r/gayconfessions

▲ 71 r/gayconfessions+1 crossposts

First time with older M

19 at the time single, did alright with woman, was open discreetly to exploring with guys and trans. I would get off stumbling across trans porn, then noticed I would get even more turned on watching gay porn. Eventually finding myself pleasuring my ass while having the most intense experience of unloading .

Searching online chatting with an older guy near by, toned, typical horny man. He invited me over to his one evening, when I finally got the courage to do so. Walking into his house which was met with him on the couch in his underwear. He wasted no time to invite me to sit by him and whispered to touch his cock as he whipped out a semi erect growing cock. I’ve knew this was my first time and was happy for him to take the lead which he did well.

Grabbing onto his warm semi hard cock was a turn on as he would moan and tell me to give it a taste which I found my way down to his cock taking the tip into my mouth , using my tongue to play with the tip. I would suck his cock for a while as his cock grew bigger about 7 inches full erected. He would hold my head thrusting deeper into my mouth as I took him down my throat,.

He would then move me onto the floor laying on my back to go 60 position pressing his cock deep into my mouth while finding my cock in his mouth also. He was so good at sucking , slurping on my juices, taking my 7inch cock deep in his mouth making me moan in pleasure. He would lick my balls, and finger my ass , as he noticed my body moving with his fingers he whispers “ do u like that” “yes” as I moaned in response. “Do u want me to fuck u “ I replied with another moaning yes.

He moved into missionary, legs on his shoulders, locking in a deep kiss which was such a turn on , licking my nipples. Lubing his cock and my tight hole, he would be gentle to take his time entering the tip was painful at first, but as he would thrust faster it started to feel great. He would then be balls deep inside me, holding me close, locking lips, sucking on my neck, had me really taken over feeling like a sissy which I would moan in pleasure telling him how good it all feel, squeezing on his ass cheeks finding a rhythm to ride his cock as he would go deeper and faster.

This would go on for about 10mins until he whispered “I’m gana cum bro where do u want it”. I didn’t hesitate to respond “in my ass” which he fucked me harder and deeper making me main, then letting out a huge grunt while holding me close I feel him shooting his warm load of cum, streaming out my hole, then relaxing into locking lips again, when he went down on my cock to finish me off. I would cum pretty quick which he swallows which was hot asf while he was squeezing my hard nipples.

I would shortly after take a shower with him, kissing again then cleaned up before I head off. This was the beggining on a new chapter and wasn’t the first meet.

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u/Read_Regret — 5 hours ago

Best Friend found my NSFW twitter…

I’m 25 m and my best friend (24 m) made a joke about finding my porn twitter (I make like slutty posts but not actual porn more just tease stuff with suggestive captions but they’re deffo NSFW). Anyway we’re all joking about it and he’s like yeah I 100% have it and I called his bluff and then he literally quoted one of my tweets and I laughed it off being like “holy shit he does actually have it” to everyone.

But I legit want to die of cringe because I’ve made some cringey posts in like a horny mood and I’m mortified that he’s known about this since 2023 (he mentioned this was when he found it) and he joked about the fact he “knows what everyone is up to” and laughed about it but omg I want to crawl in a hole. Like Ive posted some nudes to it but quickly deleted them but what if he saw them 😭…

Has anyone had this happen and can you give me advice as to not feel as embarrassed 💀💔
(I’ve made the profile completely private now).

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u/No_Craft8979 — 7 hours ago

Straight men turn me on

Why do straight men turn me on so much??? I'm 19m and super gay but straight men that I have absolutely no chance with turn me on so much...

Like seeing them with their girlfriends makes me so jealous and make me wanna be their girlfriend. They have no idea I'd be so much better for them...

Even like straight mannerisms and conversation topics make me soooo hot it's crazy!

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u/aliceisboredx — 6 hours ago

My first time changed me.

