First Time, Gay, My History My Anal Beginnings...p free porn video

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My anal beginnings

Thought you might like to know how I started loving anal stimulation and eventually sex.

When I hit puberty, I started having wet dreams, my pj’s were a mess, all stained up and my mom finally threw them away. lol,! I knew something was happening but didn’t know “how” it happened. One day I had just got out the shower and my cock started getting hard, i new if I rubbed it, it felt good, so I laid on the wet tile floor and slid around rubbing my young cock on the floor. I got harder and harder, panting, I felt something funny going on and just kept going! I exploded on the floor, jolt after jolt of my first orgasm as I thrust my hips.....so good!!! I got up and saw white jelly all over my stomach and the tiles, I was so blown away and started to play with it, feeling the slime between my fingers, smelling it and finally tasting it! It really turned me on!!!!

So days later I am showering and cleaning my ass with soap, and I rub my hole, it feels good and I get hard, so I stick a finger in and the soap burns like fire!! I quickly learn to use conditioner for lube, gentle and does not burn. Soon I am looking for things to put in my ass...I try everything!!! You can imagine!! I go from a toothbrush handle to a 1” wide wooden handle, everything I tried made me want more, I wanted to feel that stretch and the fullness inside me!!!

Then one day I looked at my “FLEX” shampoo bottle(70’s lol), and wondered if I could take it! It was probably 2-2.25” in diameter and I wanted it so bad. I lubed up my ass and squatted on it, it took me forever, my shower lasted two hours that afternoon. Finally after all that pushing and straining it popped in.....I was in heaven, I bobbed up and down on it loving the full feeling in my young ass and jerked off all over the tub!!

From that day forward that bottle was in my ass almost daily, I found out I could clean my ass out with an old bottle full of water as an enema, I’m smart and horny like that!! After I left to boarding school I kinda forgot about anal until my first marriage and that starts a next chapter!!

Extra Supplement: My First two “almost” gay experiences!!

#1
I’m a sophomore in HS in the Caribbean and on a scuba diving trip on another island. After our first day of diving we head to a bar for dinner and drinks, this was ‘81-‘82, no law and certainly no drinking age lol
We start playing quarters with some guys off a charter boat and get hammered. I say I gotta go and one nice looking guy says he will help me back to the hotel. We head back to my room and on the way he asks if I’m into guys and gropes me! I’m stunned, I’ve fantasized sure but taking it to the next level was crazy!! He had me against the wall outside my room rubbing my cock and kissing me (neck and cheek) I was so fucked up I let him and was starting to get hard when one of his crew came and broke us up claiming I was to fucked up and didn’t know what was going on!! I saw him once more and gave him my number on request and thought I’d never hear from him again.

A month or two later on a Saturday I get a call at home, it’s him and he is on a cruise-ship docked in the harbor. He invites me on board for drinks and I say yes knowing what he wants, and very nervous about it might I say!! I get dropped to the boat and will get picked up in two hours. We start with beers in the main bar and I meet his family that he is traveling with and have a good time. He asks if I would like to see his room as I have never been on a cruise ship before, I say yes, I know he’s going to come on to me but I can’t say no, my heart is beating wildly!!!

We get to his room and we sit opposite each other on the beds about 6’ apart. He says he is going to get comfortable and takes his pants off leaving his underwear on. He offers me a qualude and I decline but he takes one. We talk as he lays back and starts rubbing his cock telling me he is so horny and is dying to cum, I am fucking mesmerized and trembling looking at his hard cock in his underwear. He pulls it out, it’s 7” or so cut I think, and jacks it, telling me he wants me to suck it. I want to so bad but I’m rooted to the spot, his cock is like a sirens song.

Seeing my first cock, and not catching a glance in the showers, and an erect one at that, was incredible, my cock was getting hard and I rubbed it through my jeans, he kept begging me to suck him or just jerk him off, i honestly can’t remember if I even spoke that whole time, all I can remember is that beautiful cock stroking in front of me and him pleading for me to sit next to him. I swear I was just about to get up and go over to him, and I’m pretty sure I would have done whatever he wanted sexually, I was like a zombie at that point. All of a sudden his mother starts pounding on the door telling him it’s time to get back upstairs and it’s time for me to go, we had been down there for over an hour!!
I jerked off so hard that night thinking about him and what almost happened, still turns me on to this day!!!!

