My First Time With A Man free porn video

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Would you have sex with a man? That's the question that came up. Myself and four of my friends were having our usual get together. We meet once a month, usually at Matt’s place; we have some drinks, get drunk, and talk about all sorts of shit. He was the only one of us who was single. He's also the only one who's gay.

We've all been friends since junior school, so we know that whatever goes on, or is said at our nights together stays amongst us. The question was asked by Matt to us all in general. Of course, we all said no, but it got me thinking. I stayed behind after the others had all gone.

“Why did you ask that question earlier?” I asked him.

“Just curious really. I often wonder if any of you had ever thought about it,” he replied. “Have you?”

“This stays between us, right?”

“Of course.”

“I’ve been wondering what it would be like, so I suppose I’m bi-curious as they say? Can you tell me what it’s like?”

“Well, it’s natural for me,” he answered. “I knew from an early age I was gay, but it took a while for me to pluck up the courage to seek out other gay men. When I did though, it was a relief. The first time I had sex it was a bit uncomfortable, but I loved it.”

“How did it happen?” I asked.

“I’d got very friendly with the guy in question and we went to a club and then back to his place. He was a bit older than me and a lot more experienced. We had a few more drinks and he put his hand on my cock and rubbed me until I got hard. He took the lead and told me what he wanted. First off, he wanted me to suck him off. He took off his trousers and pants and made me wank him a bit, and then made me lick his balls.”

“Was this your first time?”

“Oh yeah. I’d fantasised about it, but it he was my first.”

“Carry on,” I said.

“Well, I licked him for a while and then he shoved his cock into my mouth. I took it eagerly. I had a raging hard- on myself. I could taste the pre-come on his cock and it just made me want it more. He made me suck him for quite a long time, until he was ready to fuck me.”

“Then what happened? Was it as you expected?”

“Oh, it was far better than I could have imagined. He made me lean over the back of his sofa and spread my legs. Then he got some lube and smeared around my arse and then he slowly pushed his cock into me.”

“Did it hurt?” I asked.

“Well, I expected it to, but he was quite gentle. He pushed further into me I made myself relax. I had tensed up a bit and, as I did I began to really enjoy it. He was pumping into me fairly slowly and gradually increased the speed. I could feel his balls slapping against me and it made me so hot. I could feel his cock hitting something inside me that just made me so fucking randy. I told him to stop and pull out so I could face him and told him to start over. He lifted one of my legs and thrust his meaty cock into my arse. I put one arm around his shoulders and kissed him and wanked myself as he fucked me. This got him so worked up he pounded my virgin arse like there was no tomorrow. He watched me wank off and when I came it was so intense; so powerful. I shot my spunk up and over our shoulders. We both had streaks of spunk across our chests. He came as he watched me come and I could feel him jerking and spasming, as he unloaded his spunk into me.”

“How did that feel?”

“It was great; I could feel it fill me up. When he pulled out of me it ran down my legs, all hot and sticky.”

“Then what?”

“Then I got dressed and went home. I felt a bit uncomfortable for the next few days, but I knew it was right for me.”

“And after that, what happened?” I asked.

“I really got into the gay scene, clubs, gay men. I did a lot things that were a bit unsafe, like having unprotected sex with strangers, but I calmed down. Now, I’m very careful about whom I sleep with.”

We had another drink and chatted some more, and then I left and went home. I spent the next week thinking about the possibility of having sex with another man. I finally decided that if I didn’t at least try it I would be missing an opportunity that I might regret later in life.

I called Matt and arranged to meet him for lunch. As we were eating I told him of my decision.

“I knew you would,” he said.

“Could you set it up for me? I don’t know any gay men apart from you,” I asked Matt.

“If you want, I know of a bi-man. He’s very good looking, clean and discreet. I’m sure he’ll be up for it.”

A week later Matt called me and asked to meet him at his flat. When I arrived he told me the other man was there. He introduced us and we shook hands. His Name was Alan; he’s about forty-five years old, with the body of a thirty year old. Matt gave us both a drink and left us alone.

It was a bit odd at first; I didn’t know what to say. I did find him very handsome, which surprised me. Alan came straight out with it.

“So, Matt tells me you’re curious about sex with another man?”

“Err… yes I am,” I replied.

“Well, I was the same. I’m married, but felt that something was missing from my life. When I analysed it I realised what it was.”

“What did you do?”

“I didn’t do anything at first, but the feeling wouldn’t go away. So, I took the plunge and knew straight away it was the right thing to do. So, now I occasionally indulge myself. I particularly like men who are trying it for the first time, men like you,” he smiled as he said it; his eyes were sparkling.

I didn’t know how to reply, so I just shrugged my shoulders.

