First Gay Anal Experience, True free porn video

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The guy was in excellent health at 70 and horny as hell, muscular, very verbal too. Let me describe how I got to this point: I was very curious, I met him in a local chatroom and I asked him to my house to enjoy a glass of wine and a hot tub while my girl was visiting family.
Our initial discussion online was for him to teach me how to be "used" by a gay guy for their sexual pleasure, a fantasy thought of mine. I asked no kissing.

I was standing out front when he arrived and I greeted him with a handshake, a very nice man, Frankly, I didnt care what he looked like, but he was a pleasant looking man, 6 ft tall like me. He came in the house, in his hand he had a small paper bag with condoms and astrolube I explained I was as nervous as a whore in church so I was depending on him to take the lead and full control, he did.

We started in the shower, him rubbing our cocks together with his soapy hand, he noted he was bigger, lol. Now I am not really small. Maybe 6 full inches, very fat shaft after the head. He had me bend over in the shower and grab the edge of the end of the tub, I felt so compliant and obedient as I bent over from the waist for him, my ass exposed. I felt "presented" for his use. He was pulling on my cheeks, inspecting my hole, I bent as far as I could and felt so naughty as he slid his finger inside me literally finger banging me. His finger inside me, his palm on my soapy ass, wriggling and rotating his hand on my soapy ass, stretching and preparing my hole, it felt really good.

I have mirrored closet doors and a tall bed, we begin in the 69 position, I could see us in the mirrors. His long cock was fucking my mouth in and out, I licked his head like an ice cream, I licked his balls, I liked that skin in my mouth. I sucked it, licked it, kissed his balls. I did everything he was doing to me. Then, I felt his pointed tongue licking around my asshole and he darted it in and out of me. I did the same since we had just washed in he shower. I was on naughty overload. Nobody would ever know what I was doing so I went full on, pushing my tongue deep inside his tight light brown ring of an asshole opening it and feeling it clench and pulse with each probe of his ring by my tongue, as deep as I could.I felt my face cheeks against his ass cheeks as he splayed his legs out wide, rolling up on his lower back and making his tight asshole easy for me to probe and lick his asshole ring with the tip of my tongue.

I put my tongue in his leaking cock head slit, I squeezed the shaft lightly toward the head, toward that angry purple head, veins were now bulging out of it. The leaking shiny fluid made my tongue feet very slick or slippery, almost as a sip of cream would coat my tongue. He literally fucked my mouth just like it was a pussy with my saliva acting as the lube for slipping through my lightly gripped hand, in and out, I suck that big cock. I could see his cock sliding in and out of my lips, it was rather surreal but there I was in the mirror getting facefucked. I was watching one of those horny gay guy videos except I was in it, it was my mouth being fucked by his big hard dick, I realized immediately I liked being the center of his sexual desire, I wanted to be his slut as we had discussed in the chat room, I had said a number of things in he chatroom not expecting to meet him and was doing my best to satisfy anything he desired now.
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He had me lie on my back, legs open, pillow elevating and presenting my asshole to him, I could see my own asshole the mirror as he played. He fingered me with lubed fingers and told me to relax, I was nervous. He said if done right it shouldn't hurt. I felt and saw his index finger sliding in and out of me in the mirror as I relaxed, my feeling was "very naughty". Socially men are not supposed to enjoy other men sexually but I was so hot by breaking this taboo! I had never had another man examine me like he was, parting my cheeks, finger in my ass, wiggling fingers around, he gently put the tips of two fingers in me, my instinct was to clamp down. He told me NOT to clench my sphincter muscles, don't tighten but to instead push out like I am taking a shit, I focused on relaxing and pushed. My hole was very relaxed when he dripped some astrolube inside my slightly gaping hole, I watched him prepare me. He kneeled between my legs, pushed my legs back so my asshole was fully accessible to him and he ran his fingers across it, that felt good..

I was both exhilarated and embarrassed to be the object of his sexual desire. He put on a condom and had me lie on my back. He pushed my legs way back and put his cock head against my asshole, it felt like his cock had was 1000 degrees F. He told me to push out like I was shitting as he pushed his cock forward, his body weight behind the blunt end of his cock, He concentrated on driving that big purple head. I had my hands on his ass muscles, I could feel him curling his lower spin, more weight to shove that purple monster past my resisting hole. I literally felt him "pop" his fat cock head into me. Initially it hurt, a serious ache, but I had come that far I wanted to keep going, he talked me into relaxing my body again. He was very still. He slowly began to slide in me as my man cunt yielded to him, he placed his full body weight on me and began to lightly pump his hips, pushing it in me, sliding in a tiny amount per thrust.

