Gay Male Porn Stories
Page 3

First taste of cum for a Crossdresser!

I had never really been with another man before and I had always thought about it as I dressed up as a slutty girl and played with my little toys to orgasm. I'm a little tall at 5, 9 and with heels a monster! I have an average body, nothing feminine, but not out of shape and a nice big bubble ass.

Until that night. I had been sent to Dallas for a business trip and was super excited to dress up in my hotel room and play around! I played around a couple days in my room and just got dressed did my make up and wore my wig playing with my little dildo before passing out exhausted from all the... Continue»
Posted by sxyhispanic26 14 days ago  |  Categories: First Time, Gay Male, Shemales  |  
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Gym Story Interlude

Whilst my little bitch recovers so he can tell you what happened next I thought I could tell you about my first experience with another girl and how it resulted from hot man on man fucking.

I had been at Uni for about two months and was sharing an apartment with Kate. Well actually it was a small granny flat in the garden of her wealthy parents. Kate was very athletic with dark brown hair and pert little breasts. I was single, but Kate had a long term boyfriend Mike she had been with since she was at school
One Thursday I came home to find Kate in tears. I eventually got out of her th... Continue»
Posted by Gztowns 14 days ago  |  Categories: Gay Male, Lesbian Sex, Voyeur  |  
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I Wish....

I was on my knees before him.My fingers traced his penis over his jeans.I undid them in front and pulled them over his hips and his thighs.My eyes were glued on this package under his briefs. Slowly I pulled his underpants down and smiled.Before me was a super sexy penis and two big balls.
I wrapped my fingers around his thick shaft.Kennon moaned as I stroked his sexy penis.I opened my hungry mouth and snaked my tongue out to touch it.Kennon moaned louder as I circled the tip of his erection with my tongue.His hands were on the back of my heard and I opened my mouth wide.Four inches of his ... Continue»
Posted by jjesjr1 14 days ago  |  Categories: Gay Male  |  
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How I turned office newbie into sissy (Part 2) Tru

As soon as I got home after dropping T off I got set to work, booked a semi-local hotel, set my alarm and got an early night. Woke up at 7am with the hardest morning glory I've had in a long time. Was tempted to have a wank but thought I'd save my cum for my sissy. Sent T a picture of my cock and he replied "Can't wait Sir, I'm so excited but nervous". I didn't reply. So I went out early to buy some supplies, went to the local adultstore to buy an enema kit, lube, lace thong and small butt plug. Sent him another pic of the contents of my bag to another similar reply from him..

Anyway, check... Continue»
Posted by BritishPsycho 14 days ago  |  Categories: First Time, Gay Male, Shemales  |  
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I Know Where He Lives.

A good mate of mine works in the building trade. This summer, his company were renovating a number of old flats in a tenement building, gutting the insides, putting in replacement windows through a contractor and sandblasting the stone exteriors.
As a lawyer, I've done some legal work for him in the past, and I agreed to go round and cast an eye over some paperwork for him - as usual charging him only "mates' rates" for my services - late last month. His office is out of town, and we agreed it would be simpler for me to go round to the vacant top-floor property at the weekend and look at the ... Continue»
Posted by sexlover19 14 days ago  |  Categories: Anal, Gay Male, Voyeur  |  
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picking up a stranger

one night i was driving down a quite highway. i was wearing my pink panties and some tight black leggings and a black shirt. i saw this guy walking and i felt bad so i slow down and asked him if he needed a ride, he said he was going about 15 miles down the road and had plan on walking there. i said to him get in the car i'll drive you there it is to late out to be walking. he got in and he was older black man wearing a pair of jeans a white t-shirt. he gave said keep driving down the road and i'll tell you where to turn. we had stopped at a red light and i notice him scratching his crotch and... Continue»
Posted by loveer6262 14 days ago  |  Categories: Anal, Gay Male, Interracial Sex  |  
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first glory hole

i am a white chubby guy who likes to wear panties and tight pants mostly to show off my butt.
i was feeling horny one evening and thought i try a new place. i got my blue bikini panties and a pair of tight blue jeans and a black shirt. i got to the place witch was a little far. it was dark and the place had a sigh light in neon with black out windows. i walked in and there was a front room full of toys and videos and a back area witch was filled with booths. i walked around the toy area for a bit looking around then walked into the back area witch was filled with guys. most of them were olde... Continue»
Posted by loveer6262 15 days ago  |  Categories: First Time, Gay Male, Interracial Sex  |  
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sissy and her Daddy - Chapter 2

