Thread 938354274

Back in the day, I would usually just meet up with Grindr dates at my apartment. It was student housing so random guys going in and out of the home wasn't a strange concept.

I have a decent judge of character so a lengthy text convo was enough to feel them out and see if they were crazy or not. I would invite them over and stash a camera in the closet so I have some jerk material for later.

A lot of the dudes were downlow too. Those were the best. They would let you suck them up for an hours. They would nut, reload and nut again. College really was a fun as they say.

Vid unrelated but this was pretty similar to my setup back in the day.

I grew up crossdressing so I would cum harder when I stroke myself. Nothing major, panties, stockings nylons.

Fast forward a few decades, I’m married and the wife asks to put makeup on me and wear some panties. I had never had makeup before and the sex was intense.
My wife started working nights, so one horned up night I started thinking about going all the way. Wig and makeup. Placed an order on Amazon and got fully dolled up. I looked like a different person.
I was so excited I posted my pic on CL personals. I got hundreds of emails.
Curiosity got the best of me. I ended up on my knees sucking the biggest white cock I’ve ever seen. I was hooked.
Wife knows I still Crossdress. She does not know I like sucking and fucking men. Rryj2

>>938354274 (OP)
First few handjobs I received were from a guy friend. I gave him a few too.

>>938354274 (OP)
Post any of the vids?

>>938354274 (OP)
2017 I was 18 and I met up with random guy off Craigslist right before they nuked the personal section and I upsidedown throat fucked him for like maybe an hour straight. I nutted all in his throat. I distinctively remember it smelling like lavender and thought wow this guy is really gay. Never saw him again and never did anything gay or even had sex until 2022 where I fucked a tranny for less than 5 minutes when I realized I had blood on my dick from their ass. Immediately wiped it off and left. I have no idea what's wrong with me. This whole time I could have been banging very hot girls. I'm good looking and before my mental illness onset I would get girls very easily. Once at the mall I kissed like 3 girls in one day. I had sex once in 2013 with girl. Never did it again. It's insane. I could have sex with the hottest gays but with women it's a lot of work. I've downloaded grindr. I'll receive dozens of messages of a simple profile picture of my stomach

>>938354274 (OP)
how is it possible that a stranger knows so much about you that you met? don't you think it would take a few hours before a stalker would gather enough information about you to have a good idea of what your schedule is?

>>938355564
If that’s your cock I wish I met you through Cl personals.

I’m this cd >>938354656

>>938355564
Felt amazing doing it. Only thing stopping me from having sex is STDs. Might have sex with a 45yo woman tomorrow. Let a tranny rim and suck me last week. Never doing that again. Been horny lately. Ill probably get over it. Was supposed to meet with another lady but idk. I just need everything to be very simple

>>938354274 (OP)
That I love super boyish women, but hate trannies. So lesbians or confused faggots is what I get stuck with.

Pic unrelated

>>938355657
I'm sure you would lol last week I made a tranny bust so fat by tongue kissing alone . I'm never doing anything like that again though with a guy. At least not one older than me

>>938354656
Fuck this is hot. One of the best parts about hooking up with guys is just how easy they are. No games to be played, just show up and get sucked.

Back in college, whenever I would break up with whichever girl I was seeing, I would go to Craigslist or adultfriendfinder and find a guy to fuck me silly. Would last about a month and then id be back to being straight for a while. Worked out well until I got into more serious relationships.

I sucked a dudes dick for $20 one time so I could buy a pack of smokes and get a beer. To be fair, I really like sucking cock.

>>938354274 (OP)
In middle school, I had constant gay sex with an older classmate the summer after be graduated. No anal penetration, but our mornings were filled with blowjobs, handjobs, grinding, and GameCube games in between

>>938355943
Sometimes it’s not. I had a couple guys fall for my CD persona. One started parking outside my place during normal hours. Not cool.

But for the most part yes. I’m still trying to find a regular side guy for once a month hookups. I’m only on doublelist, not going for grinder since you need to dl the app.
Need to stay as discrete as possible. Can’t have family finding the app on my DL history

I've gotten very close to using fags or troons to bust a nut.
I've been incel for pussy for over 20 years. Never had unpaid cunny.
Sadly, the feminine ones either aren't interested, can't accom, or are too far away.
The unwanted mascs want to bottom for me. Then there's the twinks who don't accom, or crossdress.
I'm basically prison gay. I need something vaguely feminine that I can pound while thinking of a woman, plus get oral service.
Even there, I am cockblocked. Meanwhile, not even old women will fuck me. Or they say they're interested, but ghost anyway.

>>938359540
>>938354656

Me dolled up, Would you let me swallow your load once a month?

>>938354274 (OP)
My only gay experience was one of the first times I got drunk and my neighbor's younger femboy cousin sucked my dick.

>>938354274 (OP)
I've been a little panty wearing cumslut since I was 9yrs old. Sucked my first cock at 14. Since then have sucked over 100 different cocks. I lived alone in my 20s and became a turbo slut....but all on the DL. Lived a normal chadlet life by day- dating and sexing girls....but became a little fucktoy for men at night. Im not quite as prolific anymore but no one in my day-today life has a clue.

>>938359876
Basically me once I accepted I was bi. But I didn’t become a closet whore till I was in my 30s

>>938360082
yeah that helps. I was always so enamored with girls that I knew I wasnt gay...but I did enjoy cocks and I loved things in my ass...and I loved pleasing dudes- especially bigger, older men. Its comfy to be on the floor between some man's legs and pleasing his cock until he feeds you.

