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Greentext first time getting fucked up the ass >Me, 16, tall

The stories and information posted here are artistic works of fiction and falsehood.
Only a fool would take anything posted here as fact.

Thread replies: 105
Thread images: 5

Greentext first time getting fucked up the ass

>Me, 16, tall fit
>Super fucking horny, haven't been laid in months
>Jerking it to porn got boring
>Decide want dick sucked
>Don't care by who
>Browse Craigslist
>Dude posts ad, just wants to suck
>Perfect
>Reply meet up
>Older dude, fit married, kids,
>Go to a private spot
>I drop my pants. 7in thick
>He immediately gets on his knees and starts sucking
>Feels fucking amazing
>Deep throating and sucking balls
>Tells me he wants to lick my ass
>No thanks bro keep sucking
>Blow a load in his throat
>Meet up a few times, blows me while he jerks off
>One day extra fucking horny
>He asks to lick my ass
>Yeah sure whatever
>Feels weird, not bad, just not as enjoyable as I thought it'd be
>Asks to fuck me
>Shows me his cock, solid 6in average thicc
>Hhhmmm sure bro
>Feel slight pressure on my asshole
>Then an awful ripping feeling
>Immediately feel my cock get rock fucking hard
>He's thrusting and grunting
>Kinda hurts, kinda feels good
>Compliments the tightness of my ass
>Makes sense, I'm sorta thin and worked out a lot
>Reaches around and starts jerking me off
>I cum in like a minute
>Amazing
>Tell him not to cum inside me
>He does
>Awkward ride back

We hooked up a bunch more, he fucked me on his wife's bed, daughter's bed, couch, outside, public places. Had a lot of fun with that guy. Never even knew his name. Always made sure I came, cool dude. Miss him.
Share your stories /b/
>>
>>726807128
Thats pretty gay
>>
Happy to know he didn't murder you
>>
lol so u gay?
>>
>>726808025
Its not gay if he didnt fuck him in the ass
>>
>>726807128
Are you gay or were just desperate like the rest of 4chan?
>>
Dude... ur gay
>>
>>726807909
I was honestly pretty scared. I brought a knife with me
>>726808280
Desperate, very much
>>726808353
Meh
>>
>>726808415
>desperate

Figures. I wonder how many anons took the same step as you did.
>>
>>726807128
>tfw no daddy to fuck me on his daughter's bed
>>
>>726808493
You ever take that plunge anon?
>>
>>726808415
>not actually gay

So what happens once you aren't desperate any more? Like does the fact that you got fucked replay in your head?
>>
>>726808642
2 steps away. Sense of shame and small shreads of dignity are stopping me.
>>
Man I'm bisexual but I've never actually been with a dude. I kinda wanna try getting fucked in the ass.
>>
>>726808705
I meann, sorta. I'll see something phallic or a friend will make a joke or something and I'll think about the time I got bent over a range rover but it's not like it bothers me. It was just something that happened idk.
>>726808775
If it's something you think you might enjoy then go for it, if you think you'll regret it then stick to your toys ;)
>>
I've gotten like 6? bj's from dudes off CL. I've also picked up pussy 3 times on there, granted one was like 40lbs over her pic. Jesus fuck though...


>POST CL AD LOOKING FOR PUSSY
>girl emails me
>turns out it's a chubby filipina girl
>we talk for a couple days and decide to meet up
>i drive over to her place
>nervously laughing we both go into her place
>she grabbed my dick and told me "wow you're thick"
>finally she takes her pants off and we about to do shit
>i feel out her pussy and it's probably the tightest fucking hole i've ever touched
>my penis is too large and I don't want to hurt the poor girl
>told her I couldn't get hard and apologized and left
>I really didn't know if she was a virgin or not that's how tight it was
>she called me the next day and realized my number is fake
>texting me mad because of that. I bet she would have gotten real attached....
>>
>>726807128
>craigslist hookup
>posted ad, "please cum fuk my fat ass"
>get response from persian dude
>late, drunk, high, fuckit - invite guy over
>tall muscular dark skinned euro guy
>he drops his shorts
>OMG huge donger, how will it fit??
>drop to my knees and start sucking
>he flips me over and spanks me HARD.
>do not..... DO WANT
>euro anon flips me over starts fingering my hole
>so horny now, need it, beg him to fuck me
>he slips it all the way in and i gasp
>tearing my virgin ass apart but soooo goood too
>i loosen up and he starts jackhammering away
>5 stars
>i cum all over the bed amd he keeps pounding away
>i cum twice more, then he really starts giving me the business
>slams deep in my ass making me cry as i feel his hot sticky load coat my insides
>ohgodfuckyes.mp3
he came over a few more times but noone has ever fucked me quite like euro anon.
>>
>>726807128

