Gay Male Porn Stories
Page 262

Hot Summer Nights

After I turned 18 this past summer I went to my first 18+ night at a gay bar on Saturday. No alcohol for those between 18 & 21. I was dressed in a grey jumper, with a white top, black lace panties and bra. I had thigh high black nylons & knee high black boots, with a shoulder length brunette wig and make-up. I looked pretty sexy if I must say myself. I ordered a Red Bull and sat off in a dark corner to people watch as this was my first time in a bar.

After a while a couple of middle aged men came over and started talking to me. They were complimenting me on how sexy I was. My drink was empt... Continue»
Posted by holle18 3 years ago  |  Categories: Anal, First Time, Gay Male  |  
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Day Off Pt. 1

Nacho sat up quickly when he heard the doorbell ring. His head was pounding, and he immediately began to regret drinking so much last night. "Who is ringing the bell so early?" he thought, before he looked at the clock and saw that it was 11 am. Shaking out the cobwebs, he threw back the sheet and stood up, just as the bell rang a second time.

Nacho was naked, the way he always slept, and his thick meat hung heavily between his thighs. He usually awoke with his prick fatter than it would be fully soft, but not a full scale erection. He scooped up a pair of white briefs from the floor beside... Continue»
Posted by mofo22 3 years ago  |  Categories: Celebrities, Gay Male, Hardcore  |  
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Losing my crossdressing virginity

This is the true story of my first time with a man while fully crossdressed.
I answered an ad in the local paper for a guy looking to meet a crossdresser and exchanged some text messages before agreeing to meet.
I took the bus to where we had arranged to meet, it was a flat in a not great area of town. Nervously I rang the buzzer and entered the block, getting the lift to the fourth floor I went to the door and rang the bell.
The door was answered by a man in his early fifties of middle eastern appearance who showed me into the flat and told me he was married and this was a friends flat he ... Continue»
Posted by lucytv75 3 years ago  |  Categories: First Time, Gay Male, Shemales  |  
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SHOE STORE SEXPERIENCE(s)


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SHOE STORE SEXPERIENCE(s)
The Rack
It was a hot muggy cloudy Tuesday afternoon at the end of July. My Uncle was off golfing and the store was dead. Maybe 10 customers all day and here it was 3:00 O'clock and there had been no shoppers since lunch.
Then "The Rack" walked in! She was a real cutie, about 10 years older than me but what stood out about her the most were her incredible boobs. They were firm and huge, but not so huge as to be droopy and ridiculous. She wore slacks and a peasant blouse and her boobs put a real strain on the neckline of the b... Continue»
Posted by bobapple 1 year ago  |  Categories: Gay Male  |  
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His Name Was Shaun, He Was My First

I was so tired and fuzzy.
I went straight home after a sixteen hour shift and took a shower.
I thanked Shaun, the blonde older gentleman who was my coworker.
I didn’t even remember him driving away after he dropped me off.
I wandered out of the shower…I had such long hair back then
I was finally full-grown at six feet tall, but so underdeveloped at one-hundred and thirty-five skinny pounds of soft, perfect skin.
Not a blemish on my face, chest, ass…
Shaun giggled from my ratty love seat I had found by the dumpster one cold and gleefully bug-free day (yuck).
A clean find, which was rare... Continue»
Posted by sweetsillyguy 9 months ago  |  Categories: Anal, First Time, Gay Male  |  
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The Sissy Trainer Part 2 – Taking A Virgin

Ken raising my dress higher to have a better view of “loosening me up” and told me to rest my heels over the other end of the couch. As he fingered my butthole, his hard cock continued to slap against the side of my body as he wiggled and shook his finger. The more I thought about Ken finally ramming his cock in my tight butthole the harder I clinched. “Lisa, I need you to relax some, take a deep breath” “Ken” I asked “Is it going to hurt much?” “You are super tight, but I brought lots of lube…I think you’ll be fine.” “Thank you” I whispered. Ken pulled out his finger. “You know this is not go... Continue»
Posted by MatureBrownMan 4 months ago  |  Categories: Anal, First Time, Gay Male  |  
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MILF cheating wife shopping trip - Part 1

This is a true story of my hot cheating wife. One day a while ago she was chatting all day on and off with a guy she had met online a few months before. As she got home from her day at work, she rushed through her dinner and was texting her new friend. She seemed very distracted and said that she had to go get some things at the store. Normally I tag along but tonight she had other plans. She dropped me off at a place down the road to get what I needed and then went off to her shopping trip.