>>938360204
Ha exactly the same. My 20-30s I was with so many women. My fem urges hit me about once a month. Where I crave the feeling of a thick cock

>>938354274 (OP)
Source?

I fucked a f2m trans guy in the ass
Sucked a cock in a parking lot, it was fun
I had my cock sucked in a makeshift glory hole
I gave a hj to a stranger

I am curious and discreet I don't get many chances to try

>>938359751
Would gladly finish in your ass and send you back to your wife filled

>>938354274 (OP)
HHHHNNNNNGGGHHHHH I FINNNA I FINNA NUTTT!!!!! HNNNGG NIGGAA!!

>>938360554
I’d love that tbh

>>938354274 (OP)
>College really was a fun as they say.

College: where I learned about Western Colonialization, German grammar and history, cellular division, and how to have sex.

>>938354274 (OP)
I screwed around with a legal teenager when I was 27. He has a bf now and I don't think it'd be wise to contact him again though

Is it just me or are male convulsive orgasms really hot? Just watching him completely lose control and shooting ropes turns me on.

>>938360595
Yeah i bet you would faggot. Luckly for you i love man hole . Married /taken man hole is the best to cum in

A few years ago, I was visiting NYC alone and remember sitting on a bench in Times Square, feeling an overwhelming loneliness and not knowing where to go to shake it off.

I needed an ego boost—as pathetic as that may sound—so I ended up going to Stonewall for drinks, partly because I’m fascinated by the historical significance of the place. While I was there, I got hit on pretty aggressively until a guy who was more laid-back invited me over to his table, probably because I looked like a lost puppy.

Throughout the night, we just talked about life, and he flirted with me, which surprised me because I actually enjoyed the attention.

By the end of the night, as things started slowing down, he invited me back to his place so I wouldn’t have to walk back to my Airbnb in Brooklyn alone. As you can probably guess, I ended up naked at his place, and we had fun—which was definitely not how I thought my night would go.

There were moments when I thought, “This is definitely not for me,” but since I was already naked, leaving abruptly felt awkward.

It’s not something I’d normally do, but whatever—right after, I left even more convinced of my devotion to women.

>>938361017
Come get it.

>>938359876
based

> be me, drunk at a bar in college
> go outside for a smoke, friends don't smoke so I tell them I'll meet them at home
> it's only a 5 min walk
> notice a colorful trap come out for a smoke too
> this is pretty normal here since we had a pretty big liberal arts program
> he's all dressed up as a girl and wearing a mask but I see right through it
> offer to light his cig
> he's pretty drunk but pulls down the mask and smiles
> we chat for a few and I ask if he was heading home, I'll walk him there so it's safe
> we hold hands on the walk
> get to his place and he brings me up
> as soon as we enter I start to unzip my pants
> he chuckles a little and says he knew what I was there for
> gets on his knees and grabs my cock and before putting it in his mouth says
"I need to warn you, I'm not what you think"
> pulls out his hard cock
> he is exactly what I thought
> grab the back of his head and push him on me
> he sucks like a fucking vaccum
> cum in his throat in maybe 2 minutes
> he cums all over the floor

didn't get his number but I saw him a few more times and we did it again a few time
Even went down on him a couple of times

I got my cock sucked by a bi dude we could have gone and smashed chick's together but I was far too ashamed

>>938360777
Lol i matched with one that didnt want to meet till their birthday to fuck. And told me they turned 18 that day. Freshly legal boy hole being filled in my bed

>>938361348
We didn't do anal, just jacked off together. Should have swapped head

>>938361137
I have a gf but knowing you have a wife makes my cock rock hard. Would love them to watch me top you

>>938361060
I love when guys experiment. Even if gay shit ends up not being their thing you know, you still left an impression on them.

>>938361467
Oh they fucked older men before me , I just happen to match with them on their 18th birthday week and was thier first legal cock

>>938361737
That's how it was for me. First few handjobs were from a guy. Felt pretty awesome at the time ngl, another hand on my dick. But as soon as girls started paying attention to me I never looked back.

>>938361828
Do you think you would ever do it again? Guys are just willing to do things girls aren't.

>>938362510
Never say never, I guess.

>>938355489
based

>>938362810
At the time it just felt like a natural progression from watching porn and jerking off together.

>>938362967
Classic origin story. When I was a younger I had a friend who would come over to my place after school. We rode on the same bus and both our parents were still at work by the time we got home. He would come over to game for a bit and of course we'd watch porn.

One time during a session, I told him that he takes too long to finish and we might get caught (we actually almost did.). I said he should just let me jerk it for him. We did this everyday for about a month until he moved away.

My only regret was being too chickenshit to blow him. At the time, I thought that was too much.

>>938363887
Yeah, no way was I gonna bring up blowjobs lol. I guess handjobs felt more normal because we were just doing what we already do to ourselves all the time.

I think we were both fascinated by the differences too. I was bigger than him. He actually precame (I didn't even know what that was at the time), so I would jerk him slow just to see it come out. Little did I know I was basically edging him by doing this, so when he came it would go flying lol. My cum was a lot thicker than his, which he was jealous of (looked like Peter North's, he said, lol).

Shared an apartment with my gay friend in college. Spent most nights chilling and watching TV while we did homework. After a few months, we're smoking a bowl and I'm playing the new God of War when he asks if he can admit something. I say sure and he asks if i realize how much of my cock he can see through my shorts. I guess they were thin enough that the outline was very obvious.
I'm embarrassed and get up to go change and he says its not a big deal since I've been doing so long anyway.

