r/GayFirstTimeStories

I didn't realize I craved giving oral pleasure so much

I mainly and publicly go for women. Nobody would know that I've ever done anything with a man, let alone been the one going down and having him repeatedly suddenly lose control without even a hint. Lol. But I did and I privately crave another experience like that. Private and clean, of course, since I don't have any diseases, but I'd want to find another guy who just needs my help once in a while and doesn't even want to touch me back. Just make me give him pleasure.

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u/Jealous-Mastodon667 — 9 hours ago

My Friend Was My First!

At the time I (50M) was 32 and had been married to my wife for 4 years, together for 8. I had no inclination to experiment with with men at all.

This changed when my friend, Trevor, was staying at our house for the weekend. I knew he was bisexual but never really cared at all. It was his life.

He was in the shower downstairs and my wife was in the shower upstairs. I made my way downstairs because I knew he had been in there for a while and my wife just jumped in, so it was best chance to get a quick shower. I walked in in just in my towel and said hey to let him know I was there. I was looking in the medicine cabinet with my back turned to him when he turned the shower off and got out.

When I closed the cabinet I noticed he was drying himself off but he was also very hard while doing so. I asked my in a joking manner "Why are you hard, man?" He laughed and grabbed his cock and told me he was jerking off when I came in and didn't get to finish. I apologized and laughed some more.

He took this opportunity to walk up behind me with his cock touching my back. I figured he was just being his normal self, the jokester he was and all. He leaned into my ear and as he did he pulled my towel away from me. He said "maybe you can help me finish since you interrupted my session". I was too stunned to move. What the heck was he doing?

Next thing I know his cock was between my ass crack and pressing against my hole. I was about to cut this shit off quickly but I was also very hard mysslf now. He noticed also while reaching around grabbing me and said "my goodness you have a great cock. So hard and fat"

I couldn't move but I was very turned on in the moment. He reached over me and grabbed some baby oil from the cabinet, pouring some in his hand and started to stroke my cock. God it felt good. He then added some to his cock and stroked himself. "Feels nice doesn't it?" he added. All I could muster was a "uh huh"

A moment later his lubed up finger slid into my asshole. I could say much more than "oh fuck" as he reached around and stroked me while fingering my ass. This went on for a minute or so. It was amazing.

When his finger left my ass I suddenly felt empty and was wondering what he was doing next. Seconds after that thought he cock head pushed into me. "Are you fucking me? I can't...." he went in balls deep "holy fuck. Oh my god" is all I could get out of mouth.

Both of his hands went to my hips as I balanced myself with my hands on the counter top. He didn't take it easy on me at all. He held my hips firm and the sounds of his pelvis slamming against my ass was all I could hear in the bathroom. All I could feel was his rock hard cock going into my guts. It took about 2 minutes before I was fully into it and it started to feel absolutely amazing.

My knees were getting weak and I was seeing stats. My cock felt so hard and this odd feeling of full. I hadn't felt this before and look down at my cock with some curiosity. Seconds into looking and wondering, and his onslaught on my prostate, I was shooting cum into the sink. Every time he slammed into me, a little more would shoot out. It was small streams of precum I noticed. What an odd feeling I thought but it felt amazing.

Just as I was getting used to that feeling I felt his cock get harder, if that was possible. He told me he was going to cum soon. The exchange from what I can remember went something like this...

Fuck man, I am going to cum.

I know. I've been cumming for a bit now

You slut.

Fuck

Do you want my cum? Can I fill this sexy virgin hole?

I.... fuck yes. Cum in me.

Oh yeah... fuck so close.

Then I was lost completely. It felt like I blacked out. Roped of cum were hitting flying all over the sink. I was having one of the best orgasms of my life.

"I'm cumming" is all I heard before I felt his cock pulsate and he buried himself in me. His moan and the feeling of him pulsating cock sent shivers through me.

When he was done he pulled out and I felt and heard his cum leak from my ass to the floor. It was something that I felt I should've been grossed out by but it was so erotic in the moment.

"One more" is all I heard before his cock slammed back in me. It felt amazing but I told him to stop because my wife would be out of the shower soon. This didn't stop him. He said "your ass is so good. I'll be quick" and the slap slap slap sounds filled the bathroom again.

Despite my initial protest I really got into it. I couldn't contain the moans leaving my throat. He really fucked me hard. My thighs were smashing against the counter but I didn't care.

My cock was getting hard again so I grabbed it and Trevor said "yeah stroke that cock. Cum with me". As I was fisting my cock quickly, he came again. As his orgasm was about to start I started cumming again. "that's it squeeze my cock... fuck yes. Fuck cumming" is all I heard before I felt him pulsating in me again. It was fantastic.

We cleaned up and I showered quickly so we could get ready to head out with my wife.

The rest of the day went as normal as always. We all went to lunch, did some sight seeing as Trevor was from out of town. After dinner we watched a movie before heading to bed.

Once we were in bed my wife got naked and slid up close to me. She started kissing my neck and grabbed my cock. I thought we were going to have some fun. She is always ready to go anyway, so hell yeah.

Turns out my worry over her possibly hearing us in the bathroom in the morning was fully founded. She kissed my neck and then whispered in my ear. "It sounded like you really enjoyed getting fucked in the ass this morning" she added some emphasis by squeezing my cock. The convo went better than I expected

"You heard. I am so sorry. It just...."

"Yeah I heard. It was so fucking loud and so fucking sexy to listen to"

"You thought it was sexy?"

"OMG yes. Your moans. Both of you saying your cumming. You sounded like such a slut telling him to cum in you. At first I was angry and stood there at the bottom of the stairs listening. When he said one more and you told him no because of me, i swear I flooded so much it ran down my thighs. But the instant I heard more fucking I lingered myself to orgasm. I came when you both came. It was so hot"

She reached out and grabbed my hand and placed it on her soaked pussy.

"See... I've been horny as fuck all day"

Then the questions came.

"Was that the first time?"

"Yes it was"

"How much did you like it?"

"Way more than I expected"

"Would you do it again?"

"Maybe. I don't know"

"Would you do it so I can watch?"

"If I did it again, Yes you could watch"

She squeezed my hard cock in her hand. Kissed me deeply.

"Look how hard you are talking about it. My husband the cock slut. I fucking love it"

"I thought for sure you'd get so angry and possibly leave me if you heard that"

"I was a little at first but I loved hearing it so much" she jerking me faster now. "I so badly want to watch. Will you let him fuck you right now?"

"If you want me to I will"

"I want you to want it baby. I want you to tell me you want Trevor to come in here and fuck you so hard"

"I do I want him to"

She lept out of bed and called to Trevor. As he walked into the hallway, he saw her naked. Her inner thighs soaked with her fluids. I was dumbfounded.

"Come in her now. We need to talk"

Ohh okay he replied but he followed her in to see me naked on the bed and hard as fuck.

"From what I heard this morning you really enjoyed fucking my husband. Now I was going to be upset but it sounded so eroric and hot, that I couldn't help myself from getting aroused but it all" she reached over and pulled his cock out. "Did you enjoy it? Was his asshole that good you needed to fuck him twice?

Trevor stammered. "It.... it was so hot. Him being a virgin and all"

She's jerking him off now. "Would you fuck him again for me to watch?"

"Yes.. yes. that would be so hot"

She tells me to get on my hands and knees. Grabs lube from her night stand and put it on my asshole and his cock. Then she got comfortable with her toy in hand.

"There. Fuck him for me. But you better fuck him so good"

I didn't hear a reply from Trevor. But I did feel his cock push past my sphincter a second later. God it felt good.

She leaned in and got a good view. "You have a fat cock Trevor. Look at hiw much you spread him open"

Then the fucking started. His hands gripped my hips firmly and then the slapping sounds of my ass being pummeled started. I closed my eyes and gave into the pleasure. My moans got louder and louder.

I have no idea how much time passed because I was on another planet. I heard her cum at least twice. Then I heard her say "baby you're cumming so much. That's so hot" before my orgasm washed over me and my body went tingly and numb. Trevor blasted his laod into me shortly after and collapsed on the bed next to me.

His cock was still half hard still when ahe went and got a warm cloth and washed it for him. She took her time cleaning him before she started sucking him. Once she got him hard again, she said "one more?" and winked at us both. This was when Trevor truly realized she had heard almost everything this morning.

Watching her slurp all over his cock got me aroused again. When she noticed she got under me in a 69 position and lokked at Trevor and said "well stud?"

He got behind me but out his cock in her mouth first. She happily accepted as I statted licking her pussy.

She then took me into her mouth and Trevor slammed back into me quickly. I didn't take long to cum into her mouth. She swallowed me all down and stayed in place watching him fuck me hard.

When he got close she said "give me your cum" Trevor pulled out and jerked his cock until he came into her mouth and on her face. She came immediately after from me sucking on her clit.

"Fuck that was amazing. But now I need you to clean up and get ready for round 3" as she pointed to the bathroom.

When we came back into the room she grabbed Trevor and started sucking him again. Then she sucked me. Then both at the same time. "Now you're both going to fuck me"

She pulled Trevor onto the bed on his back and quickly straddled him and had him buried deep in her as she bounced on his cock. She got a good rhythm going as I watched and got incredibly turned on.

She stopped and sat there for a moment before telling me tk grab the lube and get my cock ready.

"Do you want a DP" I asked knowing she had never enjoyed anal.

"No. Pussy. Do it now"

I got up behind her as she leaned over Trevor and let him suck her nipples. I placed my cock on his and pushed trying to get it in. I had some trouble but found and angle and it slid it slowly. Immediately she was moaning so fucking loud.

"Fuck yes stretch me out"

We found a rhythm sliding in and out of her pussy. She came within a minute telling us she fucking loved fewling so full. Then she rebounded quicker than I expected as we sat with both cocks still stuffed in her. She slowly extracted herself from our cocks and laid down.

"Fuck that was amazing. Now suck each other's cocks"

We laid on our sides next to each other and started sucking each other.

"Fuck my fucking pussy is so gaped right now" as she slid 4 fingers into herself.

I couldn't handle it and came immediately being able to see what she was doing. Shortly after Trevor came in my mouth. It was the first time I had cum in my mouth but in the moment I didn't care and swallowed it all.

We all laid there for a bit not saying much. Until she piped up saying "So that was fucking incredible. Thank you baby for letting me watch and join. But I need to sleep now" and just like that her eyes closed and she was done for the night.

Trevor looked at me, smiled and left for his room.

