom. Completly filled. Never saw that much
> she takes my condom off and says i can fill one next time i fuck her " pussy ass"
>>8520787
>I'm glad you scumfuckers catch shit so often to make your lives more miserable, you deserve it.
>Next time go through with it and catch the bug, and die off. Thanks
Glad you took time off from your bible study to go thru a GAY SEX FORUM WITH A FINE-TOOTHED COMB.
We all know why you're here. Your shouts of denial are deafening.
Emailing back and forth with a guy now. He's 6'2" 200 7" so he'll make me feel small. He's going to make me wear panties. I'm so excited!
Any stories of you guys being tops?
Bottoms are all fags desu
>>8521336
pretty good logic tbqh senpai
>>8509087
why is this disgusting garbage allowed
>>8514862
LMAO
>>8523524
i live in the PH and there are gay/shemale EVERYWHERE
>Be me, about 18 months ago
>Browsing facebook wondering what's going on in their lives
>Everyone is boring including me
>Old school associate announces he's a she
>Changes name, posts pictures dressed as a girl
>Post comment "fake clearly your long lost sister, seriously congrats Gemma, can I call you GemGem? xD"
>Get private message and start to chat for a few days
>Drift away
>4 months ago post another comment and start to chat again
>She's seriously hot now, at least with photoshop
>Meet up, the angles don't lie
>Lives 100 miles away
>Fuck 6 times
>At that awkward stage where she's not my girlfriend but she's stayed over for the weekend and vice versa.
>100 miles is a long way
What do?
>>8526961
In the what ?
>>8514313
Fucking kek, the crustacean part fucking got me you brilliant mother fucker.
>>8513042
>scared of friends finding out
get new friends
>>8523524
Ok if somebody wants to help me with this I'll post the story of me sucking cock when I was 12 years old.
No cl in England, any good alternatives. Be 21 want to suck my first cock, don't know where to look for cock without coming out about it
>>8528002
http://london.craigslist.co.uk/ there's a uk craiglist for most major cities, just look under personals->casual encounters
>>8522264
Post the video, so we can all jack off on your face, slut.
>27yo neet loser living with parents
>Occasionally get urges but usually ignore/suppress them with porn
>eventually crack, post photos on adam4adam etc
>older guy hits me up kinda aggressively
>explain ive never done anything before, says its fine, tells me to make sure im clean
>he picks me up and takes me back to his hotel room (from out of state i guess)
>start things off with kissing and begin to undress each other
>has me lay face down on the bed, spreads my legs as far as I comfortably could
>spends a good 4 or 5 minutes licking my asshole, felt fucking amazing
>rolls me over and tries to blows me but i just could not get hard no matter what I did
>i'm on my stomach again and hes laying on top of me with his cock against my asshole
>asks me if I want it, say no because no condom and no lube and I know how tight my asshole can be
>wind up giving him a really shitty blowjob to completion, swallowed his cum
>laid together afterwards and then he drove me home
For a first time it was okay. I never really felt anything for him. Sucking dick seems like hard work but I think I have a small mouth or something and while his dick wasnt long it was pretty thick.
I don't know if I'll ever do anything gay again, I get urges now and then but then I remind myself of the reality of it all.