I keep playing my game and notice he's looking at me. He loads up another bowl and asks how long its been since I've had my dick sucked. I tell him its been a while and he offers to blow me on the DL. I'm stoned af and honestly super backed up so I let him suck me while I played God of War. Bro gave me insane head, taking my whole cock and then jerking me off while giving my balls attention. I tell him I'm going to cum and he swallows without effort.

We just ended up doing this as a routine during our evening hangs and it eventually led to me ass fucking him bareback a few times. Then we graduated and went our separate ways and I haven't done any gay shit since.

>>938354274 (OP)
Straight guy, but been on Grindr for a few months now to receive some quickie blowjobs. So far, 1 trans (had bottom surgery and everything) and 4 guys. It's been ok so far. Gay guys are pickier and sassier than woman, in my experience so far.

Purely a physical thing. I close my eyes, enjoy their mouth, get off and leave.

>>938367274
>A lengthy text convo was enough to feel them out
This right here is the key

>>938368358
Yep I feel em out for at least a week. It's worked well.

>>938367274
that sounds nice

I recently caved, drunk and horny on a night out, and let myself try an uncut cock. I was out with a friend and staying over at his place. We got drunk, sloppy drunk, and he went home and I left to get a taxi at midnight, but then I got a naughty thought. I could go back to the bar. I'm twinky, babyfaced, mid 20s, I could go back to the bar and experiment with a hot guy maybe. I sat in a bar, downloaded grindr and messaged everyone for pics and sat there vetting dick pics, until an older guy came over, mid 40s, and bought me a drink. He was cute, and I have a daddy thing, I let him buy me drinks and teased him. I got horny and asked to see his cock. He showed me under the table and I played with him a little with my hands until he was hard. He was uncut and it was pretty looking. It's the first cock I'd ever touched, apart from my own. I told him about my fantasy to submit, asked to try blowing him. He was excited and agreed to dom me. I needed to pee and remember telling him to get hard while I was gone imaging what he'd do to me on his bedroom floor and left to go to the toilet. I sat there imagining what it'd be like and looked at my phone. A grindr cock replied. It was beautiful, uncut and black. I asked him for more pics and sat there mouth watering. Without thinking, I begged him to let me blow him right now. Told him where I was and he gave me his address. I left the bar and didn't remember about the bar guy waiting until I had already spent 15 minutes kneeling on this stranger's floor. He dommed me properly and really used my mouth. I realized that the other guy was too nice to give me my fantasy. This black guy was chavvy and mostly straight and just wanted to use me to cum and definitely got something from degrading and humiliating me, whereas the older guy would've just gone through the motions. He finished in my mouth twice and i swallowed everything. I finished in my boxers while I was licking him clean and it felt so good

>>938369637
Yeah it's not bad! Better success than I would've first thought.

>>938370387
would you suck a clean and healthy dick too?

>>938370621
No I have zero interest in giving.

>>938354274 (OP)
Only have had one experience, but I'd love to find a trans chick, in hopes that she might be less insane than a biological woman

I had sex with about 10 men in 2 years that I met on craigslist when I was 15-16, posing as an 18 year old.

>>938354274 (OP)
I would have gay sex with a crossdresser who was probably in their late 30s or mid 40s on and off for about 2 years. They were white and had a thing for my kind. They never gave me head once but I didn't mind, I would eat their ass and one time I came a really huge load in them, like a month's worth of cum that just oozed out. It was gay

Been Bi since my 20's. Now 50 and been married for 20 years. Use sniffies to find DL action with other married DL who want to swap head and ass. Much safer than banging gay guys who post the number of loads they've taken raw that day, way less drama too.

>>938372753
Why cheat when you can fuck a pussy?

I really want to see my friends passing my girlfriend around

The same guy that fucks my wife on the side, one of my close friends, uses me for blowjobs and fucks me at least a few times a month. Nobody knows except me, him, and his girlfriend, who is the one that talked us into it.

I regularly let my girl sleep around when have her force her filthy tongue down my throat and creampied pussy around my cock

>>938373002
Another mans cum is the best lube ive ever tried.

>>938373052
Its even better if they are bigger than you and she feels loosened

>>938373096
Thats how it went for me. Nice and loose.

When I was in my early 20s I got super depressed and fell into alcohol and coke and my ex gf at the time was really nasty to the point where she’d cut herself and send it me saying “I did this because of you” etc. but this old high school friend of mine was really supportive of me and helped me out when no one else would. Anyways I went over his and I was drunk and he got on his knees and, pulled my cock out and starting licking it and sucking it. To this day best blowjob I ever had I was rock hard. Went to his bedroom and I gave him back shots fucking his tight ass it was so good. I came so hard inside him and ever since then few months I go over and fuck him but I like women also and fuck them too

>me, 18m, chubby fat boy
>am very horny, have a snapchat account where i post myself for men and some women
>it's january and i get a text from someone who added me from reddit
>he's 32
>wants to meet up
>send him more pics of me before i go shower and shave
>drive 30 minutes
>meet at a public parking lot
>get in his car and talk
>he has a girlfriend but loves fucking fat girls, his first time meeting with a boy is me.
>i take off my clothes
>fat boy is now naked in his passenger seat
>he pulls out his bigger cock. 7 inches big.
>i start kissing it and licking and begin sucking for the first time
>doesn't taste anything weird or good
>catch my breath
>he kisses my nipples and my neck as he strokes my small cock
>nearly came
>goes back and forth with sucking cock and kissing
>he shows me videos of him fucking fat girls while i suck him off
>records me sucking him off, still saved in our snapchat dm
>eventually cum and i go back to my car
>never speak again, still has me added and sees my stories.