That was my introduction into gay sex. Sinxe then we have had Trevor over a few times for the weekend again. We have broadened our roster over the years. In all, according to my beautiful wife, I have been fucked by 30 different men in front of her. Of which 16 have also fucked her as well. She seems to love it as much now as she did the first time.

In fact, I felt compelled to write this tonight because we had a new man over this past weekend. She found him on grindr and had been setting this up for weeks. His name is Darren and he's by far the biggest cock we've had together. I throughly enjoyed being his fuck hole for the night. I still cum handsfree as much as I did the first time, and love it every time. I am truly a cock slut, but only in front of my darling wife.

Cheers!!

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u/Separate-Tone6190 — 3 days ago

First BBC

I was raised by my elderly Aunt just me and her, so I had daddy Issues and learned to gain the approval of daddy types sexually. I already had sex with a few guys in our trailer park and a few more I met skating or playing ball. So was at about 5 guys, I had a good friend he was black and his mom was the first to findout besides my aunt I was gay, she knew for about 5 months she was cool let us smoke and drink at her house. One night I was staying over and my friend was falling asleep I was up with his mom and older sister.

His mom said she needed to take her brother some weed, I never met him because he was in prison and just got out so she told me to go with her so I did. We got there and went into his room she gave him some weed and introduced me.

We talked for a few then she said we had to go he started saying to hangout and smoke he had some Remy Martin

We took some shots and smoked a big blunt I was use to bong loads and joints so I was cross faded pretty good, then he asked If I had a gf I said no and he said why not you look cute so I laughed, he asked if I was a virgin I was with girls so I paused and my friends mom said "it's okay tell him" so I told him I had sex with men and he said older I said yes, he told me that was hot then said "stand up" So I did I had a shirt and basketball shorts on he said "nice turn around for me" so I did he pulled my shirt up and looked at my ass and said "looks like a nice bubble let me see it" and pulled just the back of my shorts down he rubbed and grabbed it and said "beautiful ass" my friends mom stood up and said she'd be back and left.

He said "take off the rest of your clothes for me and show me your body" so I did he pulled his cock out and asked if I had one that big I said no, he said "it's okay we'll go slow" I was super crossed and kind of a mess, so he said he something to help wake me up and pulled out a pipe for meth he said "put your lips on it and take a small hit" I did he lit it for me and I hit it, soon as I blew it out I felt it he said "one more bigger this time" so I did. I was so high and horny after that, he bent me over and ate my ass he had a long thick tongue and worked my boy pussy, he stopped and got up got some lube then sat down and told me to suck and keep my ass in the air so I did, He lubed me up and fingered my hole as I sucked his cock

He wanted to fuck more so after a few mins he pulled my head away and told me to bend over with my knees directly under me so I did, he lubed it up more and worked his cock in, I was screaming he slapped my ass hard then grabbed my hair and said bite the pillow and keep it down my mom is here. So I did, he fucked me so hard I was whimpering and biting the pillow so hard he finally finished in me. But I ended up staying there till the next night getting railed till my friends mom came and got me. I became his slut after that and he used and shared me

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u/BubbleButtSissy619 — 2 days ago

Crazy new life

I had never told anybody that in college I actually started dating a man for a few months. I was a bottom and it was pretty amazing, but we graduated and went our separate ways. 15 years I’m 37. My wife had passed away two years ago from a car accident. By random luck I ran into that man at a grocery store. We exchange phone numbers we started talking about our told everything about my marriage to my wife and he was married to a man but divorced. we decided to get some lunch he brought up the fact that he used to love fucking my big ass and complimented on how it stayed big. one night he came over to my house and fucked me and we kept doing it more and more.

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u/Far_Sentence_5860 — 2 days ago

Thinking about the first time with long time friend

I've been thinking about the first time and all the times after I ever tried fooling around with a friend. We were about 19 and we were friends since about 12 years. We both kept ita secret and never as far as I know still haven't told anyone.

My close friend at the time was from my neighborhood and we would hang out all the time and would always be talking about the hot girls we knew from school and I always thought about how if a friend mentioned wanting to do something with a friend I thought it would be fun knowing we were doing stuff our friends would probably tell everyone we knew if they found out but I didn't want to risk whoever I was friends with to not be interested so I was instantly horny when he decided to make his move. We watched porn in the basement of an internet Cafe one day he just put on bang bus and I thought it would be so fun to fool around outside or in a car.

We would go swimming all the time in the summer in Toronto sometimes we would go to the local community center pool since it was free and nearby. When we went I to the change room we changed normally with our towels wrapped around our lower half so no one would see us and then headed for the shower and pool. Everything was like usual until he swam beside me and looked around quick and reached out under the water and grabbed my dick through my shorts. I looked up at him and he went for it again and my dick was pretty hard at that point and when he noticed he moved a bit closer and I decided to grab his back and he was fully hard so I grabbed it again and was shocked at how hard he was.

He said we should go get changed before the changeroom got crowded and we swam until we weren't hard anymore and then went to the changeroom. He said we should go into the stall were there was a private change area with a shower for I think families to change in in private. He instantly grabbed my dick when we got in room and he started to undo my shorts when the were undone I was rock hard not knowing if he just wanted to see mine naked or was going to touch it but he got his shorts off I said I didn't think regular people had dicks so thick. I was bit embarrassed because his was much thicker and we were about the same length.

He grabbed it and perked it a bit and I grabbed his and started jerking him. After a minute my dick was dripping precum constantly and I bent down and just put his dick in my mouth and started sucking him. It was weird how I instantly thought how hot it is to suck someone's dick and even more hot because we were friends. He started thrusting a but in my mouth and then stopped and i felt him cum in my mouth. He didn't cum much and he was still hard so I kept sucking since I wasn't sure if he finished fully since it was my first time sucking and first time tasting cum but he was able to cum multiple times in a row which was the only person I've met that can do that without getting to sensitive. He started sucking mine after he came again and when I came I came in his mouth and he swallowed most of it but I cum much more than him so he wasn't ready for that much. We started hearing people entering the change room through the doors we started showering and touching each other and then going back to his place to continue the fun.

First timei ever hooked up with another guy and I was always excited when he would start the fun eveyrime we hung out for over a year.

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u/Meatcute25 — 3 days ago

Cruised for the first time

​

This is a true story, everything I have posted so far has been. I may take a bit of artistic licence , but I feel that's fair enough, these stories are from my long lost youth.

These are stories that I've never told another soul.

Please feel free to check out my other posts on my profile, I've enjoyed reminiscing about the follies of my youth. This post would be the first chronologically so far. 

This would of happened in the late 1970's. 

At this stage of my life I had blonde hair past my shoulders , stood about 5'10 and have blue eyes. I was playing rugby league on the weekends , rugby union on Wednesdays with a couple of training sessions for both in winter and surfing during the off season. While I've put on muscle as I've grown older , I've probably never been physically fitter in my life than then .

We were in the habit of going back to the pub that sponsored our Under 19's rugby league team after training on Tuesday and Thursday nights.The owner was pretty cool about allowing us to get large bottles of soft drink from the bottle shop and drinking them in the bar, so we'd hang out there for an hour or so.

I had left the pub , crossed the road  to the train station, checked the timetable and saw I had 30 minutes to the next train.

So I downed the stairs and wandered along the platform to get a seat near where I could get a carriage that would let me off near the exit at my destination.

2 litres of soft drink + cold night air = a need to piss.

I head to the toilets at the end of the platform, passing a handful of people scattered along the  seats at the station. Empty my bladder with one of those long, strong streams that are so easy to produce as a youth.

Heading back to my spot on  the platform , I notice sitting on a bench a powerfully built , middle aged Polynesian man watching my approach.

When I was 10 feet or so away from him , he gave me one of those eyebrows up head nods that Polynesians do and said "Hey "

Me: Hi..

Then he said, " I'll give you $10 if you go back to the toilet and let me suck you off"

Shocked , I could feel the heat rushing to my face  despite the cold , I hurried back to where I'd been sitting ,  20 or 30 metres away , reclaimed my seat and struggled to process what had just happened.

Now at this point , you  should know that I was no blushing virgin .

I'd been fooling around with one of my union teammates for a long time.

By fooling around I mean , we'd been blowing each other and that  he loved the way I fucked his arse.

Regularly.

We had a  thing going every Wednesday afternoon , when we knew I  had my home to myself, plus he lived close enough by , that he could be at my place in 5 minutes if the opportunity for some privacy arose.

By this point ,in my life,  I'd must of blown my load inside or on him hundreds of times and swallowed my fair share of his loads .

Sitting on the bench , my mind swirled...

Why did he ask me that?

Why me?

Was there something about me that he could tell?

Had he thought about about propositioning me when I first walked down the stairs or when I walked past him?

Wasn't he frightened of if I  had reacted badly? If course he wasn't scared of me, he was half a foot taller than me , 20 kgs heavier , older and black, some skinny white teenager wasn't a threat to him..

Why did he offer me money to suck me off? Surely people don't do that, pay money to suck someone's else's dick.I must of misheard him , he must want to pay me to suck him off. Replayed what he said in my head , " I will give YOU $10 to suck YOU off" I'm sure he said that.

And $10 wasn't an insignificant amount of money at that time. The average weekly wage was about $150 before tax.I'd take $10 to the pub on a Friday night, have half dozen beers with mates , get a pack of  cigarettes and go get a Chinese meal with mates across the road and still have $2 or $3 dollars left. 

Surely no one would be thinking sucking my cock could be worth almost half a days wages.

All these thoughts flashed thru my mind as I say there and then I done something I still can't explain.

I got up and walked back down the platform towards the toilets. As I started past  the handful of commuters I could see the Polynesian dude watching me.

I kept my eyes down until I was around 10 feet away from him, then I looked up, caught his eye without breaking stride and made a motion with my head towards the end of the platform. 

I didn't look back to see if he was following, but my ears were straining to catch any sound of footsteps besides my own , without any success. 

Maybe he was having second thoughts and gotten cold feet.

I hesitated as I turned into the toilet to glance down the platform , just in time to see him rise up of the bench and start walking towards me as I continued into the restroom .🚺 

It was what you would expect from a train station restroom. Not much in the way of romantic decor, just a handbasin, a urinal trough along a wall and three cubicles. The only thing that made it different from any of the thousands of train station restrooms across the world was me, a young , dumb , full of cum  blonde kid nervously waiting for a larger black man who had successfully lured him  there for sex.