“Look, let’s go somewhere else; I don’t think your friends flat is the right place.” We told Matt and he shooed us out the door, making me promise to call him after.

We went to Alan’s flat. He revealed he is very wealthy and keeps the flat as a crash pad for when he’s in town. The low lights and the decor made me relax straight away.

We sat on the couch and Alan took the lead. I was bit tense to start with, but Alan massaged my shoulders first, before gently unbuttoning my shirt and slipping a hand inside to rub my chest. I just sat and let him do it. I was trying to decide if I could go through with it when he ran his nails across my nipples. A shiver ran through me and I realised my cock was getting hard.

Alan pulled me to my feet. He looked at me straight in the eye, as he undid my jeans and pushed them and my boxers down around my ankles. When he grasped my cock it felt like I’d been hit by a lightning bolt. He knelt in front of me and kissed the end of my cock. He then stood and undressed.

I watched him closely and went to him when he was naked and put my arms around him. I could feel the heat of his body and was aware of his erection pressing against me. Without thinking a sank to my knees and kissed his cock and took it into my mouth. It didn’t feel at all unusual to suck it, which surprised me.

Alan was quietly urging me on, so I sucked him how I like a girl to suck me. I sucked hard as I cupped his balls in my hand, before moving to his balls and sucking them into my mouth, while I began to wank the length of his cock. I could feel it pulsing in my hand and knew he was close to cumming, so I carried on until he shot his spunk over my hand and face.

He pulled me to my feet and did the same for me. His mouth felt so much different from a girls that it was only seconds before I had my first orgasm. It was so intense my cock throbbed and pulsed and shot spunk for ages before I was spent. It was all over Alan’s face, neck, hands and chest. I apologised for making such a mess, but he told me not to worry.

We sat down on the sofa and had a drink; Alan’s hand found my cock and was caressing it, stroking it. It took only a short time before I was hard again. He asked me if I was ready for him to fuck me. I nodded eagerly; I was so turn on by the whole experience. We lay on the sofa with Alan behind me. I could feel his hard dick pressing into the crack of my arse and I pushed against him.

He got up and got some lube from the cabinet and told me to get on all fours. When I had, he squirted the lube around my eager hole and carefully worked some in. He then gave me the lube and ordered me to rub it all over his cock. I took my time and made sure his cock was coated. It glistened in the lamplight and made me want him in me even more.

He positioned himself behind me and pressed his cock against me, one hand was holding my hip. I felt him push into me and I felt my tight hole open up for him. He stopped and asked me if I wanted him to carry on. I couldn’t speak, so I nodded and he slowly pushed all the way into me, until I felt his belly against my bum cheeks. Again he stopped to let me accustom myself to his cock.

Then he began to properly fuck me with long slow strokes. I had never felt so full before. My whole body was tingling and I had a weird sort of fizzing all around my cock and balls. With his spare hand he grabbed my cock and began to wank me, matching his strokes with his cock thrusting into me. A heat started to build in my lower stomach and I knew I was going to cum. Alan sensed this and increased his thrusting. I cried out and came; gushes of spunk flew all over the sofa.

I felt Alan tense. He was about to cum. He pulled his cock from me and sprayed his cum over my back and arse; I felt it trickling down my cheeks and legs.

When we had both recovered we cleaned ourselves up and Alan took me home. We never spoke during the journey; we both knew want had just happened was very special. Alan gave me his telephone number and told me to call him, but only if I wanted to.

I called Matt when I got in. He was so excited for me. “How was it,” he asked. He could hardly contain himself.

I replied, ”It was amazing. I knew as soon as we started that it was right. I’ve never felt so full. When he was fucking me and the orgasm was so intense. Sex with him was out of this world.”

“Would you do it again?” Matt asked.

“Yes,” I said without hesitation, “but only now and again. I like sex with women too much to just have sex with men, but now and again for something different would be good.”

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The Terrible Fate of the English Nobleman

         The Terrible Fate of the English Nobleman                        By Dr. Phil This is the story of an 18th century English nobleman living in the Caribbean. He is hated by a local pirate governor. The Englishman refuses to sell a small piece of land to the governor who has wanted it for a long time. The Englishman has been protected by his friendship with the captain of one of the pirate ships. Even the governor fears this ruthless captain. One day the pirate ship arrives in port with...

2 years ago
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My Pleasure Moments With Suman

By : Delhibiz Hi, this is Gautam from Delhi. I like the most the stories of ISS and reading them from long time. I am 28 years now and this story is 3 years back with one of my exclusive friend. However, she is not with me now and married to someone. Her name is Suman (name changed). We are of same age and worked in different firms in Delhi. During my official tour to Mumbai, we met each other and the story begun. Let me describe her about her physique.She is quite fair with some extra pounds...