#2
This is a short one....
Panama City spring break ‘85
We are staying 6 to a room, I’m lucky to have a bed, close to the door, just a single story motel with sidewalk outside room. We get hammered on the beach all day and everyone in my room is going out clubbing that night, I literally do not have a dime to my name so I stay behind and crash out.

I remember having an awesome dream with a girl , getting sucked and jacked, finally starting to screw!! My dream fades and starts to turn into my conscious thought, with my eyes still closed and still drunk I start moaning and thrusting my hips, I feel a hand pull the front of my boxers down and start to jack me off!!

I open my eyes and it’s a dude, I’m in a alcoholic fog and freak out, I kick him in the chest and tell him to get the fuck out!! After I calmed down I realized I must have left the dood ajar and just what almost happened!! I jerked off immediately because my cock was still hard and aching.

Hope you enjoyed these stories, they are all 100% true of what I can remember of these events.

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I got up from my nap after a few minutes. I went to the kitchen to see what my lovely ladies were cooking for lunch. I went to the kitchen door and peeked inside. Kavita and Gayatri were standing near the kitchen platform. While Gayatri was cutting vegetables, Kavita was cooking something in the pan. Not as a surprise, they were both naked with just an apron covering them from the front. Their oily hair was still in the braid which I had made. I could still see oil dripping from Gayatri’s braid...

1 year ago
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First Time having gay sex Chapter 3 HOT

Background info If you haven't read the first 2 chapters of this story, i think you should to get a better understanding of the situation. But anyway i am a 26 year old masculine bi-sexual black dude, i have fucked 100s of female, but secretly desired men, recently i engaged in gay sex with the guy of my dream. He's tall very very muscular thuggish he looks like a hoodish younger version of Michael Ealy( Ricky From Barber Shop) with baby dread locks. His Name is Jay( as far as i know). He...

2 years ago
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Its History Ch13

Author's Foreword: This one is a lot lighter on TG than I had originally planned but what it has kicks off right here at the start of chapter 3. If that's a problem - and if you're looking for something a little sexier - I'll make it up to you on the next story - And Other Duties as Required - I promise! In fact, the first section of Other Duties is already available at patreon.com/razmagurk , for all those people who don't want to wait 6-8 weeks for it to come out here. If you want to...

4 years ago
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History With Miss Martin

1980 was a long time ago. A lot of history has happened since then, but there are parts of that year I remember like it was yesterday. I remember being a shy, seventeen-year-old kid, in my second-last year of high school, and I remember that I was not exactly Mister Popularity, either. I remember that feeling of not always fitting in, although I still had a few friends of my own, and I wasn’t a total misfit, and I remember being a virgin, even though I had sexual thoughts on my mind a lot of...

3 years ago
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Mortimer and Myrtle A Love Story

Note: This is not your usual Lush story. It is an experimental play in a theater of the absurd style. There is no sex but it is an entertaining comment on marriage. I encourage you to indulge in something different. I think it will make you laugh and maybe cry.Scene: A formal living room. Mortimer is seated on a sofa in the center of the room when Myrtle enters and sits on the sofa next to him. She is wearing a blue floral dress and a pearl necklace, her gray hair is tied in a bun. Mortimer is...

Love Stories
1 year ago
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First time going gay

I was in my late twenties, and had a huge circle of friends, mostly male. Everyone was straight, many of the guys having girlfriends or wives. It was a social group too; lots of barbeques, parties and get-togethers; we'd basically use any excuse we could to be together. Sports were a big part of our group; everyone loved the 'Vikes'. I cared about most of the people in our group and I truly enjoyed our time together. I was one of the quieter members of the gang though I wasn't shy. I dated...

2 years ago
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First experience with super hot gay sex

Nobody knows I have sex with men. Except those men themselves, of course. I am a tough successful businessman, happily married for 22 years to a beautiful wife and father of a beautiful three of a kind offspring. I am secretly an effeminate bottom who wants to blow men and get fucked by them. In my youth I never really engaged in homosexuality, I fell madly in love with all kinds of girls and I liked them a lot. However, I have never been in love with a man; I've never even come across a man I...