I was standing with my back towards the cubicles facing the door when he entered ,his bulk first filling the doorway., then blocking any chance of me making my exit as he moved in and finally stopping about ten feet from me .

There was a long moment while we just  stood motionless looking at each other, that was broken when he put his hand in his pocket, withdrew his wallet , opened it  and started to pull out some notes.

" No, no need for money" I said " Maybe we can just do each other? "

Putting his wallet away  , he  directed me to go into the middle cubicle , squeezed in behind me and closed the door. His bulk made the area feel , very ,very small 

He told me to stand on top of  the toilet bowl and to look out for anyone entering. He helped me up to   stand  on the toilet seat  and I steadied myself with a hand on top of  each of the walls either side of me.

He rubbed the front of my shorts for a moment, the rather quickly pulled down my pants with both hands, leaving me in my undies. Almost as quickly he put one hand down the front of my undies cupping my cock and balls and with the other began pulling them down to my thighs.

Did I mention that I'm a grower not a shower and it was very cold and I was nervous? 

My soft dick looked tiny in his large , cold  , calloused hand .  

Holding it between his thumb and forefinger he sort of studied it before he began to give it little encouraging jerks, backwards and forwards.

 

I kept looking nervously over the top of the stall at the entrance and then back down quickly to watch him looking at and  playing with my dick.

On one of my furtive looks down , he had switched his glaze to my face. Locking eyes with me , he tighten his hold on my still shy dick and pulled me a little bit forward while he moved his head towards it .

Oh my lord  , the warmth when he wrapped his big lips around it was exquisite.

His tongue began to masterfully play with my cock , encircling it , twirling around it , flicking the tip of it , sometimes slipping out to lick my balls.

My cock had begun to lose its shyness under his treatment and began to harden hastily to its full length of 6 & 1/2 inches.

My  feet perched precariously on the toilet seat ,  with my hands grasping the top of the stall my movements were limited as his tongue tormented me. His mouth was soft , wet and gentle on my cock , different to the blow jobs I been used to from my teammate , who used to suck on my cock much more  desperately, hungry to taste my cum or have me fuck him.

This delicate blow job was fantastically frustrating.

I begun to thrust a little bit into his mouth trying to hasten things up, while still watching the door , but he just kept tormenting me with his tongue.

My foot slipped on the porcelain and my when I stumbled a little  , my cock slipping out of his mouth. , he placed his hand on my arse to steady me as I dropped a hand to his shoulder to steady myself. 

His hand was that large it felt like it was covering my whole arse .

My cock out of his mouth , he began to nuzzle my  balls and run his tongue up and around my shaft to kiss the tip of my cock repeatedly , he  seemingly having no intention of taking my cock back into his warm mouth anytime soon.

My body  was twitching on its own volition by this stage , unaware of how out of control of the situation it was in , perched precariously in a stall with a much larger man who was treating me like his personal lollypop.

I've heard that a stiff prick has no conscience and if that's true  then , I guess it's also true also that a rock hard teenage cock has no fear , because I had almost given up looking at the door for anyone entering and was just either closing my eyes in bliss or looking down wonderfully at the contrast of my pale white cock against the darkness of his face and lips.

I don't know whether it was wanting the warmth of his mouth or whether to stop his tongue teasing me more , but when he worked his way to the tip and began to kiss it , I slipped my hand off his shoulder to the back of his head and with a moan pushed my cock into his mouth.

My fingers buried in his curly stuff hair , I buried my cock into his hot mouth all the way to the hilt and holding his head tight began rubbing my balls on his chin while trying to rub my pricks head against the back of his throat.

This seemed to flick a switch in him  , he went from lightly teasing me to engulfing me ,  his lips clamping around my shaft he went  from savouring me to devouring me .

Between his hand on my arse and my hand on the back of his head a lot was happening,  his tongue busy in his mouth on my cock as I thrust it in to him , trying to keep it deep in his throat as he slid his lips up to my cocks  head .

 Eyes closed , biting my lip , all thoughts of watching the door were  gone as I worked my way to dumping my load. Someone could of come in , sat back with popcorn and watched the show of me being consumed by this older , black man and I wouldn't of been oblivious.

When I came , I came hard . If he hadn't been holding me up ,  I think  my knees buckling would of had me falling off the my precarious foothold , but he held me tight and swallowed every drop of my cum.

His tongue seemed to be trying to milk every drop from my prick even as I pulled back from him. 

Seperating from him and looking down , my hand now on his shoulder ,I saw for the first time that he had his own cock  out  in his hand and was working it  while looking up at me.

It was bigger than mine.

It was much bigger than the teammates I fooled around with on Wednesdays.

I guess it was about 8 inches.

Maybe more.

IMesmerized  ,  I wanted it.

I asked.

" Would you like me to suck it ?"

Looking up at me , that seemed to send him over the edge , this young blonde kid asking to suck his dick  . He shook his head locking eyes with me and in a couple of more  strokes he came.

I can still see in  my mind's eye, him looking up at me and his cum oozing out of cock , thick and white against the dark meat  of his cocks head.

I left before him and my train arrived moments after me re-entering the platform. I kept looking for him every time after training, but never saw him again ..

I didn't tell my Wednesday afternoon fuck buddy about it.

I've never told anyone about it.

Not a single soul.

Until now.

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u/Famous-Astronaut-287 — 3 days ago

First time getting fucked

Obligatory everyone was 18+ in this story.

So about 6 months after I got head in a steam room on a cruise ship (if you want to read that story, it’s posted here), I desparately wanted to feel what it was like to get fucked.

As a senior in high school, scared of anyone finding Grindr on my phone, I decided to confide in the one gay classmate I knew. He was very open about his time playing with other men, but he seemed very trustworthy in being able to keep a secret.

One afternoon, I sent him a text, asking if he could keep a secret. I think this coming out of the blue gave him more than enough of a hint as to what was coming, but I eventually tell him I’m curious what it’s like to get fucked, and I wanted to experiment with him. He was open to the idea, and we made a plan to meet in the parking lot of the clubhouse in his neighborhood that night. I told my parents I was going to a friend’s house to play video games, and did what I could to prep for his dick in my ass (though looking back on it now, my prep was very much lacking, and I’m surprised there weren’t any unfortunate accidents lol).

We park in the empty parking lot and I climb into the back seat of his car. He can tell I’m extremely nervous, so we chat for a minute about random things. I tell him I don’t know how to proceed, and so he says, “what would you do if I did this?” And places his hand on my crotch, gently rubbing my cock through my shorts. In response, I reach down and start to rub his, feeling it growing in his shorts. I tell him I want to see it, and he takes his shorts off, revealing a 6” cut cock, somewhat thin but with a nice mushroom head, neatly shaved pubes, and some very stark speedo tan lines.

I take a hold of his cock, gently stroking it with my left hand as I take my own shorts down with my right hand. Once my shorts are off, he lets go of my cock to pull me into a kiss. We make out for a minute, tongues fighting, before I pull away, asking him if I can put his dick in my mouth. He adjusts himself to give me more room to explore, and I lean down, his dick just inches from my lips. I’m nervous as hell, having never sucked a dick before, but the butterflies are soon replaced by a primal urge to take his cock in my throat. I lick his head, then dive in and take as much of it in my throat as I can. Having never done this before, I gag almost immediately, tears streaming down my cheeks as I cough on his dick.

He coaches me through my first blow job, and as I take his advice, I taste his precum on my tongue, salty, but also a bit sweet. He put his hand on the back of my head, guiding the rhythm, and my dick throbs as the overwhelming sensation of sucking a dick makes me even more aroused.

After a minute or two, I take his dick out of my mouth, and I ask him if he wants to fuck me. He says yes, then reaches into his shorts on the floor and pulls out a condom. He tells me to get out of the car, and follows me to the front of my car, both of us bottomless in this neighborhood parking lot. The thought of being fucked in public has me so aroused, I don’t think twice about the ramifications of getting caught, so I oblige him.

He lubes up his finger, rubs my virgin hole, and tells me to breathe out as he slides his finger in. It feels so good going in, and he slowly fingers my ass before adding a second finger. After a minute, he takes his fingers out, and bends me over the hood of my car, telling me to breathe slowly, that it’s probably going to hurt, and presses his dick against my hole.

As the head of his dick pops through my sphincter, the immediate burning is too much for me to bear, and I tell him to pull out. Lightheaded, I start breathing heavy, feeling like I’m going to pass out, leaned up against the hood of my car. He tells me the pain will subside if I let myself acclimate, and I agree. He presses his dick inside me again, and the pain immediately returns. I try to breathe slowly, and after a few seconds, the pain subsides, and the realization that there is a dick in my ass causes the arousal to flood back, pain now a rising pleasure in my ass.

He slowly starts to slide in and out, and the pleasure continues to rise, pressure in my ass causing my dick to throb uncontrollably as he starts to fuck me faster.

After a minute or two of adjusting to the sensation, he grabs my shoulders, picking up the pace, fucking me hard and fast, and my mind melts into the pleasure of getting fucked for the first time. It doesn’t take long, but I reach down and start to stroke my cock, maybe 30 seconds before I tell him I’m going to cum.

He continues fucking me hard, and I can’t contain it anymore. I start to cum the most intense orgasm I’ve ever had, blowing my load all over the grill of my car. He maintains his pace, and maybe 60 seconds after I cum, he tells me he’s going to cum too. He pushes deep into my ass, burying his dick inside me so our balls are pressed together, and cums inside my ass. He pulls out, pulling the condom off, and lets the cum fall on the pavement. After a minute of heavy breathing, he kisses me, tells me my ass felt amazing, and tells me I’m probably hooked now lol.

We get dressed, say our goodbyes, and both drive home.

And that’s the story of my first time getting fucked. Hope y’all enjoy, I have some more stories if anyone is interested, thanks for reading!

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u/InformalPeach102 — 4 days ago
▲ 106 r/GayFirstTimeStories+1 crossposts

First time with a man

Obligatory everyone was 18+ in this story.

So I had pretty much always been curious about what playing with a man was like, watched enough gay porn leading up to this point that I wondered how different it would feel from being with a woman.

I was 18 on a family cruise to celebrate my brother’s birthday. Spent plenty of time on board the cruise ship with the family, doing the typical family things.

One morning, I decided I wanted to get in a workout at the gym before the day’s activities, so I left everyone in their rooms and worked out. Confirmed after my workout that everyone was still in their rooms, getting food, not coming to the gym being the most important detail, and I decided I would get bold and try sitting naked in the sauna, trying my hand at a little exhibitionism.