I was in my very early twenties and currently in the military. I had played with smaller toys and stuff but nothing crazy thick or long. I’ve had fantasies about bottoming but I always wanted to try a Big Dick. Like many do I scrolled on Grindr often chatting and planning to meet up with people but flaking last minute until I chatted up this guy. Athletic build black guy my age serving on the same post. We chatted and shared pictures. It was genuinely huge from the pics, 8 inches long and almost as thick as a coke can with a slight curve to the right.

I remember telling him my room/barracks number and him saying hed be there in ten minutes. The longest ten minutes of my life went by it felt like. Nerves and anxiety. I wanted to cancel but thank god I didn’t.

I jumped a little when I heard a knock on the door. I knew if I opened it there was no going back. I let him in and he was handsome and very nice. I welcomed him in and pretty quickly we got to what he had came there for.

I asked him to lay on the bed and I sucked his soft cock. I felt it get hard slowly in my mouth and bigger and bigger until I could barely fit my mouth around it. And I definitely couldn’t take all of it down my throat at that time. No way but I tried. I gagged on it and slobbered all over him. Working his dick head in and out of my mouth and stroking him. When I finally lifted my head up and looked at his fully hard cock I realized I may have bitten off more than I could chew. But I’m not quitter.

He asked me to get on all fours in my little barracks twin bed. As he got behind me, the nerves I felt go away came right back as I realized holy shit, I’m about to take a pornstar sized dick in my unfucked virgin ass, minus a few small toys.

I felt him playing with my asshole and lubing it up, he pushed his fingers into me and I let out a lil moan and he laughed at me. He told me to tell him when I was ready so I told him to go slow and easy I had never bottomed before. I felt him take his fingers out of me and he put a condom on. Then it happened, I felt the sensation of his warm thick dick head pressing against my tight little hole. He pushed in so slowly and gently and I needed it. It hurt at first so bad I backed off of it and had to take a second to readjust, but once I felt his huge tip break the seal and slowly sink into me, I let out a moan that sounded like a woman. I felt the stretch as he pushed more of himself into me. I fought it at first and ran from it, but he just kept slowly working himself in and out of me only a little and it hurt but I started to warm up to him and felt these sensations and his dick pushing so deep into me. He did that slowly for who knows how long I was in heaven, moaning like a bitch and begging him to be gentle. Until I felt his hips touch my ass cheeks and I knew I had taken 8 inches of thick cock all the way in me. He slowly started fucking me. All the way in and all the way back. Long deep strokes. I could feel him in places I didn’t know existed and every stroke felt like it was kissing my prostate, It was heaven. He was pushing his dick into me and I felt like I was going to cum, I felt my ass twitching and trying to push him out, I started spasming for a few seconds, he just laughed a little and kept going just like he was pushing himself into my tight ass.

He pulled his dick out of me for the first time since He’d put it in and I felt empty. He told me I was gaping a little bit and told me how good I was doing at taking his dick for my first time. He told me to get on my back and I did. Before I knew it he was holding my legs open and pushing his dick back into me. I could tell I was sore by that point but it still felt so good as he pushed into me in this new position and it felt so big inside me.
He fucked me for what felt like forever until he told me he was about to cum and I begged him to cum in my mouth so he pulled his dick out of me and I felt empty again, like I needed it to fill me back up. But he told me to get on my knees so I had no time to think about it and he held the back of my head as he jerked his big dick and every drop of cum into my mouth.

He had done it. He had properly converted me to a size queen. I would meet with him three more times and each time we had just as much fun as the first.

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u/Desperate-Olive-6327 — 16 hours ago

Airplane Handjob

As an adult, I have absolutely loved exploring sexually and just doing new and exciting things. Sometimes these experiences include my wife, sometimes they do not. All of the experiences that fit into the latter category are done without her knowledge too. So while the risk is very high, the reward pretty much makes it worth it. I have had several experiences with men since I have been married, but because discretion is a must, they are seldom.

