First Time, Gay, My History #2 (redo) free porn video

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# 2
This is my second installment of my secret perverted sex life. I have always been bi-curious, playing with my ass and cock as soon as I hit puberty, always was turned on looking at a hard cock. While watching straight porn with my friends, I loved the close up penetration scenes, pussy and anal but oral cumshots were the best. Now on to the second act....

In my first story you know I was active on the free chat platforms back in the late 90s, this is continuing from my first experience probably a year later. We were moving to the United States and my wife had already left with the k**s and I was basically taking care of the house sale and wrapping everything up, I had a two week window and was ready to try and have some fun again. It was late one Sunday night, I was drunk, horny and cruising the chat rooms looking for fun and maybe a private chat room to jerk off with someone. Then I saw one of the guys in the chat room had the island I live on in his name. I immediately contacted him and told him where I lived on the island, he told me, and we got to talking. He was very inexperienced and very nervous, as was I, but finally we traded phone numbers and he called me. We chatted for a couple hours and had phone play, talking about what we liked, he was really horny, but we could not arrange anything that night because it was so late. We decided to meet at lunch the next day. I would pick him up in town, take him to my house, have sex, and then drop him back downtown. And here we go.....

A little background....
I am a mwm 5’9” 190 pounds ( 30’s), I keep myself in decent shape, love to make myself look hot. I am trimmed and partially shaved, I look pretty good. He was in his 20’s, good looking, black and close to 6’. He told me on the phone he had a 9” uncut cock and he liked to get sucked. I told him I would blow him, but that I definitely wanted to get fucked also, he said “ok”, kind of begrudgingly, and he would bring a condom. (He was nervous and just wanted a blow)

The day arrives!
I have always fantasized about black cock, and couldn’t believe this might actually happen. I awoke at 5 am and showered, cleaned out my ass and played with it to get me through til noon. I was vibrating all morning just thinking about it, frankly I gave it a 50% chance that he would even show. I pulled into our meeting spot and parked, pedestrians walking by, no idea what he looks like, then a slim guy walks up and we look at each other and it clicks! He hops in and I drive like a maniac to my house making small talk on the way.

My place:
We walk in, both nervous, my heart is beating a mile a minute! I walk over to him, he’s wearing a white cotton track suit, and start rubbing his cock, I can feel him pulsing, and he is thick!! I drop to my knees and pull his pants down, I am in awe at the size of his monster curled in his underwear. Before I can touch him he strips off....7” of semi hard cock in my face, nice balls, hard body. I caress him and start licking his head and stroking his shaft, he moans and tells me to fucking suck his dick. After five minutes of heaven my cock is throbbing so I stand and strip for him, he admires my cock and “low hanging balls” and we move to the couch.

He sits on the couch and lays back, I curl up next to him and start pleasuring that cock. By now his is almost fully erect and after a few more minutes he is fully involved. Jesus Christ, he is 10” long and almost 2” thick, I can only get about a third of him to the back of my throat. I work him for another 10 minutes, all the while he’s telling me to “suck that cock good” “lick his balls” and “fuck yeah that’s it”. I am in heaven, I know I am a cocksucker now for sure. Now I want him in me. I beg him to fuck me, he quickly says yes and rolls a condom on that telephone pole of a cock. I have fucked my ass and stretched it over the years with toys, veggies and basically anything that is cock shaped and big, so I knew I could take him. WOW, there is nothing to compare to a real 10” cock pushing into you. I straddled him and sat on his cock, taking my time, and working him in inch by inch until I hit bottom. Never felt so full and content! I was moaning like a whore, bouncing up and down taking it all, eyes closed and shaking like a leaf. I asked him to fuck me doggy style (favorite) he said ok. I looked down as I got off him and there was a pool of cum on his stomach, I was semi hard and had not cum while riding him so his cock had milked it out of me! We both said wow and I bent and slurped it up. I then bent over the couch and he got in me, but him being so tall we couldn’t find a good position. Time is getting short so he asked me to make him cum, he laid back on the couch I took him in my mouth and sucked and jerked him. He didn’t last two minutes and shot 5 to 6 huge ropes of cum in my mouth, I was too nervous to swallow so I just let it leak out on my hand and worked him till he was soft. He got up to take a quick shower, I laid back and jerked off so hard And had one of the biggest orgasms of my life, and just laid there scr****g up my come and eating it and tasting both our loads. That was fucking awesome!!!!

My biggest mistake:
He called me on Thursday that week, things were crazy and I never called him back. But I had a free weekend that we could’ve spent together. Just a total wasted opportunity, because I know he would’ve been into it!

I am thinking of doing a sub-series on my fantasies of that weekend, if you’d like me to do them let me know I already have one mostly completed.

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Winds of History

A Story in the Winds of Change Universe The tall, lanky man looked in disbelief at the King. “Sire, I’m simply a backwoods lawyer, and a new one at that. I’ve barely been more than a store owner and a local politician. I don’t understand why you’ve taken the railroad halfway across our country to come here and talk to me.” The King of America, Grant Maxwell, sat forward in his chair. “Call me Grant. You may be primarily self-educated, but you are not uneducated. You know the history of our...

3 years ago
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The Liberation Of Father Mortimer

When Father Mortimer checked into the hotel it was eight in the evening.The room was a basic no frills double with a small bathroom. He would never stay in such a hotel if he was attending one of his ecclesiastical conferences but for what he had planned it was just perfect.He got down on his knees and bent his balding aged head over a black gilt leaf Bible he had respectfully placed on the edge of the bed.“Blessed Lord Jesus forgive me for my sins,” he muttered and crossed himself three...