Walked into the sauna and there was only one guy already there, sitting on the bottom row of the benches. I asked if he minded if I sat with my towel open, as I didn’t want to get told to leave by security, and he accepted. I sat across from him and opened my towel and spread my legs, letting my hot, sweaty balls hang freely. He opened his towel to reveal quite a small dick, so I knew I wasn’t interested in trying anything with him, but being nude in a public space was exhilirating.

Shortly after I sat down, another man came in. I sort of panicked, as I didn’t know if I would get in trouble, and I loosely covered myself, but he didn’t seem to mind. He sat across from me, on the row of benches above the other man, and opened his towel. We all sat in silence, dicks hanging freely, and I noticed the second man eyeing me up and down, eyes lingering on my dick. He nods at me, making a point of looking at my dick, then sort of motions his head toward the door. I nod back, and I wrap my towel around my waist as I stand up. I tell the two men “have a good one,” and walk out of the sauna into the adjacent steam room which was empty.

I sit down toward the back of the room, in the thick of the steam, and the second man follows me in and promptly sits beside me, undoing my towel. He doesn’t say a word, just reaches in and starts stroking my cock with one hand as he undoes his own towel with the other hand. I nervously reach over and grab his cock, and he takes this as a sign that I’m into it, and he quickly dives in and puts my dick in his mouth. I start breathing heavy, the growing horniness pushing out every rational thought in my brain, and I start to melt in the sensation of his lips around my cock. He uses one hand to stroke my cock into his mouth and takes his other hand and gently starts to probe at my asshole.

At this point, I can’t hold it anymore, and I tell him I’m going to cum. He doesn’t slow down at all, and I blow my load directly into his mouth. He doesn’t waste a drop, swallowing it all at once, and then pats my thigh with a smile. I get up, tell him thanks, and walk out of the steam room.

I got out, wiped off in front of my locker, and get dressed. Saw him one other time that day by the pool with another man who appeared to be his husband, but I don’t think he saw me.

And that’s the story of my first time with another man. I have plenty of other stories if anyone is interested in hearing them.

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u/InformalPeach102 — 5 days ago

Lost my virginity to much older man

At the time of this story, I was 18 years old, 1.65m tall, and weighed 60 kg. My hair is dark brown, and I have a naturally hairless chest. I'm quite shy and always looked young for my age, which meant I never had much luck with girls as a teenager. While watching porn for hours as a frustrated teen, I stumbled across bi-porn, which eventually led me to "real" gay porn.

When I moved from my hometown to a larger city for school and still didn't have much luck with girls, the thought of trying it with a man wouldn't leave me alone. I even created an account on a gay dating site a couple of times, but I always thought, "I'm not gay, I can't have my first time with a man." After a short time, I always deleted my account.

A few weeks after my 18th birthday, frustrated that I was still a virgin, I signed up again on that gay dating site with a profile titled something like, "Inexperienced but curious guy looking to have his first experience with a man." I received a lot of messages, but most were along the lines of "Hey, wanna have sex?" or something similar, and they got impatient pretty quickly if I didn't want to meet up right away.

One man, however, was different from most of the others. At first, I was skeptical because of his age (he was 45), but he didn't pressure me to meet him immediately or send him nudes after just two messages. He wasn't from my city and was staying in a hotel here the following weekend. Naturally, he invited me to visit him there fairly soon after. I was very unsure about meeting anyone because I didn't want anyone to find out about me. The deciding factor for me was the fact that he was from a different city and so much older than me. This meant that the likelihood of our social circles overlapping was low. So, a once-in-a-lifetime opportunity for me.

My lust became too much, and I agreed to meet him at his hotel. I figured if I tried it, maybe the craving would finally subside. We agreed that I only wanted to "experiment a little," maybe give him a blowjob. He told me he was a total top and wasn't interested in my penis at all. That was fine with me, since I mainly wanted to touch and play with another man's penis.

On the day of the meeting, I almost got cold feet, but I had made sure not to masturbate the day before, which made me incredibly horny, and I told myself, "Now or never." I was to come to the hotel lobby, and he would get me. On the way there and during the few minutes I had to wait, I felt like everyone knew where I was going and what I was planning. When he stepped out of the elevator, I was relieved to see he looked even better than in his pictures: light gray hair and pretty much a prototypical dad bod. I was grateful he kept the greeting brief, leading me straight into the elevator and to his room. He sensed my nervousness, and we chatted for a while on the sofa. At one point, I mentioned that I was gay, but not gay, to which he just grinned. Talking about sex in real life felt strange because I was used to only typing that stuff in chat rooms.

Finally, he stood up and told me to do what I'd come for. I had to open his pants and take out his already hard cock. The feeling of another man's cock was very strange, completely different from my own. At 17 cm, his cock was also considerably larger than my 12 cm. I played with it for a while when he said he thought I knew what to do when you're kneeling in front of a man like that. Of course, he was right, and I thought, okay, there's no going back now, I'm going to be a real cock sucker.

I slowly started licking his penis and taking it in my mouth, trying to imitate everything I'd seen in porn. He was very encouraging and told me how best to please him. It was also very important to him that I wasn't allowed to touch myself. As I got more and more into it, he pulled me away and said I was doing a great job and asked if I was enjoying it. He knew, of course, that I was, and said it would feel even better if I were naked. He'd also been waiting to really see my body.

This was the first time anyone other than my mother had ever actually seen me naked. At first, I kept my underwear on, but he just laughed and told me to take everything off. I was embarrassed because I was already hard, which was, of course, the first thing he commented on. He said that for a straight boy, I was getting pretty turned on, sucking a man's penis. I had to turn around and show him my body, which he said was a dream for men like him.

Then I had to get back on my knees and keep sucking him. He was right that giving a blowjob naked felt better. Being so exposed made me feel like a sexy little slut.

He stopped me again and said he'd come soon if I kept going like that. He wanted to take care of me too, and I was supposed to sit on the bed. I found it strange that he wanted to give me a blowjob because he'd insisted he wasn't interested in penises, but I went along with it. It turned out he didn't want to give me a blowjob at all, and he lifted my feet and started licking my hole. At first, I wanted to protest, but it felt surprisingly good, and I let him continue. Maybe that was an understatement; it was the hottest feeling I'd ever had, and I wanted him to keep going. I felt like I was giving him access to my most intimate parts, like a little slut.

Then he suddenly stopped and apologized, saying he remembered I didn't want to do anything more than give him a blowjob. I said it was okay, that I loved the feeling, and that he shouldn't stop. He insisted we stick to what we had agreed on, which almost made me beg him to continue. He said if I was open-minded, we could go further, but that would mean I had to trust him, and he would show me what real male sex was like, but only if I was sure I wanted it.

At that point, I was so turned on by sucking his cock and feeling like a slut that I figured I might as well try a little more. When would I get another chance like this? He then explained what he meant by "male sex," which was, of course, anal, and that a submissive should prepare by douching, etc. He had even prepared things for it in the bathroom.

I'll skip the details, but when I came out of the bathroom, he had also undressed and told me to get back on my knees. We had both gone somewhat limp in the meantime, but that quickly changed as his cock grew in my mouth, which also turned me on immensely. After a few minutes, he had me lie on the edge of the bed and started licking me again. When I heard the lube tube open, I knew what was coming next. He gently massaged my hole with his tongue and added a finger. First, he circled my hole, then he slid his finger right over it and finally pressed it down, applying gentle pressure. I had expected it to hurt, but surprisingly, it only felt a little strange, not really painful. He fingered me like that for a while and added another finger. After three fingers and a lot of licking, he said I was ready. If I wanted to stop, this was my last chance.

My arousal had only intensified with the foreplay, and I was now more turned on than I'd ever been in my life. I simply said, "Please continue." He smiled, and I had to put the condom on him and lube his penis. It felt strangely submissive; I had to prepare the penis that was about to take my virginity.

I got on all fours on the bed, like I'd seen women do in porn, and arched my back as much as I could. Then he said that when he took my virginity and entered me for the first time, he wanted to see my face. He had me lie on my back with my legs spread, oh boy I was rock hard and then he kissed me and went in. It hurt but I got used to it and I started moaning rolling my eyes back. He fucked me for a while and then he cam inside me leaking cum as his penis was leaving my hole. I ended up sleeping over at the hotel with him and left in the morning but really I enjoyed that night and I will never forget it!

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u/Strict-Gazelle2783 — 5 days ago

Drinking and Riding my friend at an Easter party. (Domino-effect into hooking up with the whole group)

After coming out as bisexual to my friends a few months prior, they were throwing a party for Easter. One friend was making cocktails that got us all wasted and the whole group apart from me and a guy I was very comfortable around left the house to walk and get McDonalds. We stayed because we were star wars nerds and were playing empire strikes back on VHS.

We got near the kiss scene between Han and Leia and were talking about our crushes on the characters. I said "I would kill to be Leia in that situation" and he responded with "If you're Leia I'd want to be Han". So considering we were both very drunk I more seriously said "If you want to fuck me just admit it and I might just let you". He was calling bullshit so I started rubbing his crotch and responded "I'm bored". I wanked him for a bit before asking again "You seriously wanna fuck my ass?" and he responded with something about it would be fun to but he doesn't have a condom, so I pulled out one from my wallet (in case I was gonna hook up with a girl when we went clubbing later) and he just went silent and said "the others are probably coming back soon".

I took the condom out of the wrapper and began applying it responding "Better cum fast then" before pulling my jeans to my ankles and slowly sinking onto his cock. I bounced on his cock for a few minutes while watching star wars until he said he was gonna cum and I made him unload inside me. It was a little awkward after but I went and put the condom in the bin.

Later I came to know that one of our friends found it immediately after getting back and knew what happened but didn't say anything to the group until after the party. That basically opened the floodgates to me hooking up with most of the group in the following months/years after they found out I was down to fool around with most of them.

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u/Cheekinski — 6 days ago

First time: Liam's Hot Tub. True Story.

This is the story of my first time fooling around with another guy, the adventure that started me on a crazy journey. Everyone involved in this story is over 18.

It was the long summer after finishing school and there was very little to do in the village I grew up in. Boredom and hormones do not make for the greatest combination and I had had very little success with girls. I had kissed a girl in my class on a fieldtrip, though only the once, and I’d made out with a French student when I went on the Exchange. Nothing more had come from either of these and I’d struggled with several intense crushes that I wasn’t able to convert into any form of relationship.