My confession is when I was 13 my 17yo stepbrother and I had to share a room after our parents got married. My mom sheltered me like crazy and wouldn’t let me browse the Internet without supervision. But he was a polar opposite and he had his own computer and I walked in on him jerking off one time. Naturally I was curious to what he was doing, and he started showing me porn and long story short, he made me cum for the first time. Every night we would watch porn and jerk and that led to jerking each other and that led to sucking and eventually led to a lot of anal once i got comfortable with it. Went on until I was almost 15 and then he went to college. Only person I ever told was my first girlfriend. In high school and she thought it was kinda hot.

>>938371716
Any regrets?

>>938373303
Ama

>>938373873
No. Most of it felt really good and there was only one experience where the guy creeped me out. I obviously took stupid risks because I was a dumbass back then but I didn't catch anything and no one murdered me so that's good.

>>938374628
>Most of it felt really good

So your first time didn't hurt or anything?

>>938375171
The first guy actually had a below average dick and I told him it was my first time so he went pretty easy on me. It definitely didn't hurt but it was pretty underwhelming. I was too nervous to be horny and it felt very different from sticking my own finger up there.

The next two tries did hurt a bit. After the first try was a bit odd, I went in with no expectations about how it was 'supposed' to feel. But I did know that people always said anal hurt so I pretty much assumed that was normal and I'd get over it.

Wasn't until my 4th experience that it felt GOOD. A lot went into that though, like I was really horny, I'd learned how to properly douche and I had bought a butt plug that I was playing with constantly. So the 4th guy had a pretty big dick but he was friendly and I was more ready for it, so it felt amazing. Hooked up with him a few times and after that all my other attempts were smooth sailing.

The only creepy guy was someone who I said I was only going to give a blowjob to and he kept trying to slide his (dry) cock into my ass.

I lost my virginity to a Trans woman fucking me.

have a fat fetish. wife is normal weight and happy that way. so been leaning towards gaining weight myself. don’t know why, but when i’m heavier, i have fantasies about being a fat bottom. have on a couple of occasions booked hotel rooms during the day with chubby chasers and let them feed me and f… me.

>>938375359
It was similar with my step brother and I. The first time he tried spit but eventually he stole astroglide from Walmart and thats when it was like “ok this feels insane kinda”

When I was around 18 and just started drinking was on a night out with a guy from work. He plied me with booze then him and his friend took me back to his place. I was close to passing out, spewed a few times and before I knew what tf was going on they were taking turns on my ass while I pretended to be passed out. I secretly enjoyed it but played the drunk, passed out young guy and took both their cocks for about an hour.

Never brought it up after as things were a bit weird next shift.

Got jerked and blown by a guy in a dress. Came thunderously into his mouth. Post nut clarity shook me out of it and I felt disgusted. Made excuses and left rapidly. Didnt even see his cock or anything in fact. Never done anything like it again.

>>938354274 (OP)
Never did anything gay except made out with a guy once to prove I'm not a homophobe to some people. Anyway, since seeing Bailey Jay on this board years and years ago (2014?) I've become obsessed with trans girls and femboys. I crossdress and goon almost everyday now. Sometimes I eat my own cum if I'm stoned enough. I've taken a dildo up my ass a lot too. Nothing crazy, just a six inch toy. I really like how it makes me feel wearing panties and a get up with a wig. Haven't tried makeup yet but I don't think its too far away. I just don't know what to get and how to apply it. Definitely would never fuck another dude. However, I'm very very down to try something with a cute femboy or trans girl. Haven't dated a woman in like 12 years now.

>>938357265
>GameCube
Smashing, then smashing. Kek

I have a beautiful gf, but i fantasize about having sex with a girl i went to high school with, who's now a guy.
He's not cute but I love his huge ass. I just want to strip him naked, suck his testosterone-enlarged clit while I grab his ass. I also want to cum on it

In hs I sucked our qb off after a party

Bump

I try to pick up guys nearly a decade younger than me

Any guys ever experience group sex when you were growing up with other buddies you knew? Just harmless experimenting that got really dirty and fun?

lots with my brother from like 11-19

felt more masturbatory than gay

>>938385007
Like a blow job fight?

>>938385768
Same. Shared a little room so it was always obvious when we were wanking.

Most of it was just talking about girls or hot stuff we’d seen after lights out, and there’d be audible fapping.

Sometimes if we were up late on weekends watching TV in our room, we’d pause a movie on a topless scene and both get our dicks out and wank.

It almost didn’t feel sexual, it was kinda just about getting the job done and we were both kinda cringed out by it.

>>938386249
Nice, so your family knew you guys were wanking?

We got caught a few times. I think the shock mostly wore off for my parents around the 3rd or 4th time. First time we got caught I was 12 and we were in our backyard. Mum saw my brother sucking my dick and freaked out lol.