jamie and Rich meet again

Huh? Don’t recognize that number – fuckit… let it go to voicemail. Probably someone begging for money. Monday mornings suck enough already, I sure as hell don’t want to be putting up with beggars. I gotta get to work on this proposal or my ass is grass!
Some time passes and the number rings again so I decide to answer it.
“yeah? who’s this?’
“Now jamie, is that anyway to greet your owner? I’m surprised you don’t have better manners. Nobody likes a girl with an attitude”
Oh Fuck….. damnit, I forgot all about…... Rich is sticking to his promise??
“ummm, hi Ric... Continue»
Posted by jamie_anne 15 days ago  |  Categories: Fetish, Gay Male, Shemales  |  
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night as a girl with wife away

My wife and i decided on a nice quiet night away nothing flash just nice bed and breakfast hotel. We had been girly shopping in the afternoon,and i was so excited my wife had bought me some new panties and a nightie so i was looking forward to being a girl later.

In the evening we went for a meal then called in a few bars.My wife kept teasing me about the different men i was looking at and fancying and said it wasn't often i looked a women any more and how effeminate i had become and gay,and when we got back for the night she was going to make me cum as if i was a girl.

Well this got my ... Continue»
Posted by spunky69er 15 days ago  |  Categories: Gay Male, Masturbation  |  
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A Weekend Getaway To Crossdress In Public – Part 1

Hi All, I am 32 years old married guy without any c***dren living in California. I believe I have had the bisexual urges since my early c***dhood. But I somehow developed a new fantasy to cross-dress in last couple of years. Since then I have been thinking about it pretty much all the time and been trying to explore it.

Couple months ago my wife went out with her friends for lunch on a Saturday afternoon. I figured it would be a great time to try some of my wife’s clothes. I immediately went to our bedroom and searched for her clothes in her closet. While going through her clothes I found ... Continue»
Posted by crypticguy143 15 days ago  |  Categories: Anal, Fetish, Gay Male  |  
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Alex's Craigslist Adventures Ch. 4

Mike's personal cock sucker

My name is Alex, I'm a 29 year old cockaholic. Look at this gorgeous cock! I still get so increadibly turned on thinking about it stretching out the back of my throat. Here's how I became Mike's personal cock sucker, I hope to share more of my true stories in the future.



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Mike is the same age as me, a little on the heavy side, but with a cock like that, do you think I care? My mouth waters just looking at his 8" monster. We met at his place and he lead me up to his studio apartment.... Continue»
Posted by bib0i25 15 days ago  |  Categories: Gay Male, Hardcore  |  
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3 in one hour!

I had a day off work last Tuesday and it was too hot to do any yard work so I decided to go to a nearby "cruise" area in a wooded park near my house. There was one car in the parking lot when I got there, so I parked and walked down the main trail towards the "gay trails". Once there I met a guy in his mid 20's, tall and lanky and good looking. I could tell from the bulge in his pants he was ready to go so I grabbed my cock and started to stroke it over my shorts. He did the same and we immediately found a secluded place to play. The guy leaned against a tree and whipped out a very big ... Continue»
Posted by niagaraguy72 15 days ago  |  Categories: Gay Male, Group Sex, Taboo  |  
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How I tuned office newbie into my sissy (Part 1)

The new boy started a few months ago, let's call him T, college drop out, 18, naive and innocent. As the closest employee to T's age my boss set me to look after him and show him around for the first week. From the moment I saw T I knew he was a sissy. 5'6, light caramel complexion and a perfume too feminine for someone wearing a shirt & tie combo. So I did what my boss told me to do, took him out for lunch for the first couple of days, got to know him fairly quickly and reached a comfortable level of friendship.. That's when I decided to test T, I was adamant then he was 1- in the closet, 2- ... Continue»
Posted by BritishPsycho 18 days ago  |  Categories: First Time, Gay Male, Taboo  |  
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my bestfriends dad part lll

Weeks had past since my last meeting with Mr.Strutt. Adam and I still hang out all the time and he still has no idea. Mr.Strutt however seemed to have lost interest. He stopped texting me about it. Stopped asking me questions about sex. I thought it was over. Until last night that same number that texted me the last time buzzed my phone. A picture of a sexy teen aged girl popped on. With a caption this getting you started?