Spanking
3 years ago
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First time gay

This is my best mates first time with another guy.His name is David. He is 23 living in Dublin and he was talking to me and all and asked me what was it like for me to say I was gay. So I told him it was hard but when I said If you dont like me for been gay you dont have to be my friend you dont have too. I asked him why he is adked ? and he said I want to know if Im gay or bi. He was down with his best mate having a few drink and his best mate is gay. So a few words and my mate David ask his...

4 years ago
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First Gay Experience

This is the story about how I realized my bisexuality and my first gay experience.I started to question my sexuality late in high school. I never did anything about it until my freshman year of college. I went to a very small school in New England, and I’m talking small: less than 1,000 students living on campus. So needless to say news traveled fast, as well did rumors. All of that plus the fact I spent my first semester living with two obvious homophobes made even the thought of trying...

4 years ago
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History Lessons

I’d like to thank Daniellekitten for being my sounding board on this story. I never would have gotten it off the ground without her! ********************** I heard someone come in the room, but it didn’t register in my brain until she spoke. ‘Excuse me, Mr. Thompson?’ she said. Looking up from my desk, I saw the biggest, most beautiful pair of brown eyes in the world. It took me a second to recognise the face. ‘Angelina Benardo!’ I made sure to pronounce the g as an h in her first name....

4 years ago
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Hot Fucking Session With My Wonderful History Teacher

I am 18 years old and now i’ am in school giving my 12th exam. In school, i was always fascinated by my history teacher. She was just wonderful, 28 years old and having the perfect figure of a teenage. Let me introduce myself. My name is craig and my history teacher’s name is vineeta ekka. She was teaching us history since std:8 and was very cooperative. Always cool-minded, never trying to scold us. She would always enter the class with a smile on her face. As i had taken up arts in 11 she was...

2 years ago
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The Short Sexual History of Coora a Slave

Olga’s note: Stephenie Meyer, author of the Twilight novels, wrote a short story retold from the viewpoint of a minor character, someone who walks into the scene of one of her novels and is almost immediately killed. In my stories, at least the ones so far, the first-person viewpoints of characters in my Aghara-Penthay shave all been women on special missions, or women captured to order, which means they’ve been missing out on the experience of a more regular slave – someone unlucky caught...

2 years ago
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History Lessons

I heard someone come in the room, but it didn't register in my brain until she spoke. "Excuse me, Mr. Thompson?" she said. Looking up from my desk, I saw the biggest, most beautiful pair of brown eyes in the world. It took me a second to recognise the face. "Angelina Benardo!" I made sure to pronounce the g as an h in her first name. "What are you doing here?" My face broke into a broad smile. I stood up. She came around the desk and gave me a warm hug. My body tingled at her...

1 year ago
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First Gay Experience

It happened totally by chance. I was on a business trip and after a long day in meetings I went in to the bar at the hotel to unwind. I ended up sitting at the bar and started to talk to this black man at the bar. He was a big man with a very nice disposition. I would have guessed him to be in his 50s. We struck up a conversation about my wife and ultimately ended up talking about our sex live. I told him about sharing my wife and my first bi experience. He asked me if I was gay, I told him I...

Gay
2 years ago
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First Time The Incident That Made Me Gay Part2

"Hey! Jack" Melvin greeted just as i opened the door."Come on in Mel!" I replied."Hey!" Then we both laughed, as we each say out our old times nick name. Afterthat i went to get a drink for Melvin, while he made himself at home."Is this yours? Can i try it?" Melvin asked me pointing to the playstation."Sure!" I went over to join him and played with him. While we were playingwe chatted along, talked from old times to new times. First he asked meabout my parents and slowly about me! Soon we...

3 years ago
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Wife finds a GayMaker Gay

I came home as quickly as I could after my wife called to tell me that her friend Bruce would be joining us for dinner. She'd been talking about him for some time but I'd never met him. Her eyes would wander off as she told me about his latest project or how he'd helped her with her work or helped her solve a problem. There were times when I wondered if she was having an affair with him, but I was sure that was just wishful thinking. I often found myself fantasizing about sharing her with...

4 years ago
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Rikki convinces Tyler to do her History homework1

__________________________________ Rikki yawned yet again. Her new History teacher Mr Galveston was droning on again about the American Revolution. It was only the second week of her Senior year in High School, and Mr Galveston had given them two exams, and she had an essay due the next day. People had warned Rikki the previous year of how difficult his class was, and to avoid getting into it at all costs, but it was out of her control now. She was trying hard to get into Stanford next year...

3 years ago
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A True History Book TwoChapter 12

“You’re kidding, right?” “Oh, no, Mister Lewis. Not in the least. You see, there are only eleven college games being played this Saturday, instead of the usual fifty or so. These are all the conference rivalry games, like Alabama versus Auburn, or Tennessee versus Vanderbilt. The earliest any game that ABC is covering starts at 4:00, 3:00 here. That means our game, with twelve minute quarters, and a 1:00 kickoff time, will easily be finished before they have to cover their regular...

3 years ago
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Rajesh having sex with Gayathri in hotel

Hi, I am Rajesh (name changed) from Bangalore, working in a MNC, aged 32, height 5.6 inches and weight 65KG. I am normal south Indian guy, no gym body. This series of incidents started happening from March 21st 2014.As it was a year ending, I had 7 days leaves to be availed before March 31st. I planned to take leave till March 31st. Since I was going on long leave, I thought of informing my team members individually before EOD. I informed all through office communicator.Around 5.30PM, I did...

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