We used to steal our sisters clothes and wear her school uniform or bikinis and stuff. At least then we could try pretend we were with a girl

>>938354274 (OP)
I was drugged and raped by a shemale several years back. I thought I was at most going to get a blowjob and left with a gaping asshole full of cum.
After years of fucking drunk girls and overpowering girls who were on the fence about having sex, I had the whole thing turned around on me and the thought of it makes me diamonds still to this day. So, once or twice a year, when I can't get it out of my head anymore, I seek out the tranny who raped me and become "her" fuckhole for a night.

>>938385920
Elaborate

>>938373202
post pics you chubby cutie

>>938354274 (OP)
When I was 20, I started hooking up with this married guy at his house (he had a home office) while his wife worked. I'd dress up like his daughter (wore her clothes) and he'd fuck me silly. We'd meet 2-3 times during the week.

Now 15 years later, I'm married with a kid and once a month I go over to his house, get dressed up and he fucks his "daughter".

>>938389480
Living the dream.

>>938390821
I have thought about it a lot and I don't think I could live that way, there's just too much of the lifestyle that doesn't appeal to me, but being a fucktoy for a night makes my mouth water.

>Be me
>Late 20s
>Break up with my girlfriend because she's insane
>Horny
>Make a grindr profile because I'm curious and don't want to deal with women
>Dozens of guys begging me fuck their faces
>Invite a good looking twink over
>Swallows my cock for 45 minutes
>Put my hips into it
>Cum in his mouth
>Kick him out then take a shower
I've done this like 15 times in the last few years.

>>938393992
Sexual Darwinism. You're a clearly and alpha who dominates beta twinks. Keep going Anon, your lessers crave the seed of greatness.

>>938354274 (OP)
Back in HS my friend was bitching about how he couldn't talk his cousin into giving him a blowjob. He was going on and on about and I finally said, "I'll give you a blowjob if it will shut you up about her."
"Faggot. I don't want a guy to suck my dick. Would you really suck my dick? Just this one time and don't tell anyone."
Of course that "one time" turned into me sucking his dick any time he was horny. He never did anything with mine and didn't even like it when I jacked off after I made him cum so I'd usually take home some of his dad's porn mags and do it there.

>>938394903
You ain't kiddin'.

>>938390398
hot, I'd do that in a second. Tell me more so I can live vicariously through you.. :)

>>938385007
Had a sleepover once with a couple of friends. We all had PE together so we'd all seen each other naked in the locker room and showers. They came over after our baseball game and we ended up playing pool just in our jock straps. At some point we were talking about sex, getting hard and jacking off so I went and got some porn magazines I had. We ended up jacking off together before going to sleep.

>>938354274 (OP)
>What's your gay confession?
Full blown sissy, dress up like a french maid to make videos sucking cock and upload them online.

>>938395124
Damn I love the brojob stories. Those are the moments that single handedly change a man's sexual destiny whether he knows it or not. I have old peers that I used to blow regularly once upon and time and to this day they hit me up on facebook asking if I'd be down to "hangout". Some of these people I haven't seen in years.

>>938396147
I haven't seen or heard from this guy in decades, which is fine. He kind of went off the deep end.
In HS (1980's) he had messed around with a couple of girls but this was summer and since we weren't at school, he didn't have easy access to pussy. We were looking at his dad's porn when he started going off about being so horny.
I had no luck at all but had messed around with a few boys when younger so offering him a blowjob was as much for me as it was for him.
I even offered him my ass but that was too gay for him. Getting his dick sucked 3-4 times a week was enough release for him.
Almost got caught a few times but never got into trouble.

>>938359852
How old? Details?

>>938395968
We also showered together to "save water". The shower in the basement bathroom was big enough for all three of us and we showered after PE 5 days a week so it wasn't that far from the norm.
Unfortunately we didn't do more than wash each other's backs.

i wanna be in a loving relationship with a femboy so bad

>>938398194
I came close to being in one but didn't want to cheat on my wife and had no real good way of hooking up with him and/or making it last.
Haven't seen him in years and definitely wish I could have made it happen.

>>938361737
OP here — there was definitely that regret afterward of, “WTF am I doing with my life?” but it was an interesting experience, getting touched and trying stuff while the room shook from a passing train.

What do you mean by “impression”?

>>938399597
>What do you mean by impression
An effect that something has on your mind or feelings. Sometimes the impression isn't all positive like in your case I guess but nevertheless it's there and the thought of that is hot.

>>938399597
>What do you mean by “impression”?
Not him, but it changes the way of thinking that they could get pleasure from a guy even if they aren't attracted to a guy.
I don't want to kiss a guy but I have always liked sucking dicks.

>>938398194
get a tranny instead. femboys have expiration dates sadly

>>938354274 (OP)
>what’s your gay confession?
I moved out of my parents at the age of 22, to a “progressive” neighborhood in my area. Maybe 45 minutes away from hometown. Before then, I had a lot of gay fantasies, and did some gay exploration on myself (mainly cross dressing and using toys and chastity when I had the house to myself)

But when I moved out, I had all the freedom in the world. Went and spent pretty much my whole paycheck at a sex shop buying toys, dildos, clothing etc. I did a lot of sissy and femboi activities to myself until one day the urge struck to hook up with a man. I downloaded grindr and was nervous about it at first because I wasn’t too far from home, and thought someone could recognize me, say from school, or a personal friend or whatever. I posted pictures dressed up as a femboi, took even more sexual photos to share in dms, and went for it. First man was a dark black man with a big bbc. He was into the race play, wanted me to be a submissive white boi, had me put on bnwo/blacked/sissy content on my tv while we hooked up. We did everything I could imagine for a first time. I wore a sexy black full body fishnet set, I wore a cage and a buttplug which was his request. We wasted no time and pretty much got to it as soon as he came into my apartment and the porn started playing. Sucked him for 20 minutes and then fucked. He teased me, humiliated and degraded me, which I realized I loved. He made my ass so stretched and I made him nut twice. He was a very dominant top, but he made me hold a vibrating wand to my cage and made me cum for him after his first nut, and then he was ready for a round two without letting me process what I just experienced, but overall, great time, maybe lasted 3ish hours all together and he kind of cuddled with me after which was nice. Only bummer was that his account was gone after that night. So I’m not sure if he deleted it or blocked me but never had sex with him again.