One instance that still greatly turns me on today, was the chance encounter with an open and horny guy on an airplane. I still think back on it and have to convince myself it was not from some amateur porn I saw online; it actually happened.

I had been out in California visiting some family, while my wife stayed at home. It was a short trip, only four days and three nights, but enough to make me miss home. For the purposes of this story, also miss the ability to use her body for my own pleasure. Just the couple days had me feeling an overwhelming amount of horniness. That feeling, plus the circumstances of my trip just happened to align. Almost like it was planned.

My flight was later in the evening and would not get back to Chicago until nearly midnight. It was also mid-January, in the dead of winter, so the entire flight was dark - almost like we flew overnight. The darkness made for good napping time though, or other activities if you were me.

I dozed off after maybe an hour into the four hour flight. However, I woke up with an h expected, raging hard-on as my dreams had become insanely sexual. I was lucky enough to have a sweatshirt over my lap, but got incredibly embarrassed by my position. Water a few moments, I realized no one noticed; in fact, as I sat in the middle seat, both guys on opposite sides of me were also asleep.

I was far too awake now and decided to just play games on my phone. It barely passed the time, and I felt like I had to make sure the light did not wake my row-mates. Unfortunately, my hand rested on my crotch and my mind raced about what could possibly do. It was all a fantasy and certainly could not logically happen. That is, until my phone light illuminated the guy next to me, who sat against the window, just enough.

My heart stopped. I was sure my eyes were deceiving me, as I swore I saw his hand discreetly moving around on his crotch. I tried to not be obvious, bus stared and wondered if I was seeing it right. I move my phone just enough to not attract the attention of anyone around me. He was. His fingers were gently flexing and palm was slowly moving back and forth across the noticeable bulge in his sweatpants.

I was frozen - both by the sight I was seeing and my own sexual mind wandering. I was even more stuck when I saw him stirring in his seat and abruptly waking up.

“Sorry ‘bout that.” He whispered with a laugh.

“All good.” I said back, trying to ease the awkwardness.

He shifted in his seat some and pulled his own large, hooded sweatshirt over his lap. I just watched as he got more comfortable, and wondered how well endowed he was. Even though he was a stranger and this was a very public setting, my perverted mind still wandered. I usually do not actively check out other men, but took notice of him. He ass about my age - late-twenties, and in good shape. He was white and clean-cut, just your standard white guy.

He adjusted himself and laid his head against the pillow and closed his eyes, ready for more sleep, when he mumbled his next sentence.

“Too bad you’re not a girl.” He joked.

Never had I taken such a leap or thought I would even try, but here I was.

“Does it have to be a girl?” I whispered to him.

His eyes shot open and he glanced at me. After a few moments of him looking at and judging me, he chucked and closed his eyes again. My heart skipped a beat at what he did next.

After a minute or so, I saw him shifting in his seat and watched as his left hand gingerly and slowly reached over to my right hand. He carefully grabbed it and pulled it back over to him. It felt like an out-of-body experience as this stranger maneuvered my hand under his sweatshirt and directly onto his crotch.

I stayed silent, as my heart raced and I felt him - the thickness, the warmth, the stiffness. I could not believe I was touching another man’s cock, in the place I was, but there I sat.

I like to think I surprised him in return by not immediately pulling away. Instead, trying to take most of him in my hand and begin slowly rubbing his dick. He seemed to approve, since he removed his hand after a few seconds and left me there to explore. I swore my breathing could be heard over the roar of the engines, and was certain everyone could see. Although neither statement was true.

I simply sat there, massaging and gently rubbing against this anonymous cock. I was surprised how still he remained. If it were me, I would have been squirming in my seat.

After a couple minutes, he gently shifted himself and pushed my hand off of him. I thought something was wrong, until I saw him reach both hands under his hoodie. After a lot of movement, I finally realized what he was doing. He quickly pulled his hands out, grabbed mine again and pulled it beneath the cover.