Craigslist story here we go...

>Be me 18 horny as fuck, haven't gotten laid in months
>Browse Craigslist
>See add by girl with daddy issues
>Wants spankings and to treat her like my daughter
>hmmmm not my thing but fuckit.jpg
>write up best get laid reply
>check email a reply
>not a bot, real woman and a pic
>Take a look. Nice 40's blonde big tits
>Score.png
>Talking back and forth.
>She says there is just one issue.
>"Oh shit she has a dick"
>What's the issue?
>She's in a wheelchair and has Cerebral Palsy
>Me, No problem.
>Meet up for a date goes well. Get back to her place.
>Give her the want she wants.
>Fuck all night, turns out one of the side effect of her condition is increase libido.
>Win

We are now engaged and I get laid multiple time a day.
>>
>>726808897
its the tits
>>
I....was that dude.

Ask me anything
>>
>22, browsing craigslist
>guy nearby wants bottom
>sure why not im down
>takes me over to his place
>make out a bit
>suck him off
>small asian dick, not sure he washed
>sucks me off and rims me
>ok im enjoying this
>wants to fuck me bare
>no thanks
>goes back to rimming
>tries again
>i give up and let him
>not great, tiny dick
>he cums in me
>i top him
>have to concentrate on cumming
>shower and leave

id probably do it again if i could find a bigger dick
>>
>>726808913
I think I'm as desperate as you and the guy is real near and about the same age.

Still might regret doing it.
>>
Is CL actually reliable for this stuff or is it mostly spam?
>>
>>726809501
For faggotry, yes.

For women, 98% spam.
>>
>>726808415
>>726808913
>>726809463
It's not desperation if you came.
I fucked a trap and it was mostly decent, but then I got blown by a twink and I could barely maintain my half boner.
So if a normal dude is blowing you and you cum, you are gay as fuck.
>>
I really want to try getting fucked in the ass. Just finding someone to do it is the problem.

Like for instance the last time I was talking to a dude on Grindr. Things were going well, conversation was shifting towards trading pictures and meeting up. This guy was older and a top. He then sends me a picture of his hairy ass cheeks telling me to eat daddy's ass. That shit turned me off so fucking quit I ended up blocking him on the spot because of how awkward I felt.
>>
>>726809615
>it's not gay if you're wearing a dress
>>
I need an answer, does this count as gay sex?

>be me 20, one year without gf or acceptable sex
>post on german kinda cl site
>"newbie wants first experience"
>just for fun I wrote "some cash would be nice"
>10 minutes later like 30 old, fat guys contacted me with text and dickpics
>answer some of them
>one with a good looking dick just said in third message "I can give you 100€"
>lel said yes
>meet with him
>stay awkward and naked in his bedroom
>he starts to kiss my body, touch my dick etc
>I just do nothing cause I dont know and felt it was kinda a bad idea
>Said I dont suck him. hes ok with that
>he started sucking me off, meh it was ok, I cum in his mouth
>his dick got hard now and he want to fuck me
>said only with condom
>he searched 10 mins for condom
>dick is weak again
>didnt get it hard again
>we talked for some time and then I went home

LEL got sucked off, didnt do anything and got 100€ - but Im not gay and never did it again.