>>938402918
Yeah, I'm sure trannys always look great and never expire as they get older.

>>938403514
Sharing second experience cause I’m bored

2nd gay experience was with another sissy/femboi. He was also white, about the same age and same build as me. He sent me a message saying that he’s dressed up before and has the same kind of kinks, but that he can’t do it in his home so he was looking for someone to spend the night with and just do sissy things. I wasn’t down for it at first but he like almost begged me to hang out, and after a little time the idea grew on me. Two guys just kind of feminizing each other for the night. We planned to meet up, and agreed not to cum until we met. The evening came and he showed up at my door in total boy mode, holding a target bag with some clothes. I was a little bummed because I was already fully dressed up and all girly. Came in pretty shy, but then said he’d go to my bathroom to get dressed. I had him dress infront of me instead. I basically watched him get naked, he had a little nervous boner. I had porn playing so we both would occasionally glance at the monitor awkwardly but I was enjoying the sight of him undressing. He asked if I was hard too, which I then showed I was in chastity. After that he became fully erect, and said he never tried one but would want to. I offered to put one of my other cages on for him and he blushed hard but said yeah. It was a process because he kept getting hard, I even put ice on his dick to help and it didn’t. He admitted he never had another guys hands on his dick before and that it was turning him on to watch me play with him. Eventually got the cage on, and then I watched him dress up. Pretty basic outfit, not really slutty but still cute, he had a black thong, black leggings, and a skimpy black tank top. From there I was really turned on, and he was too. We both admitted to the chastity feeling good on our dicks from not letting us get hard.

>>938406588
From there, we sat on my bed and watched porn together, kind of cuddling and talking about what turns us on. We kiss, then make out, and then his shyness went away and he wanted to start playing with my toys. He never used a dildo and said he didn’t want to, atleast not now. So we did some basic stuff, we took turns edging with my vibrator, he helped me put a buttplug in, we eventually stripped down to nothing but the cages and were just making out and feeling each other up. Did a lot of ass slapping and teasing. His first nut came from using the vibrator. He squirted all over my bed, moaned like a girl, and shook like crazy. I let him have his moment and it was cute. I could see a little bit of hesitation in his eyes after he came like he had post nut regret. He went and cleaned him self up and took off the cage, he then watched me cum from doing the same thing and I’m not gonna lie, just having him watch really turned me on. After that, we both just laid in our mess, kind of cuddled, and then he got another boner. From there we just jerked each other off, edged each other, frotted for a bit, and came on each other while watching more sissy porn. We agreed to shower together, and then slept together naked which was pretty fun and new to me. After that, I was willing to make it an ongoing thing or keep in touch for more fun, but his account was gone. So again I didn’t know if he blocked me or deleted his account but that was a one time thing. Would of loved to help him go further into his journey by introducing him to dildos or other toys, maybe even other men together but oh well.

fucking hell that's so gay. why didn't I try any of that shit back when I was atleast cute enough to get hit on

>>938409364
I did play a bit when younger but only with those around my age. At first I didn't know older would like it. Later I never had the guts or picked up on the clues with them. Would have had lots more fun.

>>938365449
I had a similar arrangement with my best friend back in high school. I was one of the first guys he came out to when he first started questioning his sexuality. I asked if he'd actually been with any other dudes, he said no, so I "joked" that if he ever needed to test out whether he was really into dick, I could always use a blowjob. I don't think either of us really knew if I was being serious when I said that... but he took the bait, and I let it happen.

This quickly became a routine, and he basically ended up being my personal cumdump for a couple years. Mostly just BJs, but sometimes I'd get horny enough to put it up his ass instead. I was pretty selfish and one-sided about the whole thing... he never asked me to reciprocate... not sure if that's cause he was just satisfied taking dick, or just cause he was worried about scaring me off if he asked for more.

We got into different colleges, so we ended up drifting apart after high school. At one point I got in touch, trying to rekindle the friendship... we had a nice time catching up, but he admitted that it probably wasn't a good idea for us to continue since he had a bf now. He also admitted that he'd had a pretty bad crush on me back in the day... which I guess I kinda knew even though he did his best to keep it to himself. I almost wish I had been more into guys just cause maybe we could've had something more...

I have been mutually masturbating over cam with my gay best friend for a few months.