>be 29 and bi
>always had the urge to use a dating/hookup app but felt wasn't attactive
>into chubby guys and I find a place
>one night just said "fuck it" and take a selfie, make a profile, and post my selfie
>within days I'm getting responses (mostly from older guys)
>get hit up by a nice looking guy
>tells me he'll be in my state for the next couple of days
>sends me pics and I want to meet up
>day gets closer to meeting him
>I make sure I'm all good to meeting him
>he tells me he'll be running late
>I get worried, but tell him I'm coming anyway
>he says it's fine
>thinking this might be a bust I stop and check in on him every 15 mins while driving there
>says he'll be ready and he's getting the stuff
>realize I probably came off harsh and apologize
>he says he still wants to do this
>get to the hotel
>he's still not ready so I wait
>20 mins later, tells me to come up
>I get to his room and he's wearing nothing but a towel
>body looked good, but was older than I thought
>didn't care and he took off his towel
>I started to undress myself and we cuddle for a bit naked
>start kissing heavily
>he starts sucking me off
>felt odd at first and hurt a bit at times
>thinking he's rusty since he hasnt done anything like this in a while
>he gets me close to cumming, I tell him to stop
>I start to go down on him
>he's not that big so it was easy taking him all in
>only sucked dick once and it wasn't for long
>this time I went all in
>he thought I was a pro
>after 5 mins, he tells me to stop or he'll cum
>I wanted him to, but he says he'll be not in the mood for any more fun
>he has me sit on his face
>he starts rimming me
>it's ok, but then he starts probing my ass
>dont know what to think, but let him anyway
>I start jerking it
>I get close
>he wants to swollow my load
>I get to his mouth and let him have it all
>he nearly chokes on my cum and says it was a lot to take
>rest for a bit
>he tries to revive me, but I dont that quickly
>I want to rim him now
cont...
>>8530010
resuming....
>he presents his ass to me
>it's so big and I start to get hard again
>he tells me he cleaned it out really well
>I find some tissue scraps on his ass
>doesn't phase me as I just take a towel and remove them
>I go in
>ass is really good
>I couldn't help myself as I kept going
>can spend a good 10 mins just rimming if it's good
>he's loving my tongue
>I tell him I'm ready to fuck
>he seems a bit reluctant after he's seen my cock
>he gets himself into position anyway
>I put on a condom and lube myself and his ass real good
>I stick it in nice and slow
>he's tight, but it's to be expected
>can't really get a good position for myself and footing, but work it anyway
>I finally get it all in
>I make sure he's ok with this
>tells me to fuck him
>I fuck him slowly and then speed up after awhile
>he's enjoying it and calling me sir (always weirds me out when older guys do that)
>after awhile, I want to try another position
>we switch to other positions and get a good feel for them
>some work, some dont
>after 20 mins of fucking, he asks me if I'm close
>I wouldn't be since I came once already and something else I found out about myself recently
>I realize he might be tired
>I then fuck him for a bit longer and pull out
>his hole is so wet and dripping
>take the condom off and jerk off
>I spray the side of his ass with my load
>we go clean up and he tells me it was really good
>we cuddle and kiss and he tells me he's also bi with a wife and kid
>realize what time it is and I get ready to leave
>say out goodbyes and head home
that was back in december and I miss his ass :(
I have more stories if anyone is interested
>meet up with a CD from CL
>sucks my dick it's great
>tell him to get on my bed doggystyle im gunna fuck that hole
>lube up my fingers and slide them in
>feel something, it's shit
>pull out my fingers, no shit on them thank god
>but the smell of shit rapes my nose, i can't take it
>dick instantly deflates and even shrivels up (like i was just swimming in a cold pool)
>make up a lie that I came by accident and he leaves
damn wtf if you're a bottom and you know you're gunna get fucked in the ass you can at least stick a finger in at home and make sure there is no shit in the chamber
>>8530112
I got two guys who I know always got a clean ass (and both let me go in raw), but anyone new I wear a condom regardless if they tell me they are ddf and such. Dont want shitdick
>>8521141
youre fucking cute as hell. i have no words of wisdom to offer you, only my faggoty lust
>met this dude who's ad perfectly described me
>he picked me up and we went walking down this bike trail looking for somewhere private
>got kind of annoying with how much he kept texting me everyday
>we walked off the trail into this open field
>he pulled down my pants and told me to fuck his face
>my first sexual encounter
>we kept switching positions because i was getting crazy cramps in my thighs from standing up beccause im 6'4
>he kept telling me how much he loved my cock and how it was too big for his throat.
>blush a little since ive always thought my dick was smaller even though its 7in.
>38 minutes of awkward blowjob then he gave up and jerked off really fast and a little drop got on my pants and i licked it offf
>he was working up a sweat and drooling everywhere
>disappointed with myself because i couldnt nut
>i never expected to have this much stamina
>realized its probably cuz im to desensitized from constanly using onaholes and tengas.