My heart was pounding.

Mr.Strutt. i replied.

My phone buzzed again.
yes Phill. What are you doing tonight.

Nothing I am just at home.

Good I`ll see you in 1... Continue»
Posted by Shackafoo 18 days ago  |  Categories: BDSM, Gay Male  |  
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Exterminator's Inspection

I was at the house waiting for the Exterminator to show up. He was not due for Half an Hour.. Thinking I still had plenty of time I got ready to jump in the shower. Just as I am about to step into the shower I hear the door being knocked on. Shock of shocks he is early. But before jumping back into my Night cloths, putting on a towel or finding some sort of cover. I look out the window just to make sure. Yea it is him, tapping on the window to get his attention I hold up one finger to make sure he does not leave. I grabbed my Pajama Pants and slipped them on to answer the door. Inviting him in... Continue»
Posted by divedog1960 18 days ago  |  Categories: Gay Male  |  
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nice panties

I sometimes like to wear panties, because I love the way my smooth cock and balls feels against the silky material. Only those that have worn them knows the joys of it.

This encounter occurred just last month and was totally unexpected. If youve read my other stories or seen my videos, you know that I love to suck cock and will do so every chance I get. But on the days when I have errands to do and suck I am not necessarily looking.

So one morning I was exceptionally horny and really wanted to suck some cock, but I had so many errands to run and stuff, was meeting my s****r for lunch e... Continue»
Posted by Cumlovingolderguy 19 days ago  |  Categories: First Time, Gay Male, Mature  |  
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Hairy and Wet Encounter with a Security Guard

My wife & I have always enjoyed a vibrant sex life, we’ve always had an open relationship, we love ass fucking and piss play especially. Often I would arrive home to find my wife with her face buried between her best friend Kelly’s legs, eating out her hairy cunt (Kelly is very hairy, just like my wife). Or they’d be out by the pool drinking each other’ urine from a champagne flute (I would occasionally join in, but that’s another story).

However, unlike my wife’s long term attraction to the same sex, I’ve only just recently started fucking men. I have played with dildos all my life, I’ve a... Continue»
Posted by hairyshane 19 days ago  |  Categories: Anal, Gay Male, Taboo  |  
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When dressed



I could never pass as a woman. I am clearly a sissy put into woman’s close. Love being sent out like that. Exposed. Knowing whoever sees me knows just what I am. I have only done that at adult bookstores and at adult theaters. When openly dressed there, either in nothing but lingerie and stockings and panties, or if I go in a skirt, stockings, blouse, bra and breast forms, it is not only clear what I am, but most men who enjoy sissies see it as an open invitation to use me. When dressed like that men will walk up and reach under my skirt or into my panties to grope and fondle me, or just p... Continue»
Posted by klammer 20 days ago  |  Categories: Fetish, First Time, Gay Male  |  
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Becomming

A neighbour and friend of my parents when we lived in our country's capital taught me to be an excellent cock sucker. He and his wife were friendly with my parents; they had a baby daughter at that time. He was a scientist of some type; with astronomy as a hobby and he had ground his own 6 inch reflecting mirror.

He had discussed his hobby in front of my parents and I indicated an interest in looking at the moon and planets. I was invited on a few occasions, when there was a clear night and I guess when a particular planet was easily viewable, to come to his house and look through his teles... Continue»
Posted by klammer 20 days ago  |  Categories: BDSM, First Time, Gay Male  |  
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Seduced by Control



I went to college far from home just to get away from it all. My high
school gf and I broke up at graduation because we knew we would grow apart.
Plus, if I'm honest, I wanted new opportunities if you know what I mean.
I'm not the most social person though, so I didn't manage to make many
friends, and even with a part-time job I had a lot of free time. And
free-time for a 18-year old means looking for sex, or masturbating. I
probably jacked off too much. I didn't exactly get bad grades, but
sometimes I though I could have done better had I spent less time jacking
it.

I didn'... Continue»
Posted by klammer 20 days ago  |  Categories: BDSM, First Time, Gay Male  |  
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