His skin was so incredibly soft and warm, as his cock was so erect. I slid my hand all around, feeling his cock against my skin. I felt his warm, heavy balls as he had lowered his waistband to just below his manhood. I quickly moved my hand up, wrapped it around his shaft and started stroking him. The warm smile that came to his face was all the reassurance I needed.

This went on for a few minutes, me trying to give him the best discreet handjob j could. At one point, I remained completely still as a flight attendant walked by. I felt so dirty, just noticing this woman as I held a stranger’s throbbing cock. She walked by and I resumed my job.

After a like five minutes, he quickly grabbed my wrist and stopped me. He pushed my hand back and moved around in his seat, reaching to the floor. I was confused, but sat my aroused and excited self still. He finally gently sat up, holding one of his socks that he just removed.

I just smiled instead of laughing and shook my head; I knew exactly what he was doing. He fidgeted under his sweatshirt as he slid his sock over his cock - a makeshift condom to prevent a mess. When he pulled his hands back and leaned against the window, I took it as my indication to proceed.

I grabbed his moist sock wrapped around his cock, but did not care. I stroked him with more enthusiasm now, halfway not caring if anyone saw. I wondered how close he was to an orgasm, but my question was quickly answered.

He grabbed my right wrist with a death-grip as I felt him begin to shake in his seat. I kept pumping as I knew he was filling his sock with his cum. It was such an exhilarating moment that I paid attention to nothing else for a short while.

As his orgasm subsided and his grip relaxed, I slowed my motions and allowed him to recover. He casually brushed my hand off him, quickly removing his sock and discreetly pulling his pants up.

“Thanks.” He whispered, as he patted my thigh and leaned sideways to doze off again.

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u/FarCrazy54321 — 1 day ago

I love messing around with homeless dudes.

I love getting on my knees or fucking the crap outta homeless dudes. Whatever they want to do. Don’t care if it’s in public or they go back to my place for a deep fuck. Any homeless dudes have advice for getting more good D?

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u/SaffronSmeargle — 20 hours ago

My best erotic sex massage

I've always loved a good long detailed full body massage, but I also always find them so relaxing, but also erotic and they make me rock hard from the start. Over the years I've gotten many from many men on the apps, some very bad, some very good. I've always communicated that if a sexy man gave me a good long detailed full body massage, it's only fair he can use my body as he sees fit without resistance, rarely asking what he would or would not do.

The best one I've ever gotten was from a man who was a progressional masseur who had the massage table that I went to his place a few times. He would have me strip naked and lay face down on the table, usually rock hard by the time I was naked before hitting the padded table. He would also strip after I was on the table, but he would focus on my massage. He was highly detailed, even massaging down to my hands and feet while oiling up every inch of my body, while all I could see was his hairy legs through the face hole on the table. He would get me so utterly relaxed while also so turned-on , which was a very powerfully erotic mix. He would eventually focus on my ass, massaging the muscle with oil, but also teasing, warming, and loosening up my hole without ful on fingering me. He would then climb the table above my back, and start a deep detailed massage of my back muscles, with his 7" cock cradled in my oiled ass crack. As he continued to work skillfully on my back muscles he would slide his cock into me bit by bit, move by move until he was balls deep with what seemed like no effort (I'm not a loose hole, usually takes so much effort to get in, but he'd keep me so relaxed while doing it). He would then keep massaging me, my back, my neck, and thrust a bit harder and harder until he would unload inside me and my stomach and his table was slick with a puddle of precum from me. Then he'd pull out, have me flip over, precum coated stomach and cock to the wind. He'd continue the massage like nothing happened with the same attention to detail, occasionally grinding his junk into my hands until he was slowly sucking me off while I jerked his oil cum slicked, again hard, cock. Once I blasted my load down his throat, he would offer me a shower, and then I would go.

Did this with him 3 or 4 times and I alway left so satisfied and relaxed.