>when im high i can go for hours just pounding it against the edge of my bed
>its a blessing and a curse
>Be me at 20
>Meet up with a really hot cuban trans on craigslist looking to "fool around"
>sketchy as fuck
>Fuckitwhynot
>Get there, and she's way hotter in person
>we make out after a bit
>Puts my hand on her bulge
>Holy shit it's way bigger than mine
>Takes it out
>"now suck it"
>I get on my knees and go for it
>I'm loving every second
>All of the sudden "i need some ass babe"
>Never done it before
>Panic
>"Okay?"
>She lubes up
>I'm naked on top riding her
>Holy shit it hurts
>10 minutes later I'm on my back, she's pushing my legs past my head and fucking the shit outta me
>Feels amazing, barely any pain
>i cum and some lands on my face
>She pulls out, rips off condom
>Gives me a facial
>I swallow what I can
>We cuddle for about an hour
>I give her another bj
>We shower
>She fingers me and jerks me off in the shower
>I leave a whole new man
It was honestly the best ever. I don't even know her name.
>>8530507
>7in.
I don't think I've ever had a top bigger than 7" and that includes black, white, asian, and latino guys.
>>8509087
https://www.zeemaps.com/map?group=1128712
post your location here with a throwaway email or kik
>Really likes the idea of sucking off a beautiful cock
>Creates an Ad on CL and/or replies to Ads
>Sees cock and drools over it
>Sees guys face on ad or as they wait outside for me
>Immediate regret and turns back
So what am I supposed to do? I'm really attracted to women and while a strapon is fun, there's no way it's the same as the real thing.
Seeing the guy's face is more than a turn off for me
I can't find and will probably not find a transsexual/tranny (let alone one that is dominant) anywhere near me to meet
What the fuck do I do?
>>8531121
don't look at the guy
>>8514313
Never laughed that hard with a dick in my hand
>>8509092
Sauce?
Just finished rinsing my ass for a guy. Will be my first time. I didn't eat at all yesterday except a toast and some ice cream, and did a pretty deep enema now, so I think I got that under control.
He's not that handsome, but athletic and a nice uncut cock. And he seems really hyped to give me a handsfree orgasm, so I think this will be good.
>>8531966
Good luck. Think he might let you record anything?
>>8515827
>ass was sore for days after
You're not doing it right.
>>8514921
m8 that doesn't work in court. So what does he say? That he caved in to peer pressure after a 14 year old begged for the D?
He's the adult in the situation and needs to be the one to say fuckoff to an underage dumbass. And supposing that maybe he was afraid of the kid spiting him by making rape allegations, he had the logs to backup that he thought he was talking to an 18 year old
I agree that the 14 year old did initiate the situation and ruined a poor guys life. But the adult should have thought it through and rejected the kid.
>>8520787
>Rage against faggots, preach about porn
>surfing a gay porn thread
>surfing on 4chan for porn
Self hate is just as unhealthy my friend. Get help.
>>8530932
man I'm jealous, I really want to meet and fuck with a trans :(
>>8531973
I'm back. And not that into getting recorded myself. I'm gonna try greentext, but I suck at it.
>Wake up at 11am, appointment at 3pm
>Haven't eaten all day yesterday, kinda starving
>Go to toilet, rinse.
>Get in bed, put a couple of fingers in there to get in the mood and check
>Still something there
>Back to toilet, rinse again
>Emptyasasuicidalteenager.gif
>Take a shower, get dressed, leave home
>On subway, not that nervous, which is weird
>Walk up to entrance, apartment building
>Door doesn't work, he comes down to open
Cont.
>>8532714
Damn, this takes time.
>He looks a bit different from the photo he sent.
>A bit larger, probably gained some weight, but nicer looking face, so its okay
>He's nice but kinda awkward
>He run up to the 3rd floor, I follow him
>Could have heard his heavy breathing miles away
>Get inside this really fucking small apartment
>I don't care.
>Small talk a minute, move to his bed
>Go to bathroom to check if everything is okay still
cont.
>>8532722
>get out of bathroom, he's lying in the bed
>Grabs my croch
>We kinda agreed that I was going to get fucked, kinda annoying
>anyway, get undressed.