Wasted 60€ on a hooker the next day, was def. better.
>>
>>726809238
Do you remember the burning stretching/ripping feeling? Amazing
>>726809463
Depends what you're attracted to, I like older/mature. Experience is nice, someone who doesn't cum in 5 minutes and only gives a shit about themselves getting off
>>726809501
Yes, Grindr is another great gay hookup setup
>>726809615
Bla Bla Bla
>>726809649
Just make clear what you're into..."I don't eat ass, I don't suck, I do kiss, etc.."
>>
>>726809841
Not Gay just awkward.
>>
>>726809841
You know, I wonder if some of those famous historical figures who were clearly socially retarded but had gay sex, were actually gay?
>>
>>726809705
Not my point really, traps are gay/too.
But if you orgasm when a dude, especially someone older as in OPs case, is blowing you, that is full gay. No way it's only desperation.
>>
>>726809841
That's up to you bro, if you want it to be gay then it's gay, if not then it's str8. Doesn't really matter if it's gay or not does it??
>>
>>726809874
>>>726809238 (You)
>Do you remember the burning stretching/ripping
like it was yesterday, i would have sworn he was tearing my insides open. his cock was massive and he was merciless and i loved every inch of it
>>
>>726809615
Even if you have to close your eyes and pretend some chick is sucking you?
>>
>>726809874
>Do you remember the burning stretching/ripping feeling? Amazing
i get that every time i take a shit. not so amazing.
>>
>>726809874
>Depends what you're attracted to, I like older/mature. Experience is nice, someone who doesn't cum in 5 minutes and only gives a shit about themselves getting off

Not really attracted to them. It's more if they're a similar age to me it's less awkward and we would be on the same page.
>>
>>726810145
>I swear if the dick is feminine it's not gay.
>>
>>726808168
Only if he said "no homo" before, otherwise it's so fucking gay
>>
>>726808025
OP didn't suck dick, he got his dick sucked

Therefore OP is not gay
>>
>>726809238
>persian dude
>euro guy
pick one
>>
>>726810582
more middle eastern than euro i guess, wasnt too sure about his ethnicity, it was dar and i was drunk lol
>>
>be me
>want to find a guy to do my kitchen
>find guy to do it
>message him for an hour
>Decide to meet up at his house to talk about plans and time frames
>show up at nice house, green lawn
>knock on door and big man bear opens up
>holyfuck.jpeg
>go inside and there's plastic all of the living room
>tells me to drop my pants
>what.png
>he told me I responded to his ad
>mfw the ad title was Hard-wood "Flooring"
>>
>>726809274
Is this a real thing? The increased libido I mean.
>>
>>726810156
>Why is it a problem?

Man, the majority of anons are not gay or even bisexual, they are so desperate for sex and attention that they're seeking it in the seediest places and situations.
>>
>>726810381
I get that, as long as everyone cums and has fun then that's what really matters :) Hope you decide to go through with it! Use a rubber anon
>>726810769
idk man you're going to tell me you didn't do some dumb shit when you were a teenager?? C'monn
>>
>>726810145
Dude are you really trying to justify your faggotry? You fucked a man in dress.

The fact we're on 4chan is literally the only reason you can make a statement like that. You'd get called a fag IRL, peope here won't even watch Moonlight cos it's gay.
>>
>>726811064
>idk man you're going to tell me you didn't do some dumb shit when you were a teenager?? C'monn

Having sex with a dude while being definitely straight is not something I'd classify as dumb shit you'd do as a teenager.

I think jerking off to porn when you discover it with other dudes is the closest you'd get and most people try to forget that.
>>
>>726810494
He got his dick sucked BY A MAN. Therefore he is gay. Especially because there was no mention in op's post of "no homo".
>>
>>726811064
>I get that, as long as everyone cums and has fun then that's what really matters :) Hope you decide to go through with it! Use a rubber anon

Don't do it anon, it'll haunt for the rest of your life.
>>
>>726807128

with anal it is better to give than receive.
>>
>>726811405
>
I think jerking off to porn when you discover it with other dudes is the closest you'd get and most people try to forget that.

