Syd's College Roommate free porn video

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So Syd and I had been fucking regularly for a couple of months. We weren't really dating and certainly LOVE had never been mentioned, but we really got into screwing one another. One night in between fucks she looked at me and started to tell me about something.
"I have been with a woman."
"Really, interesting."
"Yes, she was my roommate in college, Ann, she gave me my first orgasm."
"Very interesting" I said
She said to me "We were at my house for Thanksgiving day break, because she lived so far away. We were in my room watching one of those softcore porn movies on cable. She said to me that she had to get off, and that she hoped she didn't mind. At that point she pulled off her panties and started masturbating. remember that I was a Preacher's k** and really sheltered. I had never seen that before or done it, so I watched her. When she came I was slightly in shock."
Syd looked at me and saw my hard on, "You like this story?"
"Absolutely, tell me more."
"Well, she looked at me and saw my amazement. So she asked me if I had ever done that. I said no, and she said that I should, that it felt really good and it relaxed you. I wanted to make her happy, so I took of my panties and shirt and started rubbing my pussy, but I wasn't really getting anywhere. So she took over. She fingered me and rubbed my clit, and showed me how to do it. When I came for the first time, I squirted and she was really excited and thought it was cool."
"Needless to say we stayed roommates all through college and had sex a lot."
"OK, I said, that is really cool, what made you tell me about it now?"
"Well, she is coming into town next week for a conference and we are going to get together."
"Oh, I see, and you want to get together. Hey, its cool, we are not exclusive or anything feel free, but I may ask you about it."
"No, you idiot, that is not it at all. She has never been with a man, and well, she would like to be."
"Ummm, me?"
"Maybe, you up for it?"
"Well, she sounds really sexy, what does she look like?"
Syd handed me a picture that I looked at. In it there was a beautiful young woman, chestnut hair, brown eyes, and a wonderful smile that I am sure her parents paid a million dollars for.
"Seriously Syd, this girl Ann is seriously hot, she has never been with a man?"
"Yeah, weird huh? Seems like she always gets trapped into woman relationships and men get scared away."
"Ok, so how is this going to work?"
"Here is what we worked out. You will come in, fuck her and then leave."
"Seriously? Just like that?"
"Yep, I will not be in the room, but I may come in towards the end,"
"Ok, sounds interesting. I am game"
"That's the sport, I knew you would be." and we fucked again very hard that night.

The next Friday, Syd called me. "It's time big guy, here is the deal. While she is a virgin she has had plenty of dildos and shit in her pussy, so you don't have to worry about hurting her. Oh, and check this out, she is on the pill to keep her periods regular, so you are good to go. Just come in and go up to my room, I will be in the living room."

I went over and entered the house. I looked over into the living room and Syd waved and motioned me up the steps. I climbed the stairs and went into the bedroom. Ann was in bed, under the covers. She was naked. I said "Hello, nice to meet you." She laughed and said hello.
I quickly took off my clothes and got under the covers with her. We chatted for a bit, and I started exploring her body with my hands, and she did mine. Finally she grabbed my cock, and said that it felt good. I started fingering her wet pussy and returned the compliment. I pulled back the covers and started sucking on her nipples. I worked my way down her body with my lips and got to her pussy. It was ultra smooth skinned. I mentioned this to her and she said "I have been waxing for ages, it keeps me nice and smooth.
At this point I said "You ready?" and she replied that she was.
I put my cock at her entrance and entered her slowly. She wrapped her legs around me and let out a low groan. I worked at a moderate speed and she came a nice long slow orgasm. At that point we moved to doggy style. She reached back and played with my shaved ball sack, which drove me nuts. I told her I was going to cum, but she stopped and asked me to hold off.

She went to the door and yelled for Syd to come up. "I really have to thank you for this, it has been great. Now I want to jerk him off and watch him cum up close, help me."
I laid back and Ann wrapped her hand around my cock. She jerked me slow,and Syd licked my balls. Ann seemed to get the hang of things pretty quick and soon I was ready to blow. I been not jerking off for a couple of days and so I shot a big load which Ann really seemed to like. Syd licked most of it up and and tried to get Ann to try it, but she wasn't into it. She was a hot fuck for sure.

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It started as an average Friday night with my girlfriend Jennifer, and I relaxing in my dorm room. We sat on my bed pretending to play video games and making out. More accurately, Jennifer played the video games while I, far too distracted by her slim figure to play myself, interrupted her with kisses.At only 9pm my roommate Mitchell came back. As Mitchell took partying pretty seriously I was quite surprised by his early return on a Friday night. As soon as Mitchell sat down I was reminded of...