>He has a thicker dick than expected, but it was almost limp
>He's wearing a cockring of steel
>Kinda wanna ask him if I can suck it
>Don't dare
>Get on all four, he positions himself behind me
>Asks if I want to go straight to dick
>Feel his dick right by my hole
>Get hard, this gon be gud
>Make him lick my asshole first
>Start outside, suddenly dipps tongue inside
>Feelsgood.webm
>He keeps asking if I like it
>Fuck yes
>I'm smooth shaven I might add
>After a bit of lickaroo he stops
>I'm ready
cont.
>>8532745
>He wants to stick it in, I want a some fingers first
>He puts one in and goes directly at the prostate
>Realised that all the time I have used a dildo I have never hit the prostate properly
>Feels good but kinda weird
>Keeps the pressure on the prostate, removes the finger and inserts two
>Stretchy as a rubber band, no problem
>Removes them and kinda pushes my back down and ass up
>Spreads my legs with his own
>I love being dominated, no worries anymore
>He puts on condom, seems like its hard because he's limp
>I don't care, just want the D
>He rests it on my hole and asks me if I'm ready
>goahead.img
>Pushes it in, his entire lenght at once
>Feels really good until he's balls deep
>Like he's hitting something far in my ass
>His dick won't go past that point
>He starts to fuck me slow, but picks up pace pretty fast
>Feels nice, but not amazing
>And he keeps hitting that wall
>Ask him to go less deep
>He stops a little, but go deep again
>What
>Bear with it, starts to feel better
>Completely lay my chest on the bed and hold the blanket tightly in my hands with ass up
>Hear him starting to breathe heavily and stroke my back a bit
>Start touching my dick, annoyed but I let it happen
cont.
>>8532768
>Not gonna cum from anal today anyway
>He asks if I want to change pos
>Go to the side, he behind me and me with right leg up
>Feeling kinda sexy, me likey
>He holds my leg, fuck me and jerk me off at the same time
>Gets kinda uncomfortable, slightly roll to the side so I end up on my back
>He graps my thighs and pushes them back against bed and fucks me hard
>Things are really starting to feel good
>He have stopped touching my dick, feel my prostate being hammered
>If he had done this for 10 min straight I might have had an HFO
>Starts touching dick again
>Whatever.jpeg
>Kinda loses rythm
>Lose my O
>get bored and start jerking myself off while getting plown just to get finished
>Love the idea of being fucked like this though
>Feel an orgasm getting closer, I tell him
>Starts pounding my ass really hard, no pain
>Feels kinda awesome, but not that awesome
>Jerk harder, start orgasming
>I cum and shot a load over my chest, he stops plowing
>Little dis he know that I didn't have an orgasm yet
>Jerk it fast, suddenly a little extra orgasm in my orgasm
>That was actually pretty good
>He unmounts me, ask if he came
>Nope
>Kinda awkward, but heck, I had an okay time
>Get in shower, get dressed, talk a bit
>He's suddenly awkward as fuck, doesn't maintain eyecontact
>Did he want my dick?
>Don't know
>Leave, go to a local coffe shop, buy some buns and a banana and strawberry kinda drink
>get home, write this at 4:15pm
All in all, I'm happy the way it went.
At least I wasn't raped, or got fucked by some ultra creepy guy.
Next time I'm going to find a gut who I really feel a connection too, and maybe get a regular.
If you have any questions, just go ahead.
>>8532818
Might also add that I've felt that "wall" before.
Haven't gotten any dildo past that point before.
Anyone know what this is? It kinda hurts when hit.
Anyway, hope you enjoyed.
Gonna keep posting stories if I have something to tell.
>>8532852
I actually have another story when I think about it, if anyone is interested. Was with a guy who enjoyed using makeup.
does anyone know the name of a black guy on xhamster or something that likes to fuck white boys ?
>>8516519
Diamonds
>tfw you're a 6'5 muscular army guy that just wants to fuck sissies and traps
>but can't seem to find any
Did fucking or sucking your first guy make you give up on girls?
