First Gay Sex Experience With My Roomate free porn video

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Hello ISS Readers, this is milomionan from Chennai. This is my first story in ISS, kindly bear with me for any mistakes

This is about me and my friend during our college days. It happened like 6 Years back, while we were pursuing our engineering from a reputed College in Bangalore. Myself 24 from Chennai, average body, and dick size. My friend is from the Southern part of Tamilnadu with an average physique and childish behavior and of course well maintained dick. I was staying in the Hostel; he was my roommate for the three years.

We were of the same batch so we usually hangout around the college together. My other Roommates were hailing from different departments. Four months went we were quite acquainted and we started sharing nearly everything except our body. Our classes were hectic and it was at one afternoon our classes got canceled we didn’t have any plan, so we came back to the room.

We found that the entire wing was empty, so we decided to play inside the room. We both were avid fans of WWF; we thought that wrestling would be entertaining till evening. We started fighting each other for an hour and got tired.

During that time, I noticed he was wearing my new short, I asked him to change that as it is new. He refused and I got angry and pulled off the Short, he fought and avoided being stripped.

He suggested me why can’t we play this game of removing Shorts… we both got excited and framed rules. Whoever first strips the short will be the winner. In the first game, I stripped his short and made him nude. It went on till he stripped my short…We both were in shock and we started masturbating each other cock and we came cleaned ourselves.

Days went by, we were busy, and we couldn’t play the game.

During pooja holidays, all my roommates went to their hometown. We both were alone in the hostel. We got a laptop from my friend and started exploring the fun part. We watch some porn and started kissing each other. We slowly started stripping part by part. He stripped my t-shirt and I stripped his short. Then we both were in undies waiting to explore.

We started playing, he was on top of me he started licking my entire body making me fully erect. My heart is pounding with adrenaline; he started licking my face and then my armpits.

He moved on slowly and sucked my nipple and was playing with it. He poured some oil on my chest and started massaging my chest. He bit my ears and made me out of control, at that time I took charge and explored his body with excitement. I bite his nipple and soon I started exploring his dick and I was playing with it. But we didn’t have a blowjob.

We hugged nude and was rolling on the bed with pleasure. It continued for like 2 hours. He told me” shall we masturbated using our legs?”. I told okay will do it. We masturbated each other using others feet. With a lot of excitement and foreplay, we both came, we used tissues to dispose of the semen. We then took a break and started smooching for hours, we masturbated two-three times that day….I slept off and he was exploring the depth of the fun part.

Next morning during the breakfast, he asked can we try something different which he explored yesterday… I got super excited skipped breakfast went to our room and asked what it is about… He asked can you fuck me like a girl. I was shocked and said I can but where? He said, “in the asshole”. I don’t know what to say I said: “ok, let’s do it”.

He guided me how to lubricate and prep up his ass hole for the Session.

As soon as I fingered his ass he started moaning like a girl… I used three fingers to fuck his ass… his ass is now ready to get explored. I started prepping myself and it was the first time he gave me a blowjob and I was on cloud nine to lubricate my cock. I mouth fucked him for a while and he guided my cock to his asshole. I slowly started pushing but my dick couldn’t advance.

He understood and relaxed and impounded him with pressure and in the fraction of a second, my cock is inside his ache was moaning in pain. I stood in that position for five minutes to relax him.

As soon as he felt bit koi started pounding him a bit faster. It was my first fucking, I felt so relaxing and pounded him for like 20 minutes and came. I took my cock out and was shocked to find blood in that…

As my cock is uncut, this is the first time it is experiencing such pressure so the skin got torn a bit and bleed. I couldn’t make out for like two weeks feeling that something might happen to the dick… After 2 weeks, I tried inserting, this time, it went easy just with lubrication and found no signs of rupture. I fucked him for 30 minutes and we had two sessions that day.From that day onwards, we started having fun on a day-to-day basis, we started sleeping together, and I fucked him daily for months.

We hung out a lot and we even tried to be nude in the public and we made it.

During the month of December, we both fought and got separated for a month. it was a very stressful period because you don’t have one to fuck. It was during his birthday, we both forgot all about the fight and we got united. We had a wonderful session on his birthday night. We also had BDSM Kind of things; we continued this for three years. I will share snippets of my story during the course of the time.