Did not take me too long to get my things so I called to let her know I was done and she said she ju... Continue»
Posted by DDcuck 4 years ago  |  Categories: Gay Male  |  
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More TS sex

Some time passed since my first encounter with the lovely transvestite and I often remembered it in my lonely bed. But I couldn’t make the decision to seek her again. Maybe afraid from being seen, as she used to walk around near my office I started leaving office before dark.

When I went out, before returning home I crossed around in my car passing by the zones were TS usually had their hunting zones, but decidedly I was only looking and thinking how it would be.

One night I saw that the police was doing a raid near my office when I was cruising around. I turned into a dark side street a... Continue»
Posted by bloodyhugo 5 years ago  |  Categories: Gay Male, Shemales  |  
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I posted a craigslist ad.

8 years ago I began crossdressing again and playing with toys. After playing one day while watching videos online I decided I wanted to take the next step and be with a man again. My holes craved it but the butterflies in my stomach had stopped me before. Afraid they would do it again this time I got dressed as slutty as possible and put up an ad on craigslist with a photo of me dressed and spitroasting myself with toys. Pic required I put in the posting. I was amazed at the responses and how many people couldn't read or just saw the photo and replied without reading. I didn't think it w... Continue»
Posted by bibottomboi 5 years ago  |  Categories: Gay Male, Interracial Sex, Shemales  |  
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Rough Suck on Cruise Ship

With so many hotties to choose from on a cruise ship, a constant supply of food isn't the only thing on the buffet. Almost any hour of day or night you can be man-watching and see everything from older daddies and bears to athletic men and downright smokin' hot younger guys. Whether in the gym, around the pool deck, or at the beach, there's plenty of eye candy, and the sauna in the men's locker room? Well, that's where the action is. Of course, it's mostly older guys hanging around in there, showing, playing, or watching. It's a fun environment, but I'm not looking for a grandfather. There wer... Continue»
Posted by kbking64 4 years ago  |  Categories: Gay Male, Hardcore  |  
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Glory Hole First Timer

I’m not sure where my interest came from. I think it has something to do with finding my dad’s porn collection when I was younger. I remember one day I was watching this girl suck this beautiful cock on tape. All of a sudden I became so curious as to what a cock in my mouth would feel like. I didn’t find it dirty (well, not in a negative way) or disgusting. From then on, whenever I watched porn, I couldn’t keep my eyes off the cocks. It just became my infatuation. All I could think about was having one sliding in and out of my mouth.

Since I wasn’t gay and knew... Continue»
Posted by Acebottom 6 years ago  |  Categories: Gay Male  |  
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hedonstic crossdressing, part 4

I awoke farily early and feeling a bit disoriented, it to me a moment to realize just where I was. Reality came flooding back as I looked about the dimly lit room, felt the satin on my body from the slip I wore the night before. I was in Vince's bed...this wasn't a dream. I'd really lost my virginity, had sucked cock, had been fucked, hard up my ass a couple of times.
My slip had dried cum on it to prove it, from me in the front, Vince's in the back mixed with my own "pussy" stains!

I slipped out of bed and headed into Vince's master bath. I clicked on the light and sat down o... Continue»
Posted by elainetgrl 5 years ago  |  Categories: Fetish, Gay Male, Shemales  |  
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Being Sexed By a Gentile giant....

I was at Joel home, we were going to study history and try a little math, Joel had other plans. As soon as I got to his house, Joel was happier than usual, he was more playful than normal. We retreated to his room and I settled him down by telling him I was going to spring history questions at him.

Joel sat on the floor by the desk doing sit ups as I asked him questions. 'Napoleon ruled what country?...The shot heard round the world was fired when?...'
Joel answered each question without hesitation. I asked Joel 'if you don't need my help why do you keep asking for me to aide you?'