>doing anal play since I am 12 years old
>started with fingers and pencils
>ended with soda bottles and eggplants
>finally 18 years old
>put up CL, looking for someone with a giant dick
>found a guy in the next city
>fuck yes don't have to worry about anyone knowing me
>we meet up
>according to his pics he should be huge
>we go to his apartment
>unsceremoniusly drops his pants the moment we enter it
>want to laugh but he actually is pretty big
>makes me suck his dick
>not too excited about that but w/e
>he wants to get lube
>get out a muffled "no just do it"
>while I say that I shit out a zucchini I had inside me for the last 2 hours
>he looks confused but goes for it anyway
>fuck yes I have waited so long for this
>he jams his dick in
>keeps pumping me for like one minute
>cums
>not too sure what to think, kind of nice I guess?
>"damn you are loose"
>yep that's it, guess I broke my asshole
>order a dragon dildo the same day
What a cruel joke of fate
>>8514313
I love you anon.
>>8533850
why do i have a boner ?
>be 18
cont?
>first semester of college
>never been fucked by a guy
>really want to take a big cock
>on grinder chatting all day, swapping pics
>start talking to guy who claims to be hung
>won't send pics but i trust him, agree to come over
>get to his house and its awkward, we talk for a but in his room
>i stand up and he touches me and we start to make out.
> clothes start to come off
>I touch his ass and he grabs mine
>i feel his hard cock against me, he is very hung
>i grab it and sloppily suck it for a few seconds and he has me stop
>think my teeth were hurting him, too big for my first time, maybe 8-9 inches?
>he puts me on the bed and starts sucking me off then rolls me onto my back and eats my ass
>feels amazing, i'm moaning and his facial hair tickles my hole
>I'm anxious to get fucked
>he pushes me further onto the bed, I ask if he wants to fuck me
>he's surprised at how eager i seem, grabs lube and starts lubing up my ass and his cock
>I ask if he has a condom, he says he's clean as of some date
>good enough fo me i want it raw anyway
>starts pushing in gently.. i can't believe i'm taking a cock
> starts slow and i jerk myself off as he goes deeper
>then he starts fucking me really hard i cant stop saying oh fuck and moaning
>forces my legs above my head and goes crazy on me. it hurts but i love it so much
> the rest is sortof a blur
> we did some doggy but it really hurt when he went hard
>i tried riding him but was too out of it from being fucked to ride him well
>he put me on my back and started sucking my cock which had gone fairly soft
> makes me get hard and start to approach orgasm
>he slides back in me at just the right moment and really pushes me over the edge. I cum all over myself and him.
>don't think he came
>could have been 10 mins
>could have been 2 hours
>amazing sensation that i haven't felt since
> I shower alone and awkwardly leave
>driving home my ass feels very open and I can't believe what just happened
Not craigslist but a good time
>>8524156
Allow me to derail the thread...
>she
>>8534697
Never fuck without condom
>>8534697
get tested
So i have this fetish where I want to lay down on a massage table and just get my hole worked / milked. The wife is pretty ok with doing butt stuff but its never to the extent I'd want it (more fingers, fisting, a cock etc.)
Anyone ever have any successful encounters on CL or Fetlife or anything? Not a dom / sub type situation I just want uninterrupted ass play.
>>8527181
post pics
>>8520752
Where in NJ?
>>8533850
>while I say that I shit out a zucchini I had inside me for the last 2 hours
fucking kek
>>8532852
Like 99% sure thats where the colon bangs a right angle, happens to me too unless I prep with some deep anal toys.
>>8531023
7in is already really big man
Any advice on getting into this? I want to dive into this scene but I'm worried it's just going to be doctored pictures and old dudes going for my cock all the time. There's a place nearby with gloryholes, too, but I don't really know anything about "gloryhole etiquette"
>>8516427
>Saw the same guy like 5 months later, accidentally answered his ad again
Been there, done that. But I didn't realize till I was at his place.
>>8514313
Yeah I'm hard from this.
Serious question- what about hemrrhoids?
>>8527181
Date her anon. Keep her close.