Any feedbacks to this sex story are welcome. Kindly send your feedbacks to and any handsome guys and girls in Chennai can ping me for Interesting Fun but strictly below 28

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1 year ago
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Confessions of a Lonely Roomate

Grinding your horny body against the palm of your hands, sinking your fingers even deeper inside. Your heavy breathing, turns to deep panting. Walking past your bedroom, I hear faint whispers of deep breathing. The sounds grew louder, as I approach the door. I put my ear close to door, and hear you panting. Finally, I push it open to find you, across the room lying naked on the bed. Hands between your legs, playing with yourself. You are - sitting up with your back braced against some pillows,...

Friend
3 years ago
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My First Gay Experience

HI, everyone. Ajay here with the 4th edition of my life experiences. Thanks for all the emails that have come in related to my previous sex story and it has been really overwhelming. Even got a couple of good friends with benefits contacts, which has been real fun over the last couple of weeks. Well, this is gonna be a gay experience I had when I was in Australia. For people looking for stats, I am 31, 6’4 in height, with a pretty thick 6-inch black tool with a pink tip. I went to Australia...

Gay Male
2 years ago
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First gay sex experiences story

Hi, this is Sam from Pune. Today I’ll be sharing the story of how I lost my virginity to a stranger. I am a 6ft tall, a bit muscular guy. I love to dress up and spend time naked. I have always been curious about how it will feel to have sex with a guy. I often asked my girlfriend to finger my ass, and sometimes we used small items to enjoy ourselves. So let’s start with the story. I felt very lonely as my girlfriend had broken up with me right after college ended. Most of my friends lived in...

4 years ago
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First time neargay experience

First time near-gay experienceThis is a true story.I was so horny and was living alone at the time. Instead of staying at home and jerking off to porn, I needed to feel socially sexual, if that means anything. There was an adult book store with video booths and thought, that’s where I’ll go. I’ve jerked off a number of times in such places. Makes me feel a bit daring, dirty, and not quite so alone. So I pulled in and parked. Looked around, counted cars, looked if anyone was watching from...

3 years ago
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Paid to Turn Men Gay GayMaker

I had been on the internet for more than three hours, talking to a beautiful woman named Mary. She was hesitant at first, but eventually we shared photos and talked about our fantasies. She loved the name I was given at birth, "Vincent". It reminded her of simple times.She was very open-minded and had many kinky ideas, most of which made us giggle. I had previously been chatting with her for about two months, on and off. She really enjoyed having me around and after telling her everything I'd...

4 years ago
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My First Gay Experience

My first gay experience All throughout my youth I masterbated to straight porn and made out with girls and every experience was enjoyable. When I was 18 I started to watch some webcam porn and I came across a guy masterbating, I was curious to see how he did it, if he had a big dick and did he have a big load and to me none of that was gay. I watched for about 10 minutes as that’s about as long as I could take of it.This guy was clean shaven skinny guy, similar to myself but he had this...

2 years ago
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Which bisexual gay acts do you think about M

Which (bisexual / gay) acts do you think about, anFantasy or Real Life?Which (bisexual / gay) acts do you think about, and which have you done?There are a lot of straight (or formerly straight) guys out there who have watched forced-bi clips, humiliation videos, gay porn, or have fantasized about a bisexual or gay experience. This could be a recent thing, or it could be something that you have been thinking about for a long time. I know that I am not the only one out there who has had these...

2 years ago
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My Second Gay Experience

My Second Gay Experience.If you have read my previous story than you know about my first gay experience. Again this is a mostly true account of the second time I experienced gay relations. My second gay experience was about a year after my first. Again I was lonely and had been surfing the internet searching for girls when I met a young lady in a sex chat chat room. She was fairly local to me living only 3 towns over. In the country that is considered local. I was secretly disappointed when she...

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 three 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...

Gay Male
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...

2 years ago
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My First Gay Experience

Hi All again. Myself an accountant by professional working in Hyderabad, Age 26 years, 5’8″ tall, good built, very fair. I met Shweta in 2006 in Hyderabad during college, and in course of time we developed intimate relationship and had sex n number of times. Let me describe her. She is 5’4”. Good built, fair, voluptuous body having a figure of 36-28-36, a perfect figure, nice ass. Really loves to fuck her. Also my email id is You can search my other stories by clicking the below link: For Part...

Gay Male
2 years ago
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First Gay Experience

I recently lived out one of my long-kept-secret sexual fantasies. I'm still so excited by the experience I thought it would be fun to write about it and share it on this site. No doubt, there are at least a few men (maybe some women, too?) out there that can relate to my position.I'm a 38 year-old straight man, I've been married 12 years, I love my wife, and I'm committed to our marriage. I don't get turned on by men, but think about sex constantly and exclusively with women. There are a lot of...

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