We've been online friends since we were kids. He's been openly gay since we were teens and he use to say he was dtf if I was even interested. He started doing drag performances in his early twenties, around that time I was consuming trans porn pretty regularly, so seeing him femmed out turned me on. I went through a brief period where I would fap to photos of him in drag. As we got older, there was always a quiet sexual tension that was released through jokes and memes. We're both in relationships, I've only dated women my entire life. One night a few months back we were playing a game and were being flirty with one another, half joking, half not. He said something about being turned on and I told him to prove it, so he flashed his penis over webcam. I got extremely turned on by that and a little later I flashed my penis and immediately sat back down. He said something like "don't do that again, otherwise I won't be able to focus". At that point, I shut my door and pulled it out for him to see again. He sat there with his mouth open and complemented my size and then he pulled his cock out and we masturbated together. We climaxed around the same time, cleaned up and then kept playing our game. Since then we've mutually masturbated over webcam and dm'd photos privately. I've never really had an interest in men outside of him. We've met up a few times irl before we started doing this, so I do sometimes wonder what might happen the next time we plan to meetup. He had mentioned wanting to ride me one of the last time we jacked off together.

>>938359876
>became a little fucktoy for men at night.
that sounds fun

>>938370247

Favorite part of hooking up with black men is their confidence

I've been sucking and bottoming for a 59 year old black man in his apartment

I enjoy servicing his 9 inch uncut dick and musky balls in my mouth and throat while he smokes meth until he has me ride him and have him stretch my holes out

>>938354274 (OP)
Met a black guy on /soc/ at a hotel he put a vibrating butt plug in me and then put me in some cute pullups. We drank some and did some Daddy roleplay while I sucked his cock eventually I'm wet and he changes me and takes out the toy we 69a little and he eats my ass I start eating his ass and had my first and only hands free orgasm. I wish I wasn't super in the closet otherwise I might have let him become my daddy forever and lived as his diaper boy

>>938411478
Lucky you should still be his boy behind doors

I tried eating my black bulls ass but he doesn't enjoy it just having his dick and balls sucked

>>938354274 (OP)
Made out with a guy I went out on a date with and shared some dick pics on kik with random guys. I'm bi but I've never had sex with another dude , in fact I've only ever had sex with 1 person who is in fact a girl. I'm too autistic to be out and about having sex with people , I'm lucky I have my gf who is fine with my tism and is honestly pretty hot

>>938362510
I could get behind vid related

>>938411581
It's been like 5 years and now I live about 3 hours away
Would have been awesome to have been kept in diapers 24/7 and degraded

>>938412009
You should get on sniffies and find another black guy to play with. Plenty of them are dl and freaky af

>>938412209
The race isn't much of a factor for me tbh I prefer white but when it comes to diapers I'll take what I can get. Plus I'm married to a woman now so that complicates things

>>938400355
>>938400381
Oh, that makes sense, anon. You actually got me to take a step back and think about it now that you’ve mentioned it—I’d never really considered the other guy’s perspective before.

I don’t mean to make it sound traumatic or anything—it’s just something I sometimes wonder why I went along with. Being completely naked and vulnerable in someone else’s personal space, with those moving silhouettes and the groaning going on around us, was definitely jarring. But at the same time, there was something undeniably erotic about it, even though I usually spend my days chasing women and figuring out how to get their attention.

I’m still curious what impression—if any—he walked away with that night.

>>938412209
>sniffies
How do I use that without paying?

>>938354274 (OP)
I was being a cock teasing timewaster on CL whuch resulted in me being drugged then roughly gang raped by 6 guys when I was 18 after my relationship ended.

>>938413658
It's literally free just make an anonymous profile filters are extra

Only guy I've done anything gay with is my younger brother. Started with us mutually exploring during early puberty, and just slowly escalated from there. I'm told a lot of guys do a little bit like that, but I guess we just never "grew out of it" like normally happens.

It was a weird relationship... we both felt guilty about what we were doing, so we developed all these stupid little ritual play-acts we went through to make us feel "less gay" about it. He'd play tsundere and act reluctant like he didn't want it, and I'd bully and "force" him into sex.

If anyone had caught us, from the outside it def would've looked like I was molesting the fuck outta him. But we both knew the whole thing was a big act... plus I think he had a kink for getting dominated. Sometimes I would second-guess myself on whether I was taking shit too far, but if I ever stopped initiating things, then he'd get all mopey and squirrely and start putting himself into ridiculous "vulnerable" positions trying to seduce me into "taking advantage" of him.

Despite how subby he is, my brother surprisingly turned out bi and even landed a wife before me. His wife knows about our relationship and thinks it's hot... I've fucked him while she watched a few times. I've got permission to fuck him one on one too... though we live far enough apart these days that I don't see him all that often anymore.

>be teenager
>confused about my sexuality
>really don't wanna be gay
>try to convince myself (and others) I'm straight by chasing girls
>leads to lots of unsatisfying, shallow, short-term relationships
>develop a reputation as a bit of a player
>ironic, since I *mysteriously* always seem to lose interest in girlfriends as soon as they start wanting sex and expecting me to perform...
>eventually end up dating this prudish religious girl who doesn't want to put out
>(maybe she was ace or lesbian, in retrospect?)
>anyway, that suits me just fine, actually
>especially since her dad turns out to be super cool!
>he's funny, charming, and we really get along
>he's even got a boat and starts inviting me out to learn to sail and fish with him, which is loads of fun
>and y'know, for a guy his age he's in really great shape... honestly I'm pretty envious of how masculine and built he is... I would love to look that sexy when I got older...
>(insert several months of me obliviously crushing on him and getting subtly groomed)
>anyway, I end up 2 miles out sea, sucking his cock and then getting my cherry popped
>and it's 1000% hotter than any of my past attempts to fuck girls
>...fuck, I really am not even just "bi", huh...