3 years ago
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History LessonPart 2

Leaving the meeting with Mr. Reed, Beverly was mortified. First was the way she had acted: she had talked to James like she was some kind of slut. Reflecting on what she had said, she blushed furiously. Then when he abruptly stopped the discussion at the end and sent her off to do the research, Beverly felt rejected, that she wasn't appealing to James. This hurt her vanity even though she knew she was being foolish. She had become more attracted to him, really a schoolgirl crush, with each...

1 year ago
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First Time in a gay bathouse changed my life

This is AS TOLD TO ME from a friend, it is not me. Although I wouldn't mind dabbling lol!! My first time at a gay bath house or spa! I had for years had an urge for seeing naked men especially ones that had big dicks. I didn’t consider myself gay. I was actually married and I still liked having sexual relations with my wife. I found myself getting turned on when at a nightclub or somewhere in public standing at a urinal and seeing a man that was hung standing there peeing. At times, I would...

2 years ago
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Gaynors guest

Your wife comes in from work wearing her nurses uniform, slips off her coat and bends to drop her bag in the hallway. As she bends I cup the lovely round globe of her buttock, enjoying the feel of her cotton uniform, the smooth tights underneath and the leg of her panties. Hmmm she softly moans, this must be the surprise Peter had planned for this evening.I continue to stroke her round arse, getting a good feel and rubbing between her cheeks through her clothes. Her legs part slightly as she...

2 years ago
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First time gay experince

Well day has come I told myself the day that I go to London on a business trip. It was 5:30am my flight to London at 7:30am so I get my luggage and get into the limo that the company has provided for me I get to the airport and check in and go through all the checks get on the flight and sit next to this really sexy guy so Introduce myself and pull open my laptop to watch a movie since its gonna be a long flight to London. Where getting ready for take off I'm drinking coffee and reading emails...

1 year ago
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Come 6 Times No Way The Bet Gay

"The most I've ever come in a single night is four times," Dylan said, doubting his friend's claim."I'm telling you I made him come six times in a three-hour period in one night." Anton said again. "I'd get him over here to tell you, but he says he's a straight boy like you, so he wouldn't appreciate me outing him with open discussion of our night together.""So he was straight too?" Dylan laughed. "Now I'm really having a hard time believing you. Straight guys just can't get it up for gay guys,...

2 years ago
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Computer History Snoop Ch 1

by aliveinpr My stories do not necessarily reflect my personal proclivities, desires, wants or fantasies. Please read and enjoy this fictional writing. George and I have been married for 15 years. George has a well paying job making me a lonely housewife. Week after week, I wash, clean, cook and allow him to fuck me when HE feels the need. I learned a long time ago that my sexual needs had to stay on the back burner until George felt the need for sex. Sexually I was frustrated and even...

4 years ago
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Gayathri The Sex Bomb

Hello ISS readers, I’m Rudra 19 years old from Kerala. You can contact me at ”” Girls or aunties near Kerala or Bangalore who wants some fun can contact me at “” This story is about how I had sex with my neighbour Gayathri. She is my neighbour is 23 years old with beautiful face and assets of 30,26,32. She was a sex bomb, she lives with her parents near my house. She was not a typical mallu girl she used to wear modern dress tight t-shirts and all. I use to masturbate thinking about her almost...

1 year ago
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Gayatri 8211 Part 2

Hello All!!! This is part 2 or continuation of the old story I wrote a few days back. I would request you to read it first to know more about the character and get a better feel of the story and its characters. This is a real story. I did not masturbate as Gayatri had told me not to cum. I waited for four long days before receiving a call from her. I thanked God that she still remembered me! I talked to her and she asked if I had cum. I replied in the affirmative confirming that I had not cum....

2 years ago
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First Gay Experience

Bob was a musician who played acoustic guitar and sang. He had played in many bars and clubs with bands and had decided it was more cost-effective to do solo gigs. One night he played in a restaurant owned by a gay couple that he’d known for quite a while. He had played there a few times before.After he had finished and all the clients had left, he sat at a table with the couple to have a chat. Bob realised that he was a closet gay and really wanted to talk to some gay people about it. When...

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