... Continue»
Posted by d4david 4 years ago  |  Categories: Anal, Gay Male  |  
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Cuckhold to Dom Part 3

So Ben's wife told me where they go to church on sundays, and the only reason they were there was so that he could close a deal he was working on. So on the next sunday, I showed up. Ben was absolutely furious, but I stayed in with the congregation so he could do nothing. The plan was simple really. I presented myself as someone who needed to be saved. His client, god bless his soul was going to help me. I spent coffee hour after the service winning him over. Ben was glaring at me the whole time. He even tried to bring up my wife, and I just played along that I needed the Lord's help. I left t... Continue»
Posted by brnboy 2 years ago  |  Categories: Gay Male, Group Sex, Hardcore  |  
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A Little Gem.

I had travelled by plane from Europe to the UK. I was feeling rather jaded by the time I landed in Glasgow. I picked up my car and travelled to Ayr. By the time I reached Ayr I was beginning to feel like having my cock sucked. It was about 10:00pm and I stopped off at toilets where I had picked up men in the past. On entering the toilets I found that the lights were not working and the place was in darkness. I thought this is no good, but was so hot sexually I thought I would have a wank and shoot my load into the urinal. I was standing wanking when a man entered. I could hardly see him in the... Continue»
Posted by shagaddict 3 years ago  |  Categories: Gay Male  |  
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2015 sex so far

I'm going to tell you about the sex I've had this year and rate it out of 5.
JAN 28
I'd been talking to a guy called Oralseeker on a website who lived close by and we arranged for him to pick me up in an hour. He told me he wasn't going to fuck me but he did have a few toys and I agreed to give him a little show,fucking myself for him and eventually sucking him off. With my hole freshly shaven I set off and was soon in his car heading back to his place. As soon as we were inside I stripped naked while he fetched the toys and poppers. He had a thick black butt plug and a massive 10" black d... Continue»
Posted by analmaleslut 1 year ago  |  Categories: Anal, Gay Male  |  
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MONASTERY DUNGEON!



Abbot Colombanus was sitting behind his study desk viewing the list of boys and girls that would present themselves before him today for punishment. Some names he recognised,some would be over his knee or feel his cane for the first time. The old Abbot had spent almost thirty years at the Monastery,during that time he had punished many subjects,as he called the boys and girls. He had seen many red,sore and weal covered bare bottoms in his time.He had become almost immune to the cries of pain,the excuses and the begging; the subject begging the Abbot to stop,to stop the pun... Continue»
Posted by abbot 11 months ago  |  Categories: BDSM, Gay Male, Masturbation  |  
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Picked up by truck driver part 2

I woke up a few hours later to the sound of the truck engine running as we were driving along somewhere unknown to be. I tried to sit up but could not move because of the way the driver had tied me. We must have been driving for another couple of hours till I hered the truck start to slow down as the driver started to change down through the gear. Then I here him call out...Are you awake yet bitch???? I did not reply though.
Once the truck had fully stopped The driver got out and headed towards a group of shops only a few mitres away and he was in there for quite a while before coming out wit... Continue»
Posted by Acebottom 5 years ago  |  Categories: Anal, BDSM, Gay Male  |  
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My Wife the Pretend Hooker!

The construction company i work for in Las Vegas sent me to Reno to do a small job for a couple months.
I found a place to live and hired 4 guys and went to work. the wife came up to spend the last week with me. it had been over a month since we fucked so the first night we spent fucking like rabbits.
My wife likes to pretend she is a hooker and i am her john. on the weekends she will get all dressed up and go walk the streets for an hour or two then i pick her up at a bar. she has had a few offers for sex but all ways turns them down.
Mind if i walk the streets a little tonight? ... Continue»
Posted by manard 3 years ago  |  Categories: Gay Male, Hardcore, Mature  |  
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Once a Boss, Now a Bitch

I'll try to keep this as short as I can, but when you talk about mind-blowing, incredible experiences, how is that possible? First time writing a sex story so it will be filled with a lot of info, but it's a good (and true) story.

At the time I was at my old job I had first met my job and he was your typical guy from the South; cowboy attire, big truck, Southern drawl. He was my type, too; goatee and mustache combination, tall, chestnut hair and from what I saw, pure man. Being the horny slut I am I thought it would be difficult to work under him, as I always have a hard time being around ... Continue»
Posted by Trolleybounce 3 years ago  |  Categories: Fetish, Gay Male, Mature  |  
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