I've been to like 4 random gloryholes on doublelist. Starting to have the urge to suck a cock myself.

>>938418365
Had my first time with an older man too. Best friend's dad. I was 17. In my case, I knew was was gay, and had a crush on the guy pretty much since I hit puberty. But I never imagined he'd be interested back... his first few hints went completely over my head until he got more direct about it lol.

I know the age difference made it sketch, but he was really gentle and patient with me... there was no question that I was the sub, but he made sure I enjoyed it and learned to take dick properly. No regrets, really.

>>938422894
more details plsssss

>>938385768
>felt more masturbatory than gay
I know exactly what you mean. I've fooled around with my twin brother a bunch, and I know it sounds like a desperate cope to claim "oh it's not *really* sex, we just help each other cum, it's basically just masturbation I swear!"... but that's seriously how it feels whenever we hook up.

Like, I'm not sexually or romantically attracted to him at all... he looks just like me, that'd be fucking narcissistic lol. It's more like we're taking turns using each other like fleshlights/dildos than anything. Sex with with other people (whether male or female) is a totally different experience than doing shit with my brother.

>>938424120
The first time was a comedy of errors:
>friend invites me to come over to hang out that weekend
>later, he finds out that actually, he's gonna be staying with his mom (his parents have split custody)
>but he doesn't think to tell me or cancel the hangout plans
>so I show up at his dad's place
>he says my friend is out
>I'm thinking: oh... my friend must be out at the corner store or something and will be right back
>so I ask if I can stay and wait
>his dad thinks (I'm guessing something like): oh thank fuck, my son's cute gay friend finally picked up on all the hints I've been dropping, score
>so I plop down on their couch to watch sports with my friend's dad
>think it's a little odd that he sits right next to me instead of in his usual spot, but whatever
>we make like 30 minutes of awkward small talk
>(I guess he was waiting for me to make the first move so he doesn't feel like a creep?)
>eventually he either gets impatient or just figures out that I'm a dumbfuck cause he abruptly asks if I want him to put on some porn
>uh? um? wtf? why is my friend's dad offering to watch porn with me?
>(I think I mentioned I am very oblivious at this age)
>o-okay, sure...?
>he brings up some porn from his local media drive
>gay porn
>gay porn starring an older guy and a young twink, to be specific
>the hamster wheel in my dumb gay teenage brain finally, ever so slowly, begins to turn
>then the wheel stops when he undoes his pants and pulls out his dick
>omg it's fucking huge and looks amazing and holy shit he's so hot and oh fuck he sees me staring but he seems okay with it wtf wtf
>at that point my brain activity is a moot point because my dick assumes direct control
>I soon end up on my knees giving an eager but shitty blowjob to a guy who I've had a crush on since I was like 12
>he is very patient with all the teeth-scraping and coaches me through how to suck dick
>he cums, I swallow
>then he lays me across his lap and jerks me off until I cum like a fire hydrant

>>938424120

i used grindr plenty back when i was single in 2012-2013, and i've only had like 3 or 4 guys (out of like 100 or so) ever show up and ask for me to come over.

Did some gay stuff back during my fraternity days.

It's funny cause the homoeroticism of frats is both overstated and understated. Everyone thinks it's all about sexual hazing rituals and wild drunken shit happening at parties. But even though gay stuff was rampant, none of it was out in the open... it was all guys quietly fooling around behind closed doors, "helping each other out" whenever they struck out with whichever girls they'd been after.

What about if I was a lesbian in school and started experimenting with men after I graduated? Does that count? I have some stories of going out to bars dressed as butch as possible and hitting on guys to see how confused I could make them. Went to a few gloryholes too

>2020
>junior year of college
>renting a house with four other guys
>one of them is gay, the rest of us are straight
>...at least in theory
>covid lockdowns hit
>over the next few months we all go gradually stir-crazy
>I dunno when it starts exactly
>but at a certain point it becomes increasingly obvious that two of my other housemates are both taking out their sexual frustrations on the gay guy
>they keep it quiet at first
>but over time it becomes kind of an open secret
>lots of a "haha just kidding around except not really" sorta banter around the topic
>my other housemate is weirded out by it
>and since it doesn't look like classes are starting back up any time soon, he breaks his lease and goes home
>so now I'm the odd man out
>and tbh I'm interested
>fooled around with a male friend a bit when we were kids
>didn't go very far with him, but I didn't hate it
>so I decide why not, I can at least just get my dick sucked
>gay housemate is super chill and willing
>I guess he's used to being the house cumdump at this point lol
>doesn't need me to return the favor or anything
>apparently he's just happy taking dick
>so not only do I start letting him blow me, but I end up fucking him too
>and now that everyone is dicking this guy down, we all get even more relaxed and open about it
>we never have group sex, exactly
>but we get casual about being nude in front of each other and taking turns getting our dick sucked in the living room while watching movies/playing vidya
>chill and cozf af, to be honest
>the other two guys end up getting a bit gay with each other too
>even though both of them theoretically had gfs lol
>but I never end up doing anything with them, just with the openly-gay guy
The quarantine year was seriously like a fever dream. I can't imagine getting into another situation like that on purpose. It just kinda happened.

>>938424246
When I was young I was friends with twins, who I messed around with, so I'm positive they did it in private too. I've always wondered how far it went, unfortunately I moved away before we got far enough into puberty.

Can you go into detail about how things escalated between you two? What happens when only one of you was horny? Was one of you more submissive than the other?

I confess, OP is a fag.

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