The latest was a girl named Kayleigh, I had been going to a youth club with her and some other friends and we had been getting on well. She was a bit of a rocker, all dark make-up and straight black hair with piercing eyes, well developed breasts and a tight arse that I’m sure she had caught me staring at more than once. We had been passing each other notes in class for the last few months of school, things had seemed to be building towards something, when suddenly, out of the blue, she got with a guy called Sam and that was the end of that.

That long Summer was pretty great, I had a part-time job and had plenty of time to hang out with different friends, as well as spending time on my own reading and playing video games. I was also masturbating frequently, experimenting with techniques I had found on the internet, which was still in its infancy.

One day, a couple of weeks into that long Summer, a guy I’d been at school with, Liam, invited me over to his house to hang out. Liam was a handsome guy; he was close friends with Kayleigh and was always surrounded by girls. We’d never been particular close but had got on reasonably well when hanging out at youth clubs as part of a big group.

His invite had been a bit of a surprise but I’d had nothing else to do and being from the poor end of the village, was excited by the opportunity to see his house as I knew his parents were pretty well off. I was not disappointed; his house was big and immaculately well kept. His parents were both at work and we had the place to ourselves.

We made milkshakes and played video games for a while and then, quite out of the blue, Liam asked me if I liked to jerk off. I told him I did and we spent a little while telling each other techniques we’d tried. Liam gave me a couple of sachets of lube – which I’d not used before and when I got home, I tried them out and really enjoyed the slick feel of it. I messaged him online that evening and told him how much I’d enjoyed it and sent him links to a couple of techniques I’d told him about.

He tried them out and reported back to me a couple of days later, also sending me links to some ‘two person techniques’ he had found. I was intrigued and we chatted a little about them, looking through and saying which ones we would like to try. It was all very hypothetical and neither of us seemed to be suggesting actually trying them out.

About a week after I first went over, Liam invited me over again. We did the same thing again, milkshakes, video games and talking about jerking techniques. Liam then told me that he really liked to masturbate in the hot-tub.
‘Wow,’ I said, ‘I’ve never even been in a hot-tub.’
‘Do you want to try?’ he asked me.
‘Sure, next time I’m round I’ll bring some swim-shorts.’
‘Don’t worry about that. We can try now.’
I hesitated.
‘Honestly, it’s fine. I go in naked all the time when no one is around.’

We walked into his back garden and, sure enough, there on the veranda was a hot tub. Liam lifted the lid, hit the switch and started undressing.
‘Don’t worry,’ he said, ‘No one can see in.’

He was right, the hedges and fences around the garden were tall and no nearby houses would have an angle on the veranda. I slowly took off my t-shirt and began unbuttoning my shorts. I’d been naked in the showers at school after PE class, though I’d never liked it. I was a little shy but Liam was already naked and lowering himself into the hot-tub. From my angle I’d not seen his cock but had got a good look at his ass, which was shapely and smooth. I felt a slight stirring in my loins and thought, ‘what the hell’ and took of my shorts and boxers and joined Liam in the tub.

He politely looked away until I was in and the bubbles concealed me.
‘How does it feel?’ he asked me.
‘Nice,’ I replied, ‘Really relaxing.’
‘Do you want to jerk?’
‘Sure.’

I grabbed myself under the water and began gently jerking my semi-hard cock until it grew in my hand. I could see that he was doing it too, opposite me. After a minute or so, I asked him, ‘What do you think about when you do this?’
‘People I like, I guess. I imagine someone else is doing it. You?’
‘The same really.’
‘Has anyone else ever jerked you?’ he asked.
‘No, what about you?’
‘Same. Do you want to try?’
I felt a ball of nervousness in my chest but managed to break through it to say, ‘Sure’.

Liam moved around the hot-tub until he was sat next to me. I removed my hand from my own dick and placed it on his under the water, as I felt his soft hand gently grasp mine. We both started stroking gently, our shoulders and hips touching as we pumped in unison.
‘Who do you imagine is doing this?’ he asked me.
‘Kayleigh,’ I let slip without thinking, as his hands glided across my cock.
He smiled, ‘I heard she gave Sam a blowjob last weekend.’
‘I’d love to try that,’ I replied.
‘Try what?’
‘A blowjob.’
‘Me too,’ he agreed.
‘Maybe we can,’ I replied, the arousal making me feel more confident, ‘We could blow each other.’
‘We could, but who would go first?’ he asked, letting go of my cock.
I released his too, ‘We could play rock, paper scissors,’ I suggested.
‘That could work.’
‘Okay. Best two out of three. We go on three.’

We moved opposite each other and prepared ourselves.
‘1. 2. 3.’ We said in unison. I went paper, he went rock.
‘1. 2. 3.’ He was rock. I was scissors.
‘1. 2. 3.’ I was paper. He was scissors.

I felt a ball of anxiety inside of me, a strange mixture of nerves and excitement as I positioned myself in the middle of the hot tub and Liam lifted himself out of the water and sat on the edge, the warm water running down the shaft of his hard cock. It was darker than mine and about an inch longer with short wiry pubic hair around it. I reached out and wrapped a hand around it and began jerking slowly, looking up at him.

‘I don’t know how to start,’ I told him.
‘Just lick the head,’ he replied, ‘like a lollipop.’

I lowered my head and licked the tip of his cock, running my tongue around the head as I continued jerking gently. I did this for a while, savouring the sweet taste of precum that began dripping into my mouth. I took his head in my mouth and carried on working my tongue as I moved my lips up and down the shaft, jerking all the time, trying to emulate the women from porn videos I’d watched.

He began moaning gently and I began moving my head up and down in time with my hand and swirling my tongue around the head faster and faster. I lost myself in my determination to make him cum and, with my other hand, reached between my legs and began stroking myself too. I was surprising myself with how much I enjoyed the experience and when he put his hand on my head, I took him deeper in my mouth, as deep as I could.

‘I’m going to cum,’ he told me. I think he was expecting me to pull away and finish him with my hand but instead I continued my work, revelling in the explosion of cum inside my mouth, the warm and salty liquid bursting onto my tongue and down my chin as I pulled away and looked up at him. He was smiling and breathless.

‘That was amazing,’ he said and, in that instant, my own cock exploded under the water as a huge load of cum burst out and I moaned loudly in response.

‘Your turn?’ he asked me.
‘A little late for that, I’m afraid,’ I replied.

I got my turn a few days later though and throughout the summer we would regularly meet up and jerk or suck each other off. After the summer, he left for university and these encounters petered out to nothingness. Liam got a girlfriend and, eventually, so did I. We stayed friends though and hung out from time to time but only in a group. About two years later, after Liam and his girlfriend broke up, he came out as gay. By this point nobody was surprised. I wasn’t ready to come out as bisexual and I respect him for not outing me.

Whilst it wasn’t really a relationship, that summer with Liam was an important sexual experience for me and I definitely found a love for being on my knees, somewhere I would find myself again many times.

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u/Afraid-Flan4278 — 6 days ago

Older top dominated me and turned me from a "straight-but-curious jock" into a submissive buttslut bottom

WARNING: f-slurs for anyone who is offended by that!

My first time was about 2.5 years ago when I was 22. I was straight with a gf and I found out my girl actually cheated on me. Surprisingly wasn't too upset.. almost kind of understood why she did it because my dick is very TINY and she clearly craved a bigger cock to satisfy her. Either way, I started embracing my curiosity and my closeted "penis envy" and began going to parties and giving blowjobs to guys on the downlow. Really enjoyed it and was incredibly talented at sucking dick. Got a lot of compliments about how thick and plump my ass was and eventually got curious about taking cock for my first time.

Hit up an older dom top on grindr and provided pics. He had a nice 7" or so girthy cock and I met up with him under the pretense that I'd be sucking him off until he was satisfied and then he'd "fuck the straight right outta me until my fat ass was gaping & full of cum." Well... he wasn't kidding lol! 😅

Started out stripping completely nude, sucking his cock while he sat on the couch. He was dirty talking me a lot which turned me on, "Mm ya suck it bro. Oh fuck swallowing my big dick like that? You're sucking my cock like an experienced faggot.."

He grabbed my hair and pulled me off his cock and ordered me to mount the couch doggystyle and stick my ass up in the air and spread my cheeks wide open. I obeyed. I felt a big glob of lube on my asshole and he used his fingers to push it inside my ass. He then told me to "look back at me and beg for it."

I did what I was told, and begged him "please daddy please stick your big cock in my slutty ass. I'm so horny to get fucked."

His response: "I thought you were a straight jock stud? Are you straight or are you a big butt fag?"

"I'm a big butt fag sir.."

He said, "That's right bitch yes you are. You're a fat assed slut that loves taking cock."

He pushed the head of his cock against my lubed hole and my ass slowly started to open up and take it. I was groaning LOUD because of how much it initially hurt while I was being stretched out. He slowly slid in until every inch was inside me and then spanked my ass and told me to get used to being stuffed because he's going to "demolish my pussy in a few minutes."

I took the time to just relax and accept it. Once I felt comfortable I pushed forward and then pushed backwards back onto his cock a few times while moaning LOUD. He took that as the signal I was ready to get my ass POUNDED. He grabbed my waist and started throwing me back and forth on his cock.

To keep it short and sweet, there was lots of dirty talk.. me leaking all over the couch while getting fucked doggy... eventually mounted him cowgirl position and rode his cock while my small limp dick bounced and sprayed a small rope of cum on his chest. Eventually got flipped over to missionary position. Didn't take long in missionary before I blew my load completely hands-free while getting fucked. Kinda sprayed a rope right on my face too during it.. hit my chin and lips.. 🥵

Started to experience a slight bit of PNC. Was just on my back getting plowed thinking "holy fuuck I cant believe I just came taking cock in my ass while having gay sex with a man...wtf am I doing and why does this feel soo good." As I was struggling with my sexuality he pushed all his weight onto me pinning me down with my legs spread WIDE open and started making out with. Shoved his tongue down my throat and I reacted by swirling my tongue around his while kinda "whimpering." He finished by nutting inside me during missionary and I laid there on his couch moaning a bit pushing a massive load out of my wrecked ass.

Went home and was a bit sexually confused for a bit but I kept thinking about it and craving that experience again. Ended up becoming more and more open and confident about being a big booty bottom and hooked up with more guys in grindr.

