My Roommate’s Boxers free porn video

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When I was in college, I had a roommate who was a bit of an asshole. Let’s call him Brandon. Brandon was one of those straight b*o types who seemed to always blare his crappy music when I was studying. He was also kinda cute, and I loved looking at him in his boxers as he climbed out of bed each morning. I never saw Brandon without his boxers, but I sometimes jerked myself to sl**p, imagining his cock carelessly slipping through the unbuttoned fly as he pulled aside his sheets.

Peering at Brandon’s bare shoulders peeking out from under his covers, I would reach for my crotch. Slowly, so as not to make any noise, I would run my hand along my cock. I wanted to throw back my covers and reveal my erection. I wanted to grab my cock and pump it, moaning loud enough to wake my roommate. I wanted him to look over and see me tensing with pleasure. I wanted him to get out of bed, stand over me, pull down his boxers, and jerk along with me. I wanted him to watch me shoot my load on my chest. I wanted to lock eyes with him and feel his warm cum rain down upon me. I wanted him to grab one of his dirty towels and use it to wipe me off. I wanted him to pull his boxers up over his now-softening cock and climb back into bed. I wanted him to give me the kind of smile that meant ‘let’s do this again’ before we both drifted off to sl**p.

On several mornings, I would get up, only to realize that part of me had already risen. Brandon was usually still asl**p. I’d walk across our dorm room, hoping he’d wake up to a view of my morning wood. He never did. Instead, I would hop into the shower and empty my load down the drain. Feeling some relief, I’d quickly get dressed and head to class.

Brandon and I were on different class schedules so we saw little of each other during the day. Most of the time, I would use the time that he was away at class for doing homework. However, there were days when I wanted to have a little fun. With just a few clicks, my computer transformed into a pornographic parade of men sucking and fucking each other. By the time Brandon returned, however, the only hard thing in the room was my math homework.

One day, I was alone in our dorm room and started to feel horny. I thought of watching some porn when I caught a glimpse of a pair of Brandon’s plaid cotton boxers resting on the top of his hamper. I knew he wouldn’t be back from class for another thirty minutes or so. I picked up the boxers and brought them to my face. I breathed in his musky scent and felt my cock begin to twitch in my pants. Overcome with a sense of excitement, I quickly stripped off my clothes and made my way to his bed.

His bed was always a mess, sheets shoved aside and a few articles of clothing tossed near the flattened pillow. I placed his boxers on the bed and climbed on top of them. By now, my cock was fully hard. I slid my thick boner up and down the boxers while clinging to his pillow.

I felt so naughty, so dirty, so horny, that I knew it wouldn’t take long before my cock erupted. I thought of shooting my load on his boxers, but I was afraid that he would notice a peculiar stain or smell when he went to wash them. Reaching onto the floor, I grabbed my briefs and pressed them against my cock. I exploded violently, cum soaking my underwear. Still tingling from my orgasm, I stepped onto the floor and looked down at the boxers that had driven me so wild. I pressed them to my face again, now smelling my scent mingled with his. I tossed them back into his hamper and hid my cum-soaked briefs underneath a few T-shirts at the top of my hamper.

About ten minutes after I got dressed, Brandon returned. He threw his backpack on his desk and hopped onto his bed, unaware that I had humped a pair of his boxers in the very spot where he now sat. I casually sat down at my desk and asked, ‘How was your class?’

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Roommates daughter 2

A few days had passed since Seth had finally been able to taste the sweetness of both Gina’s and Jess’s young pussies. Seth worked nights and got home between either 1 am or 6 am, depending on how fast he worked thru the night. One night, when he got home around 2am, he saw a strange car in his driveway and that the living room lights were on. He shut his headlights off, and coasted into his parking spot. He was hoping that Gina might have someone over and that he would be able to watch them if...

4 years ago
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Roommates With Benefits The Working Vacation

Since the blizzard last year, I’ve kept my distance from Jayson and the chicken-head that has come home to roost. I became more focused on my photography and writing at the magazine. I had to put Jayson out of my mind regardless of his sexual prowess. I tried so hard to forget my unhappy encounter with his estranged wife in favor of bigger and better things. My self-denial paid off when I eventually landed assignments to write, photograph, and blog about fun stuff for possible syndication. At...

2 years ago
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Roommates Part 1

I felt like the luckiest man in the world after Jane took my cherry. I’d just gotten royally fucked by the woman I’d been fantasizing about for a couple years now and had probably become my best friend. Not only that, she’d liked so much we were now steadies, so I’d moved directly from monosexuality to rampant, kinky sexuality all courtesy of my voluptuous, delightfully kinky sweetheart. She came over every night and after study we jumped each other bones. Sometimes before we finished studying....

3 years ago
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Roommates

Back when I was around 23 or 24 I moved in with a girl that I had known since grade four. Her name was Sheri, she was a cute little blue eyed blond girl who was probably the first crush that I ever had. From the moment we met we just seemed to gravitate toward one another. What I remember most vividly was how on class field trips the two of us would always be lagging behind the group annoying our teacher and just making each other laugh. All through elementary school and most of high school we...

3 years ago
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Roommates With Benefits

Sharon’s version of events that unfolded on a hot summer day. “Damn, that was good,” I say to Jayson as I light a cigarette and pass it to him. “I knew this arrangement was going to work,” Jayson replied, taking a drag. “Yeah, and everyone thought it wasn’t going to work. Little did they know about the little arrangement we have made prior to you moving in.” Kissing me, Jayson says, “I’m going to get us something cold to drink. I’ll be back.” As Jayson got us drinks, I took a drag from...

2 years ago
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Roommates daughter

Seth wasn’t your average mid-twenties white male that spent his weekends going to clubs and juggling several women at the same time. He worked 60+ hours a week and then found time to go to college for a couple classes a semester. Seth had a game plan, a hope and desire to get his dream job of being a Cop. He had moved from New Jersey to Florida to make that game plan come true, but some were along the line had failed to make many friends his age or friends that would drag him out to clubs and...

3 years ago
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Roommates A Different Point Of View

Chapter One: Chad and Isabella break up "TELL ME THAT YOU DID NOT JUST SAY THAT!" A loud shriek breaks the dead of night and startles me so completely that it not only wakes me up, it also causes me to fall out of bed besides. I've fallen out of bed a few times in my life without any injury, but this time was different because I managed to bang my head on my brown study chair on the way down to the floor. I knew that I should have moved it back to my desk where it belongs. I now find myself...

Lesbian
4 years ago
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Roommates

My relatives came to visit over the summer. My aunt and uncle on my mom's side, and my grandparents on my father's side. Our house was full, with myself, my sister, and my parents already filling our three bedroom home before taking in more people. I loved having the relatives visit us, so it wasn't a problem, it just meant that my sister had to share my room for a week.That was going to prove very beneficial, as I was soon to discover. I'm eighteen, and my sister, Brynn, is not quite a year...

3 years ago
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Roommates Became My Sex Partners

Hi Friends, this is Raj from Bangalore with real experience. I am staying alone in one of the apartments in South Bangalore. In the recent past, the society I am staying decided to vacate all the bachelors from my apartment. As there was a change in society management, I don’t have any option other than leaving the house. As I was in this apartment for almost two years, I used to the place and don’t want to leave. In my adjacent flat there are 3 guys and 2 girls staying and all of them are...

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