Soon, his cock absolutely filled me, and I loved it. Laying still I felt him use his ass muscles and start to stroke his cock in an out of me. I positioned myself to receive his pumping dick I spread my legs, and he went even deeper.

Soon he said he was "all the way in", I used my finger tips to explore my full asshole, it felt like I was turned inside out. My hole felt like the softest of fleshy tissue wrapped around him tight. I could feel his balls on my ass cheeks, sticky with the lube. He ground on me holding my legs wide open with his legs, my heels were in the air. I could see my semi hard cock flopping all over like a rag doll, it can wait. He was now hands on my legs, sliding in and out at high speed, I was being fucked in he mirror. My lust level was a 10. I could not imagine the fattest part of the top of his cock "all the way in" so I felt my hole with my fingers, As he retracted my hole felt really stretched and sensitive to touch, I wondered if it would ever return to normal. It was incredible to feel that, my hole ringing his big dick but there was a very soft bit of my intestines protruding outward like inner labia on a woman. As he pulled out and it tucked back in when he pushed, the ring bright red and so very sensitive to touch of my finger tips, I was being fucked and used by a man I didnt really know, basically I was his personal slut as we had planned.

He had me roll over face own, he locked his arms under my shoulders and now his dick just knew where to go, zero resistance now. I felt his ass muscles driving his dick into me, he would come all the way out with his stokes an said "You are gaping open nicely and it feels great" . He would draw out and pop in, as he pulled my body to him in an arch, He fucked me while talking naughty, said his cock felt "really hot inside my fuck hole", asked if I liked being "his cumslut for the night", referred to my ass his new "man cunt". I enjoyed his lusty talk and responded by wanting more.

I was relaxed, face down an watching in the mirror, He was bouncing off my ass, his dick head knew exactly where to penetrate me and my asshole looked and felt like an open rose bud I could hear my ass making sticky sounds, kissing is cock with each exit stroke. He pulled me upward doggie style and started slowly, before long he was ramming his cock deep while pulling my hips to him furiously, banging the hell out of me while my cock flopped around under me. I would best describe this as using my asshole to jack himself off, that kind of cadence, fast and pounding.

I could look though my legs and see him in the mirror looking at himself sliding in and out of me, The lusty look on his face was like nothing I had ever experienced, very powerful. He stopped pumping and had me basically fuck myself on his dick while he watched me slide up and down his dick for awhile, I was sliding up and down his long dick while he said 'Yeah, thats it, fuck yourself good slut, take that big cock slut," I was flying high.

His vigorous forward drive laid me forward on my elbows then onto my belly as I tied to keep my ass presented right where he needed it to fuck it, he was flat on top of me, vigorous is an understatement. I parted my knees and his body pushed my legs wider. I could see him fucking me in he mirror. I could feel his pubic bone spreading my cheeks, my ass cheeks had lube on them, with each forward thrust he parted my ass cheeks and went deeper. He locked his arms around under my shoulders and his ass pumped up and down in the mirror slamming me and making slapping sounds now. I could feel him tensing as he got faster and faster, I knew he was going to cum. He asked "where do you want me to cum?" I almost yelled "Up my ass, don't stop, please cum inside me". Lust overload, he grunted and yelled "Fuck, I'm coming, yeahhhhh, OHHHHH, grunting each time he thrusted, like an a****l as his body thrust that hard dick into me and I pushed back trying to take his jizz deep inside me. He was shuddering and driving deep, split my ass cheeks wide, wet slapping noises, he tried to push that dick through me, my hole was stretched to the max part of the top of his shaft as my cheeks were shoved upward toward my back, and I felt his cock release inside me.

When we were done he removed the condom and asked for a towel. I took his glistening, softening cock in my mouth, that once angry, hard, full of pulsing blood with lust to cum inside me was now soft and gentle. I softly sucked it . I tasted his cum as it seeped out. His cum was was so silky feeling and had a slight musky odor. My asshole was like a rosebud in the mirror, he jacked me off with my ass high and facing he mirror, like milking a cow. I was concerned my asshole would never return to normal, it mostly has. He fingered it some more but it was sensitive now, no no no. We jumped in the hot tub and shared some more wine. He was a nice man, twice my age of 35.

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Hi guys. This incident is about me wanting to explore a bit of my self and ending up in a group sex with bondage. About me, 6ft, 32-inch waist, fair to wheatish color and around 33 years old. I stay in Bangalore. I am bi and curious. My profile id is urmithr and email id is Coming to the story, I usually don’t get involved in anals much except for getting rimmed or fingered. Off late I have been thinking of exploring this a little bit more considering the fact that I enjoy getting fingered and...