>>8536084
Literally. Just google gloryhole etiquette
>be me 24
>it's been awhile and I just need the taste of cock again.
>post ad on craigslist
>"sub bottom for your pleasure"
>responses come in, but one stands out
>"7in of fun" and it's a delicious looking black, cut(sadly) cock
>he's only 19 though...
>decide fuck it and respond
>invites me over that night, but end up not being able to make it
>start chatting more, send him a picture of my perma-plugged ass
>I get a vid of him jacking his beautiful cock, and a pic of it peeking at me hnnnggg
>get in the shower and start fucking myself, hard, fast, and deep
>feelsgooood.webm
>have a few small orgasms over the next hour
>drained and with tired arms, I plugged myself back up and brought myself to cum
>tastesgood.jpg
>I start calling him sir
>"Dress up in some panties when you come over" Yes sir.
>"What color panties, Sir?" Send me pics so I can choose.
>"Yes sir."
>I send him pics in pink boyshorts, black boyshorts, black bikini, and my purple crotchless panties.
>he picks the pink boyshorts as his fave
At this point I disappeared for a bit, because life.
>apologize for making him wait, and promise to make it up to him
>"Be sure your ass is nice and smooth and stretched for me" Yes, Sir. I'll shave for you.
>"Video yourself playing with your plug for me"
>can't really get a good angle
>"Sorry sir, I tried. I'll get you something ASAP"
>"You better" Yes sir
>"I'm going to bed now" Good night, Sir. Talk to you tomorrow.
And that's where we are now. I'm going over to Sir's house tonight to offcicially become his. Will continue when I can.
I get turned on the idea of being a submissive cockslut but I'm not sexually attracted to men.
Probably sounds stupid but every time I see their face I get turned off.
Gay porn doesn't do anything for me either/can't get hard on it.
>live in L.A.
>tons of brown and black cock around me
>too scared to get my virgin ass fucked
how did you guys get the courage to go thru with it?
> be 18-19 years old
> find out about craigslist while trying to buy pokemon cards
> get horny seeing all of the NSA posts
> make my own post, since I'm a bit of a sissy and always wanted to get plowed
> talk to some older guy
> get all pretty and go to his house
> dude's old and smelled like cigarettes
> sucked dudes dick, he came in my mouth
> wanted to fuck my ass, but I was nervous
> offered me $20
> got fucked in the ass, he came inside me after like 3 minutes.
> I took the money, got dressed and went to use to the bathroom
> On the way there, I notice a picture on the mantle
> He is the dad of one of my good friends in high school
> ended up getting fucked by this guy several times over a couple of months.
>>8531028
Just emailed a trap there. Hoping for the best.
>>8537584
Hot. I wish I'd been able to do thatat such a young age.
I just came back from my first meeting with a guy, I was too tight for it to go in but gagging on his dick was great, fairly sized as well
>>8537237
quit giving a fuck like eating a weird food just try a you'll know if you like it
>17, pretty feminine features but thick legs + butt and wide hips
>secret crush on best friend, want to see if he feels the same
>go to halloween party as a "drag queen" (I borrowed some clothes from a friend, had her do my makeup really well)
>meet with friend, we laugh at the costumes and just chat
>later we're pretty drunk and alone, chat about more private stuff, move closer to him
>goes on for about 30 minutes, we're both getting even more drunk
>start getting really cold in my dress, ask if he has a jacket
>passes me one up, I laugh and say that we're like a couple
>he laughs too, we're really close now
Continue?
>>8538194
Of course
>>8527732
This.
Find friends who aren't assholes, I personally don't care what gender someone is, I can be fucked by a guy or fuck a girl or vice versa.
>>8515007
Why are you in a gay thread then? Fuck off back to your containment board or come out of the closet.
>>8537853
Thanks!
I went through a crazy sissy fag phase in my late teens, and early 20's.