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u/Worried_Proposal_935 — 18 hours ago

I really want to feel puddles of cum on my body

Hmmmm just oiled up men releasing their load s all over my body

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u/No_Dig_99 — 23 hours ago
▲ 17 r/gayconfessions+1 crossposts

My best erotic sex massage

My best erotic sex massage

I've always loved a good long detailed full body massage, but I also always find them so relaxing, but also erotic and they make me rock hard from the start. Over the years I've gotten many from many men on the apps, some very bad, some very good. I've always communicated that if a sexy man gave me a good long detailed full body massage, it's only fair he can use my body as he sees fit without resistance, rarely asking what he would or would not do.

The best one I've ever gotten was from a man who was a progressional masseur who had the massage table that I went to his place a few times. He would have me strip naked and lay face down on the table, usually rock hard by the time I was naked before hitting the padded table. He would also strip after I was on the table, but he would focus on my massage. He was highly detailed, even massaging down to my hands and feet while oiling up every inch of my body, while all I could see was his hairy legs through the face hole on the table. He would get me so utterly relaxed while also so turned-on , which was a very powerfully erotic mix. He would eventually focus on my ass, massaging the muscle with oil, but also teasing, warming, and loosening up my hole without ful on fingering me. He would then climb the table above my back, and start a deep detailed massage of my back muscles, with his 7" cock cradled in my oiled ass crack. As he continued to work skillfully on my back muscles he would slide his cock into me bit by bit, move by move until he was balls deep with what seemed like no effort (I'm not a loose hole, usually takes so much effort to get in, but he'd keep me so relaxed while doing it). He would then keep massaging me, my back, my neck, and thrust a bit harder and harder until he would unload inside me and my stomach and his table was slick with a puddle of precum from me. Then he'd pull out, have me flip over, precum coated stomach and cock to the wind. He'd continue the massage like nothing happened with the same attention to detail, occasionally grinding his junk into my hands until he was slowly sucking me off while I jerked his oil cum slicked, again hard, cock. Once I blasted my load down his throat, he would offer me a shower, and then I would go.

Did this with him 3 or 4 times and I alway left so satisfied and relaxed.

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Fun Road trip idea

With driving across Colorado, I saw a lot of RVs driving and it gave me really fun thoughts. And it made me think on how much fun it would be to be tied up in the back of one. And having a group of men just take turns on my holes. While they drive across the country. Being humiliated by them everywhere we go. And never allowed to leave the RV.

And especially while driving through traffic. Having them rail my ass as I look out the window seeing all the cars and people driving by. And they don’t know my new life is being a piece of meat for other men’s pleasure. It would be so amazing if it could come true for me

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u/Freefunmeat — 1 day ago

A doctor stuck his finger up my ass, and it's completely fucked with me

I was recommended to a colorectal by my doctor for an issue I've been having. My appointment was just the other day, the nurse who walked me into the office and talked to me first was pretty cute, I could tell even under her scrubs that she had nice tits too. The doctor came in and he was a pretty handsome Arab looking guy, he talked to me for a bit then left with the nurse, she came back in and told me he was going to have to do a rectal exam, which meant he was going to have to insert his finger. I froze and suddenly got really nervous. She gave me this paper thing to cover my front, and told me to turn around and pull down my pants. I just stood there, and she kind of motioned for me to get on with it.

I turned around in front of this bed/table thing they had and pulled down my pants and underwear. Then she told me to bend over the bed. It wasn't like the normal beds in doctor's offices, it was kind of tilted downwards, so when I bent over it my ass was in the air. The doctor came in and they raised the bed, I felt so completely mortified. Then he covered his finger in some jelly, counted to three, and stuck it right up my ass. At first, it felt really uncomfortable, then it was like there was a tight space he broke through and after that, it was like nothing I'd ever felt before. I started breathing heavy, I had to fight my legs from twitching, the nurse asked me if I was ok, and hearing her voice kind of set me off. I got kind of angry and frustrated, then really embarrassed. I was frustrated this was happening to me in front of this hot nurse. I just nodded my head in response to her question, because I was worried if I spoke, my voice might quiver or moan.