Gay Male
2 years ago
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Alexs First Gay Experience

A little bit of an introduction: since I’ve moved back to Aussie I’ve been swimming at the Gosford Pool probably 3 times a week on average. With my schedule being pretty open I go during the day when the pool is quiet and I don’t think I’ve had to share a lane yet. Everyone who is swimming laps is wearing speedos or jammers at the most which is awesome (it wasn’t like that in Colorado last winter – I didn’t see a single speedo swimming laps). So a few months back I jumped out of the pool and...

3 years ago
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Gym Shower first gay experience

This is a 100 % true story of my first gay experience.I had been living in Canada for just over a year when it happened. I had been travelling around the country for the previous 6 months and had gotten a little out of shape just from being on the road and partying a bit too much. I had always kept myself looking pretty good from years of playing football and rugby. Im 6ft about 185lb with an athletic build, dark hair and blue eyes. I grew up in England and had a normal enough childhood, dated...

3 years ago
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My First Gay Experience With My Best Friend

I think most people can remember their first time. Their first kiss, first time seeing the other person naked, first time getting or giving a handjob, receiving oral and going all the way. No matter what it is, there’s always something memorable about that first time. Even if it was a little awkward or even if didn’t go as you thought it would, it usually stays with you for a long time. Now I’ve seen a few other people on this site share their first times and I thought I would try it out too....

Gay Male
4 years ago
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My First Gay Experience

Hi Friends, I am a huge fan of ISS. I have read many stories in this site and love all. This is the real incident happened in my life.This is my first story please forgive me if I made any mistakes. My name is Santosh 25m working in MNC in Bangalore, about my self I am fair in colour , thin and tall 6” dick . over all good looking person.Initially I am straight guy always like to watch a porn movies, read sex stories, jerking myself and all ways fantasied to fuck a girls/heroines… I never had...

Gay Male
2 years ago
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My first gay experience

Hi :) . My story is 100% true, it hapened last year in August. Well, lets start that I am not gay, maybe bisex. I have a girlfriend and I do like girls basically, but there was always something about gay porn that turns me on. so from time to time i do watch it and masturbate to it. So that was a very hot summer, it was the begining of August 2012. I had a bad hangover after the weekend, it was monday, so early in the morning my girlfriend left for work and I took my laptop and started to surf...

2 years ago
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My first anal experience

anal sex is something still considered a taboo.in our country its even worse but it had to be foreigner who indulged me in this experience.i was 17 when i came across this british/afghan gal called Caroline who was so beautiful that i had to tell the driver of the bus i was in to stop.i alighted and quickly caught up with her.she was friendly and we quickly got into each other.Nairobi to a foreigner is a bit unfriendly and i guessed she noticed my effort to be just what was not on the menu,...

2 years ago
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My First Experience With Two Gay Men

My name is Subin, I am 38 now. Native is Kerala. Normal figure and very fair. This is a real story of my life. I had my first gay sex at teenage.From that day I had sex in so many instances with many men. So many men seduced me to gay sex from the age. My first experience ; we went to the summer camp from the school. We stayed in a hostel. So many students came from different schools. They divided the students into different batches. My batch was headed by a teacher around 45 years of age. I...

Gay Male
2 years ago
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My First Gay Experience With My Friend

Hi all here I am going to tell my first gay encounter happened in my life. If you like please give your feedback. After me and Gopi fucked Sita aunty. We started fucking here many times alone or threesome. December month came and we are totally bored, because as Sita aunty told her hubby came for leave we didn’t get even a small chance to kiss her. We both were irritated and don’t what to that time only my friend Bala showed me the gay experience. That day I thought of not going to college and...

Gay Male
2 years ago
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My First And Only Gay Experience

This incident is 100% real dating back to 2002 when I was 12 years old. We had just moved in to a new place. It was a big residential complex. Very few families were staying when we had shifted. I was in 5th class then. We had a neighbour in next building. Their family was of 3 people Mr. Patil, his wife and their son – Jayesh (20 years old then). Jayesh was studying his engineering in a college near Nashik staying there in hostel. My father was working in a small firm with less salary (not...

Gay Male
2 years ago
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My First Gay Experience 8211 Part V

Hello to all the readers of ISS. My name is sunny and I am 26 male now here to submit my real stories in my gay life. I am cool chubby person with fat this, cute belly, sexy plump chest and red nipples. I have nice ass. This incident happened when I was in class 12 and my age was 18. I am not that good in studies when I was in class 12. I used to fail in subjects and I was a poor student. So my parents decided to send me to tuition. I found a tuition near my house. My tuition master is a nice...