Got a lot of other hook-up stories, that I can post if there's some interest. :)
Maybe I can post a picture or two, as well. Sorry, I don't have any webms or gifs. :(
>>8538194
>>8538196
Ok
>I touch his leg, stroking his thigh
>He immediately grabs me and pulls me in to kiss
>He pushes me on to my back (we were sitting on a bench outside), I start to take off his pants
>His cock pops out his boxers, I stroke it
>Calls me a slut, nibbles my ear as i stroke more
>He says we should go back to his and fuck hard
>I agree, we leave and walk to his
>>8521141
You're cute as fuck
wood date and supply with clothing/makeup
>>8514581
Your prostate isn't "deep" inside you, faggot
>about 6 years ago having a shit sex life so I decide I want to suck dick and maybe more
>post ads to CL, start talking to a guy that has an office in a hotel room
>sends me pics, good looking and a huge cock.
>finally get nerve up to see him. I find his room door is open just a little. a security guard is next to the room.
>I think the show must be starting and I'm the star
> he's a nice guy. asks me how we should start. I ask him to sit in the chair he has and take his pants down.
> huge cock. instantly hard. I start sucking him. All fear goes out the door. I lick up his shaft, suck his balls and suck his cock hard and long.
>he groans, yells out my fake name I gave him, stands up and starts face fucking me. I love it.
>I ask him to fuck my ass. He says he'd love to.
>fingers me, puts on a condom and just plows into me. the pain is terrible. his cock is huge.
>He pounds me for a half hour. pinches my nipples, calls me a slut, slaps my ass red.
>i'm whimpering begging him to come. Finally he busts a nut inside me. his legs start spasming like crazy.
>Gets off me, walks to the bathroom and throws condom in toilet.
>I'm still on the floor. Dripping with sweat, ass in the air.
>he sits down in his office chair and tells me to get the fuck out of his office.
>I get up and leave, never see him again
Not into any of these webms. But dick is attractive. Hm
>>8537237
story?
>>8538423
I have a friend who eventually came out of the closet and did some drag. I regret that we never did anything, but he couldn't keep secrets for shit and it would have ruined the rest of our time at college. :(
>tfw 6'5" lifter too big to be a sissy
>>8514313
Well played.
>live in middle of no-where one hour from three different cities in different directions
>if I want cock need to drive an hour
>always sober up from cocklust on the long drive and don't hook up
suffering
>>8511773
yeah uh source needed over here
bunch of faggots hope u all get aids
>be me 17 years old confused curious fag
>tried out various stuff up my butt
>finally ready for a real cock
>30 years old guy messages me
>tell him i'm a virgin
>he agrees
>we meet
>nervous af, almost decided to not do it
>he arrives and i hop in his car
>he starts to smalltalk shit
>i ask him where we go, he says he's a trucker and we can do it in his truck
>starting to get real doubt about it
>but since i'm already in his car i decide to go for it
>we arrive, he starts kissing me, i kinda get horny finally
>he pulls out his cock
>first time i touched another mans cock and god it felt good
>starting to suck his cock
>he brought some lube with him, starts sticking his fingers in my ass
>feels unpleasant
>he got hard af and wants to fuck me finally
>i tell him to go slow
>he pushes his cock against my butt
>i feel every inch of it
>finally is in
>i tell him to pull out
>he says i have to relax and doesn't pull out
>it starts to feel less painful
>he's at medium fucking speed
>i kinda get used to it but still trying to resist
>as he gets faster and faster i constantly tell him to slow down but he doesn't
>get rekt
>finally starts to feel good
>takes him ages to cum
>every time he pulled out i farted lube out
>he cums inside my ass
>that was the moment i became a faggot
>now i'm 23 years old and still suck cock
>thanks obama
I'm in the bay area. Should I check out sf jacks?
>>8539358
Awesome way to get broken in. Do you still have sex with girls too?
>>8538380
Post em.
>>8512129
A wild idiot appears!
>Be in PA
>Get curious, start posting on CL
>Get a guy to meet me at a hotel
>We start talking, I admit to him I hadn't been with another man before.
>We get in the shower together, he calms me down by kissing me and making lots of physical contact
>I get super aroused, get on my knees and start sucking his dick in the shower until he cums in my mouth
>We get back into the main room, I start sucking him off to get him hard again
>Lube up, get straight to it
>First doggy style, then missionary
Continue?