1 year ago
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Seducing a telephone repairman

I’ve had fantasies about the cable guy that I had once seduced. Jimmy and I unfortunately didn’t have video of it but he was able to take pictures of me taking his big black cock. I’ve recently had to go back to that picture set and loudly reminisce about it as Jimmy fucked me in bed one night. Ironically, a day came when we had trouble with our phone line and finally Jimmy placed a repair request order to fix the problem. When we were finally told what day the telephone repairman was coming to...

Erotic
2 years ago
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The Amazing Mr Mortimer

THE AMAZING MR. MORTIMER My girlfriend Rachel and I had decided to take a two week vacation to PuertoRico. I had first come across the girl on the streets of San Juan. She cameup to me and begged me for some money. At first I was going to say no. ThenI noticed how beautiful this young girl was and I was intrigued. I startedto reach into my purse to get her something, and she smiled at me. She hada very beautiful smile. It was in fact an entrancing smile. I kept her close to me with small bribes...

1 year ago
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Robin and the Catwoman

“Oh my head.” Robin whispered as he stirred awake. It took a few moments for him to fully regain consciousness. His last memory was of chasing someone across the Gotham rooftops, now he was in someone’s apartment. “I’ve been captured!” He screamed in his mind as he suddenly realized he was under restraints. Taking a deep breath, he willed himself to think calmly, just as Batman as taught him. Take stock of the situation, then form a plan of action. The room was in semi-darkness, illuminated...

4 years ago
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Ek Main Aur Ek Manu

Hello ma crazy reader my name z Siraz, siraz sidaqi. I was also a reader of ISS lyk you. Actually still I am while reading ol d stories on ISS. I used to thought about se fun in ma like and humesa hi mauke ki talash me rhta tha bt aisa lgta tha ki jaise upper wale ne ek mere hi liye koi mauka banaya hi nahin, isi tadap me aur us parwar digar se narajgi me meri jindagi bit rahi thi bt wo khte hai na, ki dhundho to khuda v mil Jata hai to baki ki kya majal bs usi tarz pe wakai wo din aa hi gaya...

4 years ago
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The Airman

The Airman?.. It?s strange how the mind can recall certain events with such clarity yet blot out others. It was as if my life began during the years of World War Two. I don?t recall much of anything prior. Of course, being raised and educated in an orphanage doesn?t highlight much. I do remember enlisting into the military at the earliest possible age, to be on my own. As a young airman in the Army Air Corp, I remember my last bombing mission and the ensuing events...

4 years ago
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How Do You Solve A Problem LikeMiss Manson

After her meeting with Ms. Storey that lunchtime and on hearing that the strict young deputy headmistress was going to allow Rebecca Mulligan to carry out her plan to deal with Miss Manson, the head of Music at St Katherine’s School did not hang around for long after the end of the school day. Once she had taken the full school orchestra for their after-school practice she returned to the Music office, packed her bag and hurried to her car. She arrived home just after 5 pm and decided that she...

Spanking
2 years ago
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Crazy Sexperience In Manali

I am Niki and I am back with my second sex story. This was my first one – https://www.indiansexstories2.net/couple/kritis-crazy-sex-story/ This happened a few years back when my four friends and I were on our way to Manali from Delhi. We were thrilled to take a few days off to enjoy the lovely spring in Manali. It was three girls including me and two guys. One of the guys had taken his brother’s Innova car for the trip to drive down. Basically, amongst the 5 of us, we had a couple, two single...

3 years ago
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TV Repairman

TV REPAIRMAN by kimmie oh The doorbell rang, and Billy padded barefoot over the hardwood floor of his apartment. He quickly checked his reflection in the mirror one last time. Then he took a deep breath, smiled, and opened the door. He felt a blast of January cold on his rather scantily clad body. In the vestibule stood a tall, good-looking older man in worn work clothes. The man gave Billy a quick once-over and Billy held his breath. He wondered if he had gone too far: the...

4 years ago
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The Horseman

Once upon a time there was a princess. She was feeling very trapped in her kingdom so she wanted to take a ride. She summoned her horseman to take her on this ride. He was a loyal man and was willing to do anything her royalness asked of him. Because deep down inside he had serious feelings for her, But was afraid to show this because he was afraid that she did not feel the same way about him considering their positions in the social order as they were. He brought the horse around and helped...

4 years ago
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The Legend of the Dickless Horseman

 It was a dark and stormy night. I was reminded of that fact by a beagle glaring down at me, hunched over like a vulture, perched on the porch of my destination. I pulled my raspberry beret down snugly for protection from the bitter New York wind.I glanced at the decaying house before me. The years had not been kind. Whereas it once stood majestically on a hill radiating beauty now it was an eyesore; the real estate equivalent of Kathleen Turner. Still, it was precious to me. Full of wonderful...