I did this and then it escalated out if control, 69 reciprocation the whole thing.
>>
>>726812026
Personal preference, I like to give and receive
>>
>>726812085
Im so newfag I cant even greentext right.
>>
>>726811856
it doesn't haunt if you don't give a shit.
>>
>>726807128
http://www.urbandictionary.com/define.php?term=heteroflexible you
>>
>>726812485
More like jailhouse faggotry.
>>
>>726807128
Can you give a more detailed description of the time he fucked you?
>>
>>726812667
First time or..?
>>
>>726812733
Yes and describe the ass licking as well.
>>
>>726807128
I'd do it in in a zentai suit, less gay, more anonymous and it's like a bad dream if you didn't enjoy it.
>>
How does that shitty craiglist work? Is it like webpage from 1995 mcant even find trap adv.
>>
>>726813271
They'd be under t4m or m4t.
>>
>>726812900
Well he sorta just spun me around and pulled my cheeks apart and buried his face into my ass, it felt sorta weird at first because he was looking around for my hole, but once he found it he swirled his tongue around and pushed it inside...This went on for maybe 5 or 6 minutes. I think he must have been really horny because he spun me back around and his cock was already in his hand when I asked to see it. I sorta just touched it a little and he really liked that. Must have been a while for him. Then I bent back over and felt a slight pressure and stinging on my asshole. Then he pushed and I felt it inside me a little. Which honestly felt awesome, but it did sting, not like taking a shit either, like it was totally different. Highly stimulating. Then once I sorta realized I had his cock in me my cock got very very hard and I felt it grow like an inch. It was stretched so tight that it almost hurt. Then he just started pounding away, rough, but not hard enough that I'd make him stop. After a while it got a little dry and started to hurt so I made him spit on it some more.
>>
>>726813603
He had his hands on my hips the whole time and was like pulling me into him as well. Then he reached around and sorta pulled me into his cock by pulling his hand on my cock and jerked me off dry. Which was amazing because he was fucking me the whole time. After I came I told him he could do whatever he wanted to cum and he said ok. Then he went absolutely wild on my ass. Started fucking me really really hard. It honestly hurt so bad but I figured it'd only be another minute so I just bit my lip and let him go at it. After like 10 minutes of that I told him to stop for a minute and he said that he was almost there. I said "No stop" to which he didn't. I guess I sorta got raped?? But I could have honestly pushed him back if I really wanted to. I just sorta took it a little while longer and he said he was going to cum and smacked my ass a few times and was pulling my hair. I told him not to cum in me. I sorta felt him wiggle a little and I asked if he came and he said yea. It felt weird and warm but good. I was scared for a month after lol. On the car ride home I couldn't stop thinking about what happened, how sore every muscle in my body was from cumming so hard and the thought that I actually had another man's cock inside my asshole. Weird. a good experience nonetheless
>>
>>726812085
Well, unlike you, we all got insta-regret after and we weren't even jerking each other off.
>>
>>726813805
You said the first time, so thay wasn't your last? Did you stop doing it?
>>
>>726814041
Him and I fucked multiple times. I topped him a few times, didn't enjoy it as much but it was still nice. No I never really stopped doing it
But it was just sexual.
I guess what makes something gay is having emotion behind sex. otherwise it's just fun.
>>
>>726807128
>7 in thick

What kind of fucking chode do you have, anon?
>>
>>726814169
Did you let him cum inside you again?

I'd like moar please. Tell us about the second time he fucked you?
>>
>>726814169
>I guess what makes something gay is having emotion behind sex. otherwise it's just fun.

Putting a penis inside a man's ass is what makes it gay anon.
>>
>>726814501
Yeah, we talked about it and I became fine with it, it kinda started feeling good
Anything you wanna know just ask!
Second time: Was fun, we were in his house, I spent most of the time on my belly with him over me with his hands on my lower back pushing down to arch my back and pounding, I don't remember it as well but it was really nice because my cock was pushing against the soft bed when he thrust. I think I actually came from that which was really hot. He came inside me again. We had a threeway once with his friend which was a lot of fun
>>
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>>726807128
>>
>>726814847
>We had a threeway once with his friend which was a lot of fun