>>8540253
Where in PA?
Just happened a few minutes ago, still horny about it
> be me 20
> being in the sissy thing for years
> went to coco.fr, french chat for fags like me
> find some guy who wants to sissify me and all
> 28, a bit athletic
> tells him I don't got anything to wear
> says he has strings, wigs and stuff
> ohfkyes.jpg
> tells him to come to my place we'll do it in his car near my house (lost place in southern france)
> he comes
> ohshitisthisniggasserious.gif
> afraid at first, I'm not used to meet random guys from websites (I was pretty much vigin)
> come out of my house, go to his car and drive to a quiet place
> he pulls out his bag and tells me to get dressed while he ends his blunt outside
> get dressed and immediatly gets diamonds
> luckily dick's small (5 inches)
> he left me a brown wig, a string a slim black dress and stockings
Cont ?
String = thong, forgot it, it's late and I'm high af
>>8540438
No.
>post ad on craigslist in my town
>guy agrees to meet up
>guy chickens out at the last minute
>visit another town across the country
>post same ad
>doesn't show up in the search results
>craigslist probably thinks it's spam because I used the same pics
I just want to get fucked :(
>be me, 8 months ago
>been trying to look for a guy to experiment with for a while, had some bad experiences so want a good one
>moved to new, large city for school, started using grindr
>find 20 year old asian dude, about 5'10-11, in pretty good shape
>im middle eastern, 6'1, average shape
>we talk on grindr, the usual "What do you wanna do..?"
>decide to meet up, he says to meet him in a bathroom in one of the buildings
>middle of the day
>fuckit
>head over there, he said hes already there
>reach the door and text him, he opens it immediatly and I get in really quick
>he locks the door and immediately grabs my cock, i grab his same
>i can feel it through his sweatpants, its pretty thick
>i pull down my pants and he pulls down his, both of us are hard as fuck
>he had a pretty nice, cut cock, about 5" but really thick
>mines uncut, about 6" and decently thick
>>8538704
To be honest, you're likely pretty much straight. It's probably the same effect as with tits; pretty much everyone loves titties. I love dick, but I love to just look at titties, too. Lol.
>>8540559
cont.
>we play with each others cocks for a bit in silence, he tries to kiss me but I push him off
>i just drop to my knees and lick the underside of his cock from base to head a couple times, really slowly
>I'd never felt so horny or slutty in my life
>he started moaning slowly as i started licking more of his cock
>i can feel his veins on my tongue and it only got me hornier
>slowly start playing with the head and then just push my lips over it
>his cock in my mouth made me so horny, I started to furiously jack off but had to stop
> i started to suck his cock as sloppily as I could, making sure that I got spit and drool all over it
>he started moaning and grabbed my head, pushing me on his cock, I grabbed his thighs and thrusted my face on it
>he pulled me off, saying that he didnt wanna come and tells me to stand up
>he drops to his knees and gives me a blowjob, it was decentm but not what I came for
>i tell him to lie down on top of me and we 69
>i could feel his cock choking me, tears were starting to well in my eyes from the pressure
>i felt like the ultimate slut, spit was started to dribble onto my chin and his cock was completely wet
>continue to suck hard, thrusting my head on his cock, his balls were pressing onto my forhead
>he was completely smooth and shaved and i could feel his warm balls pulsing as I sucked him off
>he slowly started sucking me harder and faster and I did the same
>>8540564
cont.
>he got off me and slowly moaned that he was gonna cum
>i started to suck hom from my knees, deepthroating his cock
>he started to cum, with slow moans and he forced my head on his dick
>i could feel hot cum hitting the back of my throat and sliding down
>i closed my eyes and enjoyed it
>he looked down at me and said "hit me up" and left
>i sat there for a minute, jacking off furiously until I almost came then stopped
>i got dressed and left, not wanting to cum there
>got to my room, and edged myself for the rest of the day to the thought of what happened
I have more stories if anyone wants
>>8538789
1v1 nergro edition
A hung black guy is coming to visit me in ten minutes. Will post story after.