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u/BigButtFox — 7 days ago
▲ 24 r/GayFirstTimeStories+1 crossposts

First visit to a sauna

In my mid 20s I was coming to terms with being bi, and started to experiment with gay sex... an early experience was a gay sauna visit while away for work. It was sunset on a typical warm Brisbane evening. To me it felt paradise and that I could try anything. Still, I was nervous and unsure of myself. What I wanted to do most that evening needed some courage. I walked there from my hotel over a long river bridge to where I'd read the sauna was.

I climbed it's long wide stairway and payed the cover charge, and I was given a fluffy white towel. Walking into the locker room I was met with bench seats and men in various states on dress.. so going through the motions I pretended I was at the local pool as I stripped naked. Towel around me and off I went exploring. Mid week there were a few men there but not buzzing. I'm ok with that. I didn't know what to expect but honestly it just felt so liberating being inside that I decided to take off my towel and just walk around with it over a sholder.

Got in the main hot tub for a soak. I started talking to a local his 30s with short cropped hair. He had collected many tattoos in that old sailor style. We talked about the city, about what's on, about this and about that, basically about everything but what I was there craving to try. To play with other naked men. To know what that's like.

More got into the jacuzzi gradually and I had some flirty conversations, various men around me putting their hands (and feet) on me under the water. Our sailor being somewhat close by, saw hand playing with my cock as another stroked my chest. One hand moved from cupping my balls to teasing and fingering my ass, just a little, while the sailor made to exit and tried to elicit a reaction... he feigned getting out but stalled there with his ass extended presenting to me so that I might be tempted to top him. I wasn't attracted to him in all honesty, so I casually smiled at him and returned my attention to the smooth muscular man on my right whose cock I was stroking as my other neighbour fingered me.

Muscle dude asked me if I wanted to go somewhere more private. Oh yes. I quickly nodded and followed. Well it turns out he was a very athletic top. Once in private he immediately kissed me hard and dominated me, turning me around lubing me up while putting on a condom and got to fucking me actually quite hard. How did that happen so fast? He was an average size and I guess I was ready, I don't remember a pain of entry, but also I wasn't expecting that. I did like it... I liked the effect I was having on him. He was so fast. Too fast. Once he'd had his way and climaxed he kissed me goodbye and just disappeared, leaving me feeling used and unsatisfied. Not ideal.

There were less people by this stage, I was a little deflated and I'd decided I'd shower and head home. It was a wide shared space where I started to wash myself. Closest to me was an older gent, probably late 50s and taller than me, with a thick flaccid cock. I really enjoyed watching the water pour over him. I would just love to be this man's play thing. The thought of that cock erect and inside me was intimidating, but not so intimidated to stop me reaching over holding it as we washed. He didn't signal much of anything he just let it happen as he lathered. So I slowly stroked his thick cock as I fantasised what he was like, and where we would find ourselves. He was an executive and I was a in his office. I was sitting on his lap and he was unbuttoning my shirt while my hand was in his zipper holding his impressive instrument.

I wanked him as I wanked myself for an extended period enjoying my daydream. He possibly had the longest shower ever in that place. I was hard and I was moaning and we were now surrounded by several men all wanking while watching us.. mostly watching me. My cheeks flushed a little, probably become red when I noticed this, and yet I felt an exhilaration and just wanked faster and faster until I came.

I wish I could say I got my tall daddy off in the same way, but he was now semi hard and it was quite possibly a challenge for him. Well thank you daddy, no words spoken, I finished lathering and rinsing as our onlookers left, and I headed to the locker areas.

Muscle dude was there. He was mostly clothed, his tanned bald head all gleaming. I wasn't sure what if anything to say but he just winked at me and smiled as he tied his last shoe lace on his black oxfords now in his suit pants and blue cotton shirt, and he promptly left. I bet that man gets a lot of cock.

Anyway.. I dried off properly and put on my shorts, linen shirt and sandals, and as I was leaving shower daddy and I headed to the exit. I hesitated so as to let him through. Should I say something? What!? I wanted to ask if maybe we could meet. Maybe he should invite me over? That I'd really like to chill at his place... I wanted to put my mouth on him, I want his tongue in so many paces. But I said none of that because when I dropped by towel at the return shoot I turned and he was already at the foot of the stairs and my heart sank just a little. Walking down I wasn't going to run after him. Well on the stairs I noticed two fresh flat 20 dollar bills, hard to miss in the light. There's no way he did not se them. Did he drop them by accident? But you pay at entry, not on exit. No. I think it was his small thank you. He would have liked me to visit him, I wish he could know it's exactly what I wanted too.

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u/holidayspell — 7 days ago

I knew

When my friend put my hand on his lubed cock i instantly said" im hard now will you please fuck my ass? And he did he lubed my ass and laid me on my belly. As soon as he put it in I told him immediately" im not bi im gay now." His cock felt so good. As he slowly pumped me in the open on the beach a couple saw us fucking. And I said I don't care baby I love your cock" they ran away and he kept fucking me. I came hands free. I called into work the next day and he fucked me all day showing me how to give pleasure. I came so much that day I didn't even wear clothes I laid around sucking his cock and making gay porn vids with him. At one point I was riding him and he came in my ass ass while I came on his belly. I sucked his cock so much he came in my mouth. At one point I while riding I moaned and screamed loudly" ty baby im a dick rider now daddy i love it" I even said " I don't like girls anymore lol. He literally just fucked me three hours ago and I came four times. Everytime he slides his cock in me I ooze precum and automatically say" I love it daddy" lol

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u/Ashamed_Door7233 — 5 days ago

My first time with a guy

I don't remember the specifics, but in January I saw a comment on a post on reddit that grabbed my attention. I DMed the guy regarding the comment and we began a correspondence. He was cordial and respectful, and came across as a stable, grounded, good guy. It was rather refreshing.

He was on a work trip out of his home state and had lots of down time in the evenings, so we filled it up chatting about work and our backgrounds, which were very similar (same religion, same university [take a guess], both married with families, many of the same experiences). Eventually it turned to sexting (hello, this IS reddit) and we both very much enjoyed it. He had taken all his toys with him on his week-long trip and we both had a lot of fun as he introduced me to the different toys and how he enjoyed them (I had never owned or used any toys by that point).

After chatting for a few days we moved the discussion to a much more reliable and dedicated messaging app, and sexting took off with videos and calling, lol. We also shared our real names with each other. We'll call him Steve (not his real name, duh).

I learned that Steve lived in Albuquerque, which was extremely serendipitous since I already had a trip planned to go to a music conference there in March. I didn't share this immediately with him, because, creepy, but eventually after a couple weeks of constant messaging I let him know I was headed up there relatively soon. Which of course added a not-small measure of anticipation.

We began chatting frequently through the day, every day, and then began calling and talking a few times a week on our ways to work, many times for over an hour each call. I felt very safe and comfortable with him.

March came both too slowly and too quickly. I was beyond excited to possibly meet up with Steve, but also terrified of that next BIG step. I was going to be arriving on a Thursday to bring up some larger equipment, a day earlier than everyone else, driving up with a buddy of mine who was also attending the conference. It's a day-long drive and it helps having another person with you. I personally booked a hotel for that one night since we were going to stay with the main group at other accommodations for the remaining 2 nights after. Steve would only have Friday morning to see me before needing to be home a little after lunch time. We had decided that having my buddy there was a good thing; we could keep things PG between us and not go too far, just pretend we were old friends from college that hadn't seen each other in years.

Well, two days before heading up there my driving buddy pulled out. Steve and I decided that we could still keep to the main plan, still exhilarated yet terrified of that next step, but we would play it by ear. You can guess how well that went, lol.

Steve showed up at my hotel the morning after I arrived, and it was RIDICULOUSLY awkward! We hugged and then just kind of stood there, awkwardly. I invited him to sit down in the desk chair and I sat in the corner cuck chair (seriously, what else are they for?) and we talked for a bit, heart's racing and not knowing what to do, lol. There was a lot of nervous giggling and stretches of silence, but lots and lots of genuinely smiling. We were hella awkward but sincerely happy to be meeting each other.

Eventually we decided to go on a hike at one of his favorite spots, since it's in the mountains and we both love hiking. He drove us together in his car about 15 minutes or so to the foothills of some of the mountains out there. The hike was awesome, but neither of us had the balls to grab each other's hand, or let alone kiss the other. I did manage the pinch his butt once when he was hiking right in front of me, haha, and I squeezed his bicep while thanking him for inviting me in the hike. We had a few late season snowflakes gently falling with some golden morning sunlight, which was a little romantic.

We had decided a long time before that that he would take me to a sex shop to get a toy, since I really wanted one. By this point I had bought a set of butt plugs, but nothing else. So after the hike we went to his favorite sex shop. I thought it would be awkward, but the workers there were super professional and we were the only ones there on a Friday morning. We spent a good 20 minutes or so discussing the different dildos and prostate toys and masturbators, which was low-key erotic and a turn on, but I kept my composure. We finally decided and he bought me a prostate massager, then last minute grabbed a cock ring, identical to one he used. He paid for it all, and we left.

At this point we decided to go back to the hotel to drop off the toys, I could check out of the hotel, and then we could go to lunch before he had to leave. On the way back to the hotel that awkward someone began creeping back in, so I filled it thanking him for the unnecessary, but very appreciated, gifts he bought for me, while placing my hand on his thigh. He, of course, said it was no problem and he was happy to buy me something. Now, this was the first time I had really made dedicated physical contact with him, and I decided to throw caution to the wind as my hand began to lightly rub his thigh, and eventually started sliding up. His breathing began to quicken and his hands began gripping the steering wheel like we were on the racetrack. I was deciding how far I was going to go when I suddenly felt his dick head through his jeans. Steve was already rock hard. This was the first time I'd ever done anything to another man's dick. I began to run my fingers and hand over the imprint of his cock as he began to moan and breathe heavily. I leaned over a bit and reached between his legs and gently rubbed his balls through his pants, then returned to rubbing his cock. As intense as that was, we decided we didn't want to crash going 65 mph on the interstate, so I decided to be happy with my hand on his thigh the remainder of the drive.

By the time we got back to my hotel we were both crazy horny. We parked on the side of the hotel and entered the side door, partially to hide the sex shop bag I was carrying, and practically to hide the tents in the front of our pants. We just made it in the door of my room before he started ripping my clothes off and we started making out. Now, Steve had recently been in a production where he needed to shave his beard, and at this point had been growing it back out for only about a week. I am so glad I have a beard myself because the razor burn he gave me was EPIC, albeit hidden under my beard.