Deets. Also what do you do immediately after he cums inside?
>>
>tfw gay
>don't want to be gay

it's been bothering me since I was young. I've never been myself because of it...

shit sucks.
>>
>>726815123
I think it's the opposite for anons.
>>
>at dive bar
>thick but 7/10 woman gets flirty with
mehwhatever.jpg
>buy her drink
>she gets more flirty, groping me
>I squeeze her ass
>she leans in to rub tits on me
>seems good to go, so we get
>go back to her place
>She pulls up skirt
trannytime.jpg
>End up on my back, legs in the air like a cheep whore
>getting the dick watching
>watching her titties bounce as she fucks me
>she cums in minutes
felt good but over too soon
>>
this was about a year and a half ago

>be me, 22 and get new part time job while still finishing up school
>always had felt I was bi but never acted on it other than porn/fantasizing
>couple weeks in to my new job I find out a guy I work with is gay and has a crush on me (female coworker told me)
>he is older, in early 40s,tall and masculine and didn't really come across as gay
>female coworker who is friends with him says he talks about doing dirty shit to me when they are out drinking
>I am turned on and intrigued but too shy to really do anything
>he starts becoming really friendly too me, always stopping by my work area to chat and ask me stuff
>one night he starts texting me out of the blue, we chat for a little while but nothing comes of it
>about a week later we are texting back and forth again, he says he thinks I am really attractive and wants to sleep with me
>it is later on a friday night and I am horny so I start talking dirty back
>we text for an hour or so about how he wants to break me in and I want to try taking dick for the first time (he is a top)
>we agree that I will come to his house the next evening
>next evening comes, I get all cleaned up and head over to his apartment about 8
>he lets me in and we sit on the couch and drink some wine and bullshit for a little while
>once I was feeling a little more comfortable and he could tell he asked me to take his pants off for him
>>
Gay or PrisonGay.
There's a difference.
>>
>>726815063
His friend was a military man, very large, very strong and in shape. He hosted in his hotel room was in town on business I guess. Kind of a funny story actually. We started out with Gi Joe on his back sucking both our cocks and I played with his cock, which was very large tbh. I kept jerking him really fast and hard then stopping. He was loving it. Then I sucked Gi and noname guy sucked mine and Gi sucked noname, which was hot. Gi said he really wanted to fuck me, so I basically bent over and let them take turns with my lol. Idk I was really nervous and I was only 17. Didn't tell them though. I just said I was a little nervous so they gave me alcohol. which made the sex really good and relaxed me. Gi wanted it up the ass too which was ok with noname and me. Noname went first because he was smaller so I sucked Gi while he was getting fucked by noname and he came in my mouth which I was very not okay with so I spit it up everywhere. After he came Noname kept fucking and then I fucked him. After I did it for a little while he told me to stop and he was bleeding a little so he went to the bathroom and noname and I fucked. I rode him until he came then he just jerked me off. It was fun, but awkward afterward lol
>>
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>>726807128
your gay
>>
>>726815470
Go On anon. Tell me more!
>>
>>726815511
PrisonGay definitely, I was this close to fucking a very passable trap. Went outside, saw an average looking chick that seemed way hotter, checked my phone for the traps photos, trap looked nothing like a woman. Then I went through every trap/shemale I had on my phone and every one somehow changed to not passable. I went home and wondered what the fuck I was doing
>>
>>726815412
Damn I've never met a tranny at a bar, you're lucky
>>
Some back story before I begin. I have been teasing him for the last three days
like grabing his butt and sticking my ass up getting him horny, but not giving him
the release that he wants.