Gay Male
3 years ago
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First Gay Experience

It must have been over 20 years ago now but it entirely changed my life. We were over in Denmark on a football holiday and in a bar. The rest of the team drifted off leaving me alone there. I had been trying my luck with the Danish girls with no luck. This guy, in his 20's, cropped hair, muscular kept smiling over to me and I to be polite smiled back. Anyway after a few drinks I went to the toilets, as I passed him he winked at me and followed me in, "this fuckers a poof" I thought and went to...

3 years ago
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My Gay Experience 8211 Art Of Fuck And Suck

My first experience of gay sex started before knowing what sex is. While seeing wrestling match with my friend Sandy, my cock stood up inside my trousers. I don’t think that time Sandy had seen mine. He too had same feel, he wrestle with me hold my cock and our cock meet each inside trousers. I felt pleasure, He hit my mouth with his boxers. He asked me to kiss cock, i refused, I feared. He said, if I’m ok, he can kiss my cock. When i agreed him, he removed my trouser, He did it for me for the...

Gay Male
1 year ago
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My First Time Gay Sex Experience

Hey there.!!! It's me Arjun back again with my real life experience but this one's a gay experience. Well I didn't described how I look so I'll do that now. Actually I'm 5'11 tall and having weight 70kg and do workout daily so I'm fit and have good shaped body having whitish complexion and a 6" long dick. Well to start with I must say that I'm almost straight and I like girls but I don't mind making out with a good looking guy at all. So coming to the story. When this incident happened I was in...

First Time
2 years ago
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My Gay Experience In Chennai

I have been a regular reader of stories at the ISS for quite some years. I love the Gay stories most, followed by Group sex, Maid and Office/Teacher. For quite some time I have been debating whether I should also sit down and write a few of my real experiences. Now I have decided to start. Here is my first – dedicated to all readers of ISS, particularly the above 50 generation, which must be hungry for some sharing. Thank you ISS for this opportunity to read and share. This is a true experience...

Gay Male
2 years ago
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Chriss First Anal Experience

A few days after my first oral experience with a man, I decided I needed tits like a real woman. I went online to a few cross-dresser sites looking at their breast forms. There was quite a large variety. I looked through the few bras I had to see which size fit and looked best.The 32B was cute and seemed proportional to my small frame. I ordered a pair of symmetrical forms and a pair of asymmetrical forms in a 32B size along with the medical adhesive to attach them. The confirmation noted it...

Crossdressing
2 years ago
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Gayu8217s Journey In Her Life 8211 Part 4 5

Part 4 Gayu was still feeling shy, she did not want to look in to her FIL’s eyes directly, and did not want to take any kind of initiative. Suguna asks Gayu and Shankar to come out for dinner, Gayu tries to reach for her cloths, but Suguna says no need to wear any dress, Suguna takes shy Gayu holding her hand to dining table, makes Shankar and Gayu sit by each other side and she sits on the opposite side, all the dishes are kept on the table, Suguna asks Shankar to feed Gayu, and asks Gayu to...

4 years ago
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My First Gay Experience True Story

I am a happily married man in my early 40’s. Straight looking and acting. I was never into the gay scene at all, in fact as a teen I had a bit of resentment towards gay people. I have been married for over 12 years and enjoy and healthy sex life but for the past two years or my curiosity started increasing. I began to watch shemale porn at first whilst telling my self this is not gay! As time passed I switched over to gay hardcore. I would have the best orgasms watching guys suck each other...

3 years ago
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My First Gay Experience

This is a true account of my first gay experience at 50.A little background first. Ever since I was 19 and single I have been attracted to cock. I would buy the usual girly mags and leave them in my bedroom but most of the time I would go across town to buy gay ones. I spent many hours masturbating to the photos and stories. I would then hide them in my secret spot to enjoy again. Other than that I never did anything to quench my lust for cock.Fast forward 25 years , married with c***dren and a...

4 years ago
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My First Gay Experience True Story

I am a happily married man in my early 40's. Straight looking and acting. I was never into the gay scene at all, in fact as a teen I had a bit of resentment towards gay people.I have been married for over 12 years and enjoy and healthy sex life but for the past two years or my curiosity started increasing. I began to watch shemale porn at first whilst telling my self this is not gay! As time passed I switched over to gay hardcore. I would have the best orgasms watching guys suck each other and...

4 years ago
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My First Gay Experience

Well, the site people sort of lost my first gay experience story and can’t upload it again coz I don’t have backup for that but I will tell u about it in concise. My gay experiences started when my neighbor tried to molest me. He was teenager then. But, later on I realized that gay sex is good for me. I started liking it. For that matter, my first victim was my same neighbor’s younger brother, Anu. We used to play together. Once I asked him if he wants to play doctor-doctor (nice name of game...

Gay Male

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