The kissing grew more intense as I finally got his belt unbuckled, and his pants dropped to the floor. I pulled back from kissing him and dropped to my knees in front of him. I'll never forget sliding his underwear down, it catching on his erection on the way down, and then his cock leaping out at me as his underwear got free and dropped to the carpet. As his 7" cock bounced slightly in its freedom there was already of large bead of precum gathering on the tip, growing as his heart raced and his cock got harder in the open air. For a brief moment I thought about it. Then I grabbed his cock with my hand (first time I'd touched a man's dick skin-to-skin), then with my tongue licked that precum off, swallowed it, and then lost myself in sucking his cock.

We spent the next half hour rimming and blowing each other, switching back and forth. He is very vocal in all the right ways, so we turned on the TV to a random sitcom and cranked the volume up to try to hide the moans and groans and exclamations that he couldn't hold back. We were somewhat successful, lol. That just got me harder and more and more turned on.

As I worked on him I was in heaven, legitimately enjoying sucking his cock. Finally at one point his voice began rising to a crescendo, and I doubled down with the suction and speed. Once he started cumming I took every drop, then sucked and pulled out as much as I could and swallowed it all. He returned the favor right after. I'll never forget looking down, my hands on his head, as he worked my cock with his mouth. When I came it was the first time I had to shove anyone away from me, it got too intense. And yes he swallowed it all, too.

After that we just cuddled and stared at each other for about 15 - 20 minutes while the TV continued blasting.

Time, unfortunately, was against us, and I had to check out of the hotel and he would soon have to return to his family. We took more than a few minutes trying to find all our articles of clothing strewn about the room, got dressed, made out a little more, and then headed out to lunch. I let him pick one of his favorite restaurants that his wife doesn't like, lol.

Since we were back in public we had to put the straight masks back on. Lunch was great, and we continued getting to know each other and laugh over good food and company. After lunch was done and paid for we went back out to the parking lot to our cars and said a few more words. I gave him a good, deep hug them got in my car. We waved goodbye to each other a final time, then drove away in different directions.

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u/StrangeMinimum670 — 7 days ago

First time raw

I was ABSOLUTELY of age 🤫 I was hanging at my friend's house in a neighboring town. He fell asleep early (nerd) and I was horny as hell. (Me and him had played for a few years. He was my first.) But he just wasn't in the mood, fine. I had heard about Craiglist personals and said fuck it. I posted an add with a couple pics. SAYING I was of age, and got a hit fairly quickly and lucky enough the guy was in the same town. He sent pics and man his dick was HUGE. Had an amazing upwards curve. Getting hard now thinking about it. And said his wife doesn't know and she hasn't slept with him in months can we just play outside in the woods near his house. It was only a short walk so I said hell yea. I got the the address he gave me and sent him an email I was hiding in the woods, he came out, we had no idea what each other looked like because I personally only care about the cock. And it e as s so dark, but he led me by the hand deeper into the woods and roughly put me on my knees and pulled this ABSOLUTE throat filled out that was only half hard and I threw my throat on that thing like it was the last cock I'd ever see and out in the performance worthy of a pornstar. While sucking the skin off this bohemoth cock he had pulled his phone out to get a video ( yea. I'm that good) and he dropped his phone, when he picked it up the screen lit up and I saw his face and new him instantly....

It was My Highschool music teacher! He wasn't good looking guy but taught me how to play the trumpet pretty well. Plus all I cared about was what his apparently idiot wife was neglecting. So I went back to work FEVERISHLY working that slab of beef when he pulled out. Slapped me on the face with it. And said " get on your back sissy I'm gonna fuck you like a bitch" so I got on my back and took my shorts off and he sees my cock rock hard. (I'm larger than average and very thick but when I'm in bitch mode it's almost never hard) But the thought of what was going to happen with my TEACHER was just too much. He didn't even know!! He slow sucked my cock and balls for a good 10 mins and almost came a few times and then he worked down to my "pussy". "That's a nice pussy you have bitch" and my response was of course "thank you daddy I use big toys a lot when I'm alone" he commences to eat my ass (never had THAT BEFORE) and it was absolutely amazing. It's midnight. In the summer and not only am.i about to take what I was assuming the best fucking cock ever but he was working me good, he got lube out and started fingering my "pussy" he kept calling it. Telling me what a bad girl I was because he could fit 4 fingers in. Then he puts a condom on and I'm nervous now. Like, should I stop him before he commits a (crime) but the list was too much. He pressed the fat head of that monster right up to my pussy and it slid right on in. ****I had gotten into my step mother's dildo stash many years ago. And spent a lot of time with the big ones buried in my ass gooning to porn before I had hit the point to where I could even CUM yet. He hit bottom and the stretch almost made me faint. He stayed hilted until I finally said. "Fuck me daddy" and he did. For about 15 mins straight he went to town. Had to relube and everything. And that's when the condom broke. 🙄 He pulled out and had the ring on the base and he said well. It looks like im finishing in your mouth, unless ... I told him to lie down on his back. I straddled him and lowered myself down on what I know now was the best duck I'd ever get and rode him HARD. I went all the way up until I felt his head about to pop out and I slammed back down. I said " I've never been bred before daddy will you send me back home with your cum leaking out of me) while I was slow grinding on his cock and he about LOST IT. My 9th grade music teacher grabbed my hips tight and pounded my hole violently until I shot massive ropes all over his shirt. And be grunted twice and shot a massive months old load into what was now a pretty stretched out hole. He flopped back. Relaxed and I stayed hilted feeling this thick cock shrink until my pussy spit it out. I rolled off onto my back and he rushed up and got dressed. Didn't notice the 1/2, cup of but I had shot all over his shirt and said " can we do this again" snd I said absolutely Mr Childers. I couldn't see his face to see if he recognized me of not but he slapped my ass like a man as I turned to put my clothes on. We parted ways. And I walked the mile back to my best friends house with the worst case of sea pass imaginable feeling the best I'd ever felt with this huge load leaking out of my blow out pussy Like a legit slut. I got back to my friend Brandon and he was awake playing GTA. He wanted to know where I went, said he was looking for me. Told him I hooked up with a guy on Craigslist and. " His dick was so much bigger than yours" I said. Brandon pulled his out like I wanted to IN THE FIRST PLACE. And I got in between his legs while he played GTA and sucked that cock and balls I'd had so many times before and told him the entire story. He called me a gross whore. And I told him that wasn't even the best part. He bred my ass like a bitch. And he called it his pussy. Without saying a word he stood up. Came around my backside and pushed me into the couch and ripped my shorts down and I can imagine my story was EASILY believed by what he saw. He stuck 3 fingers in my pussy and fucked it for a second. Pulled them out and slapped me with it. Then he pushed roughly down on my back and slipped his cock in me . He had a great cock too btw. Very fat for the first 3 inches and then smaller at the base with giant balls that blew loads 3x the size of mine. And started to slow fuck me. He commented how loose and sloppy I was and that I was a whore. (I loved feeling him churn up my already seeded pussy)He said. I'm fine wearing condoms since you will just let anyone cum in you and started pumping faster. I was. In. Heaven. I was leaking precum all over the bedroom floor when he flipped me over just like teach did, and fucked me like a woman. I shot another smaller load on myself and clenched tightly apparently because he grunted and shot another HUGE load into my pussy. He got off me and said I needed to clean myself up. I did a half ass job but I was spent and layed down afterwards because 6am comes early on a school day. While he kept playing GTA like nothing had happened I was on the floor covered in blankets fingering my super loose and wet pussy until I fell asleep

100% true. Have never had great sex like that again. Sorry if it's hard to follow I'm higher than giraffe tits.

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u/Pretty-Sort4983 — 8 days ago

My fist time all the way

This was a long time ago but was my first time. Everyone in story is at least 18.
So I guess I should preface that I have known I was bi from pretty early on. This takes place in a small conservative southern town in the 80s so you could imagine what I would have faced if my family found out I loved cock. 😁
By the time of this story I had sucked off every guy in my friend group in my neighborhood. Several brothers and even one of the dads. Variety of sizes from tiny to OMG. But no one wanted to fuck me. I guessed getting sucked off by a guy was fine but fucking one crossed a line. 🫤
One of our older friends we will call Brian was home for break from college. I had heard he had gotten caught balls deep with another guy from school so figured he would be my ace in the hole so to speak if I could get him alone. I was 18 Brian was 24 he was built like an NFL linebacker and about 6’2” I would describe myself then as a heavy metal twink. 6’ about 140 long hair. I played guitar in a band so I did ok with girls too.
We had been playing basketball with the guys most of the day we wound up back in my parents basement den playing video games. We decided Brian would stay over. We pulled out the bed in the couch and made it up. I told him I liked to sleep naked but would keep on underwear if it weirded him out. He said that it was ok with him(score) We got in bed but he still had boxers on he said he liked to cuddle but it wasn’t gay. I said cool and as he scooted in to spoon me I arched my back so I could rub my ass on his cock. I felt him getting hard but he still didn’t make a move. We fell asleep spooning. I woke up at about 2:30 and I was kinda on my knees straddling him I was suprised and looked back he said I had rolled over him and he was holding me. I grinned and dropped my naked ass down on his cock and grinded him. I slid off and told him we can’t fuck while everyone is home but I would suck him off if he could be quiet. He agreed and I pulled down his boxers. His cock was so nice about 6.5” cut, thick but not too thick and neatly trimmed pubes a rarity in the 80s land of the huge bush. I held him stroked him a few times and then gave him the best head I knew how to give. It must have been nice because it took him about 5minutes before he unloaded in my mouth. We spooned again and fell asleep.
I woke up about 7:30 hearing my mom and dad getting ready for work. Once they were gone I told Brian let’s go up to my room. Once there he said he wanted to shower and while he did that I found some vasoline and started rubbing and fingering my hole. I heard the shower turn off so I got up on all fours, arched my back and placed the vasoline beside me. Brian came out of the shower and said ohh that looks nice. He came over and I thought would just stick it in but instead he got down and started eating my ass. I must say to this day that is one of my favorite things. He ate my ass, fingered my hole and stroked my cock until I was literally begging him to fuck me. I guess while he was doing this he had been lubing his cock up so he stood up and pushed the head in. OMG it hurt like hell I thought he was going to tear me in half. He asked if I was ok and all I could do was grunt yeah. He slowly kept pushing in I was biting the pillow to keep from screaming and trying to breath through it before long I felt his balls against my taint and knew it was all in. He just held it there for awhile until I started to loosen up. He slowly started fucking me with short deep strokes, slowly pulling out further each time until he was pulling all the way out and going all the way back in. I still love the feeling of a cock right when it crosses the threshold. It took a bit but before long he was just railing on me. He flipped me over into missionary and put a pillow under my ass and slid back in. Now while he was fucking me he was holding my hard as a rock cock and stroking me. He grabbed my hips and went back to railing. In this position he was really hitting my spot and before long I came shooting long ropes between us. I could feel my ass clenching and griping his cock in my orgasm. I swear I could feel every vein and bump on his cock. I guess that was too much and sent him over the edge he went balls deep grabbed my ass cheeks and unloaded a massive load deep in me. We laid on the bed for awhile in post sex bliss. Then got up showered and went and hung out with the guys like nothing happened. We had a few more sessions before someone at my dad’s work told him about Brian getting caught fucking the other guy and forbid him to come around anymore. If he only knew. Sorry so long but this is a pretty vivid memory for me.