4 years ago
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My boy friends roommate

Note: ——I am NOT the author!so plz Don't ask me about part two,am simply sharing this lovely story with all of you because I have not seen it on here"You should put on a condom," I whispered. "No," Mike said firmly. "I want to feel you." I didn't say anything as Mike slid inside me easily in one quick stroke. I was wet and ready and wanted it just as bad as he did. Mike and I had been dating for almost a year and up until a couple months before I had been on the pill. Due to some bad side...

4 years ago
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My gay Roommate

Hi all, my name is Zohan. I am a mechanical engineer and working as a production engineer in a company in Delhi. This story is about me and my roommate when i was in college. His name is Gaurav. I have done my graduation from Jaipur. I am a normal guy with average features. I have the same keenness and knowledge as anybody would have at my age. My age is 23 and i had taken admission 6 years back. At that time i was not that much open-minded but now i have so many experiences in my...

Gay Male
3 years ago
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The Worst Roommate

“This might be a bad idea.” The words were spoken by Fred Turner, attending the 27th birthday party of his friend, Kate. Sitting on the couch in her apartment, surrounded by their friends, he was answering the offer of someone suggesting they use her newly opened gift: a Ouija board. “No, no, no, no! Do not mess around with that thing!” Kate’s older brother, Dave, warned. “Will you relax?” Tim, Kate’s boyfriend, asked. “It’s harmless, mostly a conversation piece.” As he pulled the board from...

2 years ago
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The Nudist and the New Roommate

My name is Bob and I'm an avid nudist. I have a great, three day a week job, which pays well. I go to the local gym regularly, I enjoy bicycling and going out with my friends. Since I broke up with my girlfriend Sue, I've been living alone in a large two bedroom apartment. I was at the local supermarket shopping when the rent ads on the bulletin board caught my eye. Reading them, I didn't find any that seemed promising, so I placed one of my own. Looking for roommate 21y to 35y, non...

3 years ago
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Her Bullys College Roommate

Amy was giddy with excitement when her parents dropped her off at the Central University of North Texas. Everything was about to change for her. She'd been teased and bullied all through high-school for her appearance (she's barely five feet tall, skinny, flat-chested (but with big, sensitive nipples, and freckled) and for her general nerdiness—she read a lot, sci-fi and comic books mostly, and got really good grades. The boys at her high-school ignored her (except for Mark and Vignesh—her D&D...

BDSM
2 years ago
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College Roommates

I was enjoying my freshman year in college. It was not as hard as I had feared but it was different. I liked the new unsupervised independence. I spent most of my free time studying, unlike my roommate, Jerry, who spent most evenings out playing. He was in his second year. We had not gotten to know each other very well due to our very different lifestyles. One night, while laying in bed, I was feeling horny and decided to play with myself. I thought my roommate was asleep and that I was...

4 years ago
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moms roommate

Mom's RoommateDoug gave his wife a final kiss before boarding the military aircraft."I don't want you to go." She whimpered."Honey, I have to...I'm sorry."Kristen gazed up at him, her big green eyes full of tears. "What if you get hurt...or get killed?""Babe, that's not gonna happen...I promise you." Doug said confidently.As he boarded the plane with the rest his battalion Doug gave a final wave back at his family. Kristen forced a smile and waved back, her 6 year old daughter Cassie stood by...

3 years ago
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My Daughters Roommate

It was well after midnight, and I tossed and turned, tormented by her presence in the next room. I was agitated, my mind racing with delicious yet agonizing images in my head - "sleep" not only seemed hopeless, there was a part of me that didn't want to fall asleep at all, as it would put an end to any possibilities, no matter how silly or remote. And in that state of mind, you can understand why I thought perhaps I *was* asleep, that I was dreaming, when the door slowly opened, and there...

2 years ago
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StrapOn Roommate

About six years ago I was in university and living on campus during the summer along with a few other guys, including a guy I roomed with off campus during the school year. Jeff and I were in the same program and we were taking summer classes while working for our department. He and I were fairly big geeks and only occasionally would we do social things like going to the bars to drink and socialize with friends. There were several women also living in residence then, including one attractive...

3 years ago
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The Roommate

THE ROOMMATE CHAPTER 1 Lynn and Tiffany were roommates in college. Lynn just turned 21 years oldlast month. She didn't go to college right away she wanted to explore the worldand visit some countries. Lynn was a freshman and just moved in with Tiffanyover the summer. Lynn has not been initiated to the college as of yet. Butby nature she will be initiated all year by the senior girls. Tiffany has beenShannon slave for last three years, but Lynn didn't know that she was her slave.One day...

1 year ago
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A New Roommate

I know I often wear a strap-on and there are indeed moments when I wished I had a cock, an actual cock with sensory nerve endings attached to my brain so I could feel their soft squishy pussy’s wrapping around me, but that didn’t mean I wanted to be a man. In fact being a woman has it’s clear advantages, look at my latest roommate for example, twenty two year old, terribly naive, she even brought her parents to the roommate interview. I’m pretty sure her dad wouldn’t be paying her rent...

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