>Chilling with mates having fun
>Drinking getting buzzed but not shit faced
>Feel tired
>Decide to call it a night and sleep
>Go to bed
>BF joins me
>He starts spooning me
>He runs his hands over my body slowly
>Be horny AF and get really turned on by it, but ignore it
>Then he grabs my ass with a slight groan
>sends me over the edge can't take it any more
>Say to him I'm really horny, I want you inside me in a slow sexy voice
>He lubes up and slides in slowly feels AMAZING
>Feel every inch of him inside and now hard as a diamond
>Goes slowly for a few minutes
>Tell him to go harder and faster
>He obliges
>My face feels all hot and every bit of my body is tingling
>Now getting really close to climax
>Tell him to give me everything while panting like a bitch in heat
>Fucks me the hardest he has ever
>He's grunting with every pump
>Loving every second of it
>Everything starts to go blurry and getting hard to breath
>Can tell he's very close to releasing
>Say to him I want you to fill me up while gasping for air in between
>He goes even faster and harder than he did before
>In seconds he shoots every last bit of his hot love juice while still hammering away like a mad man
>On the last pump i came the hardest I've ever in my life
>Pulls his cock out and says I love you
>Turn around and say I love you too then kiss him
>Fall asleep in each others arms
>>
>>726816061
That's beautiful
>>
>>726807128
Sounds a bit like mt Craigslist experiences. One guy tried to convince me to let him fyck me bareback after some rimming, he was kinda pissed when I said no. Finished blowing me anyway and I didn't get killed or raped.
>>
>>726816193
Thank you.
>>
>>726816282
>rimming

Was it enjoyable, how do you prepare for that?
>>
>>726815470

>I am super nervous but horny, I scoot closer to him on the couch and unbuckle his belt
>I pull his pants down below his knees and out plops his thick 8" cock that is halfway hard already
>instantly grab a hold of it and start stroking him while sitting next to each other on the couch
>he gets rock hard in seconds, feels great/weird having some other guys big cock in my hand
>I continue to stroke and admire his cock and he starts kissing my neck and running his hands under my shirt
>he then kicks off his pants and shirt and tells me to get naked to
>I strip down and sit next to him again on the couch, we are both super into it now and he is running his hands all over my body and licking my chest
>I am rock hard to at this point also but I am like 5.5, he wasn't too interested in my dick though
>he then gets me on my knees in front of him on the couch and I start to lick and kiss his cock
>I remember tasty his precum and being super turned on, he encourage me to stroke my cock as I sucked him
>I spent about 15 minutes just sucking and licking all over his cock while he moaned in pleasure
>he then says he is ready to fuck me and says lets go to his bedroom
>I follow him into his room and he tells me to lay down on his bed while he grabs condoms and lube from his drawer
>he gets on the bed with me and has me start sucking his cock again, this time grabbing my head and face fucking me a little
>then he tells me to turn around and face my ass towards him
>I do as he says and he immediately starts groping and feeling all over me ass telling me how amazing it is
>soon he starts slapping his hard cock right on my hole and tells me to relax and get ready
>>
>>726810173
wow that's hella gay
>>726810582
wow clearly you have no idea how many middle easterners have immigrated to europe in the past 50 years.
>>
>>726807128
Considering the amount of faggots, traps and jailhouse faggots, why isn't their a 4chan gay orgy happening in places?
>>
>>726816593
..and that makes them European?
>>
>>726816619
There probably are, but just not being posted to 4chan. Also most aren't of age to browse the site thus probably making it harder to do so.
>>
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>>726816765
I believe he means born in Europe but with Persian descent.

i.e. my fried is from a Chinese family but was born and lives in Germany and refers to himself as Chinese German. So this guy was presumably Persian European.
>>
>>726816765
2nd/3rd generation count as european O guess. Though I'm sure only the 1st immigrants are gay like this.
>>
>>726816950
>underage b&

Talking about dudes in their 20s
>>
>>726816593
hahah yeah it is
>>
>>726816619
Isn't /soc/ a 4chan orgy?
>>
>>726817302
Honestly to those who are of age, my guess would be that's the fear of getting fuck over and not the good kind, when they do meet IRL.
>>
>>726817436
A gay one. Still beggars can't be choosers.
>>
>>726816513
Cmonnnnn
>>
>>726817436
Any (jailhouse) fag orgies in east london?
>>
I kinda want to be rimmed now.
>>
I want to be fucked
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I'm aware that Imgur.com will stop allowing adult images since 15th of May. I'm taking actions to backup as much data as possible.
Read more on this topic here - https://archived.moe/talk/thread/1694/


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