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u/Ok-Umpire774 — 8 days ago

First time

I had a number of friends when i was a young man. Periodically we would sleep over at each other houses. This story is about one of my first times during one of these sleepovers.

Mike and I were friends from the day we met. We had similar interests, skills, and body types. One weekend, Mike slept over my house. When I hosted sleepovers, we both slept on the floor in sleeping bags.

This particular time we were both in our sleeping bags. We’d both gotten down to our underwear and slipped into the bags with one side unzipped to make it easy to get in and out.

As the night went on, we eventually turned to girls we knew, their personalities and bodies. After some time I looked over and noticed his bag was moving right in his crotch area. I realized he was jerking off.

Realizing he was probably naked under his slipping
bag, I started to wonder what his dick looked like. Eventually I started getting horny and hard myself. I couldn’t get the curiosity out of my head and finally mustered the courage to reach over and flip the top
of his sleeping bag off exposing his naked body.

I was in awe of what I saw. His equipment was so much bigger than mine. To Mike’s credit, he didn’t cover up and just said “hey if you wanted to see my dick, you should have just asked!” Then he said “show me yours, it’s only fair!”

I was hesitant, maybe a little embarrassed, but eventually agreed, flipped the top of my bag off and slipped my underwear off. He looked over and said “not bad.” Then he shocked me by reaching over and grabbed my dick and started stroking me.
It felt so good to have someone else touching me!

After a while of him stroking me, he said “you want to touch mine?” I really want to grab it but i was nervous. Eventually I said what the hell, reached over and wrapped my had around his shaft and
started stroking his fat cock.

He whispered “oh ya, that feels good” so I kept
pumping his shaft. Eventually he started quickly saying “put your mouth on it” to which I said no. He kept saying it over and over trying to goad me into it. Slowly over time I started to think about doing it. At some point, my face got close enough to his crotch that i could smell the musk of his pubes. Once i for that whiff I couldn’t help myself and put my mouth in the head of his cock!

Once my mouth was on his cock, I heard him exhale deeply and then whisper “lick the head.” I slipped off his cock and dragged my tongue around the head of his cock. I could taste the precum that had gathered at the tip.

After the swirl I put my mouth back on his cock but this time I felt his hand on the back of my head gently pushing me down on his cock. I took the hint and started bobbing me head up and down on his
cock. With every downward motion, he would push me further down on his cock and eventually it was
hitting the back of my throat.

I kept that motion up for a while and eventually locked up at his face and saw him looking back down at me with a grin on his face. When out we locked eyes, he responded by saying “this feels incredible.”

After about 15 more minutes, I looked up again, and his eyes were closed. He just enjoying getting serviced.

After about 5 more minutes I noticed his breathing got sporadic. Without warning the pressure from his hand got forceful preventing me from moving
up and I heard his voice grunt like a guy lifting a heavy piece of furniture. Next thing his hips lunge upward pushing his shaft deep in and out of my throat all while moaning like someone dying. At the same time, he unleashed a torrent of his sperm into my mouth as he unloaded.

I was overwhelmed but let him finish pumping while i swallowed the seed he released. Eventually he finished and withdrew back to his sleeping bag on his back. He said “that just blew my mind.”

From that point forward I was hooked and for the next 2+ years I serviced him at least once a week. Mostly on weekends and i would just walk in his place, drop to my knees, take his pants down and suck him off. He moved away and I haven’t found a good replacement yet!

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u/InformationRound3249 — 9 days ago

First time with a friend

I told this story once on an old account but felt like putting it back out there

Summer after the first year in college a few of my high school friends that I hadn't really seen since we graduated came over my parents house for the night. We sat around the fire, drinking and smoking, having a great time. My friend J was always the first one to get hammered. As the night goes on he flashes his dick a couple times. We all joke around about it and laugh. Later on everyone is passed out except for me and J. We're sitting across from each, I'm thinking about him flashing his dick when I get an idea. I had been curious for a while and decided to ask him "hey, wanna see my dick?" He says "ya man" so I stand up and I say "hey you want me to get it hard first?" Again he says yes so I turn around play with it until I'm fully erect then turn around to show him. He says "nice man" and that's when I noticed his dick is also out and already rock hard.
We had known from telling each other our dick sizes a couple years prior that I was bigger. I'm a little over 7 inches and fairly thick, he was about 5.5-5.75 and a little skinnier but not bad. So now we're sitting across from each other slowly jerking ourselves and looking at each others cocks. I kinda zoned out and don't know how much time had passed when suddenly gets up, walks over, kneels down and starts sucking my dick. I couldn't believe it was happening but also sort of liked it. After a little while I decided it was my turn, told him to stand up and I started blowing him. I didn't like giving as much as receiving but it wasn't bad.

Next we both stood up and just started fondling each other, I guess you could say. Touching each others cocks and balls, rubbing them together and I was playing with his foreskin. (I'm cut) We decided to move outside and began to 69. Enjoying ourselves I asked him if he wanted to try anal. He said sure, so I ran inside and grabbed some Vaseline that was on my bureau. We went down behind my parents shed and started grinding all over each other before I lubed up my dick and slowly slid it into his ass. We took it slow and he seemed to like it once he got used to it. We didn't go long before switching spots and he slid his dick into me. Again I didn't like receiving as much as giving but it wasn't too bad. We ended up jerking each other off before finally going to bed after what ended up being a couple of hours of fun.

We never really talked about it and we lost touch during the pandemic unfortunately, but I still think about that night a lot.

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u/Lost-Nothing8476 — 9 days ago

First Time Gym Hookup

Now this was not the first time I had offered myself, but this was a cool awakening for me.

I had been a pretty avid exerciser in my youth, but as life comes at you fast you drop off. When I hit age 40 though, my doctor (of course), said exercise would be ideal for my health, and I had no reason to doubt that. I joined a gym that was close to me that was known for being "liberal", if you know what I mean. How my gym locker room days from when I was much younger was that back then was that I would just grab my stuff from the locker and wait till I got home to shower. I didn't really want to be around naked men.

My worldview changed after I had more experience and was much more comfortable being naked around other men. I'm no Adonis mind you: Just an average guy that works out. It turns out that I had developed a fetish for being seen naked, so I started showering at the gym, fantasizing in my head what random stranger might want a piece of me. Yes I know, that's a bit unusual, but I like the challenge of trying to keep my composure, as in not getting hard at the thought of something like that happening.

There was, however, this one guy that I could tell was taking an interest. He was tall, muscular and lingered close by the times I saw him there. When we would do his token sets on the weights, I could clearly see that he was packing something nice. Over time, like a fantasizing slut I would linger just a little bit longer in that locker room, taking my time to dry off. I wanted to feel his eyes on me.

Fast forward, it was later than I usually went to the gym and it was a pretty thin crowd. I finished up, and hit the shower. When I went to retrieve my things, he was there. The brief eye contact confirmed to me that he had noticed. I'll call him James, but he was very clearly just killing time, wearing nothing but a pair of shorts and fooling around on his phone. There was no attempt on his side to hide his girth from view. I decided to just go for it, but with subtlety.

Now if you've ever been to a gym shower room before, most people just cleaned off, get dressed and get the hell out of there. This evening I did not, and I can remember it as one of the sluttiest moments of my life. James was sitting on the opposing bench, not even pretending he was not ogling me as I very deliberately made sure that he could see my nudity. While I was facing towards the locker, I glanced back and saw him watching me, and then I did the mating dance. While pretending to dry myself off, I made sure to bend over to make sure that he knew I was offering. I couldn't control my penis at the time, and I started to get hard. I turned around, and while covering most of my crotch with my towel, it was obvious that I was excited.

James just smiled and said, "You know we shouldn't do that here." He pulled his shorts leg to the side and showed me his fat mushroom. I knew I wanted it. I swear I would have prostrated myself on that bench and let him use me, but I just told him, "I know." He asked me what I was in to, and feeling brave, I just said, "You can have both ends if you want." James stood and looking around cautiously said, "You can come to my place tonight if you want."

I loved the idea. We exchanged some information and I told him I wanted to run home real quick but I could meet him at his place. It wouldn't take too long to get ready.

I went to his apartment, knocked, and he answered to door in those same shorts, and he began to assert himself. I was naked before we even made it to the couch or bedroom. He dropped his shorts and that big dick was out and ready for me. I decided I wanted to suck him hard with no hands, so I dropped to my knees and took his head in my mouth, which made him start to precum very quickly. Once I could tell by how hard he was that he was ready, I asked him which end he wanted to use to get off, and he said that he preferred to be on the bed. He lead me in and I assumed the position.

The customary lubing and protection took place and it seemed almost like a blur that he was pushing into me. A little sting, but nothing I couldn't handle. My hole relaxed to accommodate him, and soon I was getting properly fucked. He was pretty quiet; I could really hear my own moans as I arched my body so he could hit that spot.

He fucked me in this position for a while before he flipped me over and went back inside. I love getting fucked in missionary. I can feel him throbbing now and thinking through the ecstasy of literally getting dicked down to my core, I asked where he wanted to dump his load. James told me that he was too close to pull out, so I spread wide and let him pound me until he finally finished. I was surprised after he pulled out and my body relaxed a little bit when he asked me if I needed to get off. To this point, I had assumed there was no reciprocation involved. To my delight, he sat me down on a towel, got behind me and gave me a reach-around until I exploded on his hand, bucking and grunting from the experience of having another man's hand using me this way.

He fucked me one more time, and I got to swallow his cum once before he moved away. It's still a fun time that I will never forget.

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u/Worldliness_Normal — 8 days ago