He pulled his finger out and I let out a big sigh of relief. He told me there was stuff to clean off with and left the room with the nurse. I just laid there for a second, breathing deeply. I got off the bed, and couldn't help but touch my cock a bit before cleaning up. Eventually, the doctor came back in. He told me everything seemed fine, but the entire time he was talking, my cock was throbbing, and I couldn't stop thinking about what had just happened. When I got back home, I immediately had to jerk off.

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u/BrilliantPay5744 — 2 days ago

College Roommate

I was staying in college dorm just before we started to see much dating/hookup type sites on the internet. I had a room mate, he was a good looking guy, decent build on him, and of course staying in the same room I got to glance and see his cock many times. He was well hung, big thick meaty cock, was probably 5 inches limp all the time and I couldnt stop thinking about what it would be like to see him hard.

We would have some drinks on the weekend, watch movies in our room, go out to the bar and come back and pass out, typical college life stuff. Well one night after going to the bar we came back and we were watching a movie on our futon. He was wearing joggers and i could see the outline of this thick dick. He didnt have a shirt on and was sitting beside me.

Probably was the booze but I just reached over and gently rubbed his cock through his joggers. He asked me what I was doing and I said I dont know...just wanted to feel it. He kinda smiled and didnt say anything but i felt him slowly starting to grow. He started to pitch a nice tent and was good and hard. I got off the futon, got between his legs, reached up and slowly started to pull down his joggers, exposing his nice hard dick and big low hanging balls. He said "hey what are you doing?" and then said "I'm not a faggot". I said I knew that and said "but dont you want that hard cock sucked? Our secret". He didnt say anything but just went with it, I put my hand around his hard shaft and looked at him while I slowly stroked him. Finally I moved up and put my mouth on his hot cock. At first he started to sit up and almost pull away but then he relaxed, laid back and just started softly moaning.

I worked on his hard dick, i licked and sucked on his big balls. After a while he finally put his hands on my head and starting to pull me down and slowly fuck my mouth. He said "fuck i'm going to cum" and i started sucking on his swelling member faster and harder. He started to erupt and shot cumshot after cumshot into my mouth. After he finished I continued to gently suck on his softening cock and then looked up and said he tasted amazing and smiled. He said "i'm not a fag" and I said "I know". We were roommates for the year and I service that guy many times.

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I want to be gangbanged by a frat

Hello everyone! I am a submissive cum slut. I have had this desire recently to be the cumdump for a fraternity. It’s been growing more and more recently. Having so many studs absolutely railing me with no regard to my pleasure makes me so horny.

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u/Lower-Performance416 — 2 days ago

Perve

Gotten back into swimming at the local pool. Biggest and best perk aside from seeing guys in Speedo’s is the chance of seeing them naked in the change rooms.
Can’t help but try and see a cock every chance I get.
Anyone else with wandering eyes?

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u/Objective-Pea-4720 — 2 days ago

Welp . Here we go.

I just got out of a messy marriage . I’m horney as fuck. Got grinder last night and this dude wants to come suck my dick. Iv had a friend 20 years suck me off but im nervous . Im a good looking guy and im excited but cautious. But im goin to hit em up soon .

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u/DEADRAIDER420 — 2 days ago

Finally went thru …

Finally went thru with it. I’m married M26 . After months of going on grinder and deleting acounts, i finally went thru and met up with a guy. Jerked for a few minutes when i got there. I was so nervous. 10 minutes in he asked if i ever sucked dick( wich i haven’t) and there i am. With my mouth full of dick . I loved it. Then after i sucked his dick for like 3 minutes i nuttted.. then post nut hit and I got out of there so fast.. but now i’m really craving dick…

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u/HamsterRight858 — 2 days ago

I really need some friends to goon with

I really need some friends to goon with

Like I said, some people just hit clarity after they bust a nut and leave. How do I find some?

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u/InformationThis1616 — 3 days ago