Fantasy & Sci-Fi
1 year ago
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My Friend Suman

Hi friends mai bhaut dino se iss ko padathe arahu to maine socha ki maine bhi apni ek real stori post karu. kya malum apko pasand aye or na ahe thik hai. ok my name is joy and i from mumbai.any girl or any woman want relationship with me to contact my email id.. ok maine abhi meri stori pe aata hu. aap ise fake samse ya true its on you but its my true story in my life. ok. Main Mumbai me ek chawl me rahata hu. me us time 12 stands me tha main dikhane itna handsome nahi hu. esiliye main...

3 years ago
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Mrs Redman

Mrs Redman An Introduction With my assignments finished for the day I finally arrived, near exhausted, at the home of Mrs Redman where I had been resident for the last six months or so. With some reluctance born out of my exhaustion, I walked around the house from the garage where I parked my van and thought of what obligations may await me on entering the house. The household had consisted for months of just Mrs Redman, Miss Julie and me, however, for the last week, Mrs Redman's...

3 years ago
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The Journal of Samuel Samantha Waterman

Journal of Samuel (Samantha) Waterman January 1; I'm thirteen and thought I would start this journal. I ain't much at writing but I'll give it a try. I think it will be cool. I know boys don't keep a diary so I'm calling it a journal besides it sounds more grown up than a sissy diary. And this way when I tell my grandchildren my tales of youth, like grandpa does, I can say, "see its right here in my journal." Not much happened today, no school. So I thought I'd start this journal,...

2 years ago
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Playing Cards With Manju

I was feeling exhausted after that woman just squeezed all the energy from me. Never thought that woman’s sex power can turn out be so high when they get to being near 40. She was sleeping in my arm like a small baby with a sense of satisfaction on her face like a small baby. Her smile made me think how we met for the first time and how did we ended up being on bed. My mother used to be very helpful in nature and so, all the neighbors and and relatives used to flock to my house for something or...

2 years ago
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Friends Choosing A Groomsman

Chandler paced back and forth in the kitchen. He was fretting over Rachel's choice of Ross to be her groomsman in Phoebe's wedding that day. It was a last minute decision, and Chandler was trying to figure out how to get Rachel to change her mind. He stopped in mid-step, as she walked in."Hi," Rachel said, nonchalantly. She was wearing her green floral bathrobe and little socks, obviously in the middle of getting ready for the evening ceremony."Hey, can I talk to you about this groomsman...

4 years ago
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Seduced By Ugly Milkman

Oh, oh, he is again late today, this milkman is of no use. It is already 9 in morning and Samir has left for office. I was married to Samir last year and our daughter is just 2 months old kid. My Kid will not take breast milk, so we have this milkman who is supposed to supply us with fresh cow milk for her every morning at 7, but now its 9 am and no sign of him yet. I am going to kill that fool of a milkman. The kid is hungry and crying. But what can I do, she somehow does not like my milk. I...

4 years ago
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Cameron and Manny

Prologue Cameron and I were married for fifteen years. No children, bills paid, house nearly owned. She's thirty-eight and I'm forty now. She's still a tawny haired beauty with B-cup boobs and the plumpest ass ever to have graced the backside of a 110 pound five-foot four-inch female woman! Her olive complexion is to die for and she smells like something descended from Mt. Olympus. Our sex life was terrific through most of those years. Was, being the operative word. She eventually filed...

1 year ago
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My Sister JeanChapter 18 The Trip to Little Cayman

The movie had started in the main cabin and the American transcontinental flight from San Francisco to Miami had quieted for the first time since Jean and I had boarded. Quite often when we'd traveled with our parents, and particularly with our status-conscious father, we had flown first class, but this time we were paying for the trip from our own meager savings and we were firmly planted in the main cabin. Had there been a steerage class, we might have been there, so strained was our...

1 year ago
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My friends and my manageress

My name if John and i'm 30 years old and this is my story. In 1998 i started working in a Department store, i had a female manager who's name is Karen. Through the years i got to know my manageress very well. She was a married woman and had 2 teenage kids. She told me many times that her Husband was the only man she had slept with and after twenty odd years of marriage had often wondered what having sex with someone else was like. We both shared many a dark secret to each other about all sorts...

Group Sex
2 years ago
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Fucked my crush in Manali

Hi, readers. Your Milf Lover is back with a new story. This is also a real story. This happened after I lost my virginity to my aunt. I got more confidence to have sex with other girls. So let’s get to the story. This is the story of me getting lucky with my female best friend’s older sister. She had always been my crush since my school days. She was 4 years older than me. So the story starts when I receive a call from my friend one day. Me: Hi, what’s up! Friend: Hello, nothing much. I want...

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