Jerking Off with My Best Friend in the 2000s – Part 2 [MF] [MM]

[Part 1 Here](https://www.reddit.com/r/gonewildstories/comments/fvjk87/jerking_off_with_my_best_friend_in_the_early/)

The next year, completely unplanned, Don and I ended up going to the same college. We decided not to room together because we wanted to branch out socially, so for the first semester we saw each other occasionally but not often. However, we both got stuck with fucking *nightmare* roommates. Mine was a slob who never went to class, never showered, and literally left ketchup handprints on the furniture. I’m a clean-freak and germaphobe so that was torture. (If you’re reading this Kevin, I hope you choked on your fucking french fries you piece of shit.) Don’s roommate was a drug-dealer who he caught smoking meth in their room. Twice. One night Don and I grabbed dinner at the dining hall to catch up, and we shared stories about who we were fucking, how classes were going, and how terrible our roommates were. My roommate had alerted me that he would not be returning in the spring semester, and Don said he was going to try and get his roommate kicked out. We agreed that if we were able, we’d request to room together to avoid more crazy people.

And so we did!

Don lived closer to the main hub of classes and his floor was co-ed, so come spring I packed up my shit and trekked across campus to his room. The very first night we swapped out his tiny TV for my flatscreen and put on some porn. Within minutes we were fully naked, side-by-side, cranking our hard cocks. “I missed this” Don said, and I laughed. We both came, cleaned up, and went to bed.

That ended up happening anywhere from 1 to 5 nights a week. Usually I’d jerk off on my own when he was at class and vice-versa, but when you’re in college and super horny all the time, you need more than that. And once you’ve cum in front of someone, it seems silly to wait when you’re horny. We’d be in our beds and he’d say “I’m horny as fuck” and I’d say “Me too, let’s stroke.” We’d fire up some porn and go to town. Sometimes we stayed in our separate beds, and sometimes we’d pull up chairs in front of the TV and sit side by side. As we got more comfortable, our legs would bump up against each other. We’d reach to get the lube and our hands would “accidentally” brush the other’s cock. “Whoops” one would say, and the other would respond with “No worries.” We always came extra hard after that.

One night I was out a little later than normal and Don’s girlfriend Gail was there. Our arrangement was that if one of us was fucking someone, the other would “take a lap.” A jog around campus took about 45 minutes, so that was enough time for most encounters to finish up. But tonight it was about 2am already and she had just arrived, and I had class in the morning. So I hopped in bed and tried to sleep. After about 30 minutes I heard them whispering. Don said something I couldn’t make out, and Gale responded with “But he’s right there!” I knew exactly what was going on. So a minute later I lent out a gentle snore. “See? He’s out cold” Don said, and I imagine he mentally high-fived me. Now Gail was absolutely gorgeous. I was envious that Don got to her first, but she was in his department so I probably wouldn’t have even met her otherwise. 4’11, stacked tits, and curvy. I can’t remember if she was Dominican or Cuban, but she was outrageously attractive. The closest person I can compare her to is [Jynx Maze](https://imgur.com/a/2yfWTYL), but with [bigger tits](https://imgur.com/a/WVgwG5i) and no [hideous leg tattoo](https://imgur.com/a/XLazq7u).

She started breathing heavily: he must have been fingering her. I risked peeking one eye open, and I realized that my side of the room was completely black but the streetlight shined like a spotlight on Don and Gail. Excellent. I opened both eyes halfway to watch. They were under the covers facing each other with Gail’s back to me. She tucked her head into Don’s chest, and Don and I made eye contact. I opened my eyes fully and gave him a thumbs up. He shook his head and smiled. I motioned for him to take the blanket off of Gail. He thought about it for a second, then casually removed the blanket. She was wearing a T-shirt and panties, and her ass was incredible. As she thrusted against his fingers, I started surreptitiously stroking my cock under the blankets. Don turned so that she was on top of him and he removed her shirt. Her glorious tits dropped down and I couldn’t believe how perfect they were. She kissed her way down Don’s body, removed his boxer-briefs (we had learned!) and starting blowing him. It was a wet, sloppy blowjob, and she kept gagging on his cock. Did she really think I’d sleep through this? Don whispered appreciatively toward her, and she removed her underwear and climbed on top of him. She rode him for a few minutes, bucking harder as she got more into it. I was so hard watching her tits bounce while she rode my friend’s hard cock. She squeaked in pleasure a few times and always glanced over to check if I was still sleeping. I made sure my eyes were closed every time she did, but I’d open them again and resume stroking again after a couple seconds. She came, stifling a moan into Don’s shoulder, and then he rolled her over.

They fucked in missionary for a bit, and Don looked over at me. He did the “You jerking off?” motion as he fucked Gail, and I lifted my blanket to show off my cock. He gave me a thumbs up and gestured for me to cover back up. He sat upright so I could see Gail better and really started railing her. She shushed him because the bed was bumping into the wall pretty loudly at this point, but he covered her mouth with his hand and pounded her until she came again. She moaned so loudly that even with his hand over her mouth, I’m sure everyone in the hall could hear her. At this point it was pretty obvious that I wasn’t asleep, so I opened my eyes. Gail and I made eye contact. She looked uncertain for a second, but the little slut got a devilish look in her eye and stood up. Her hot little body was only a few feet from me in all it’s moonlit glory. Then she bent over, placing her hands on Don’s desk. She stuck her ass out to him and whispered “Fuck me before your roommate wakes up.” She must have thought that if Don knew I was watching, he would stop fucking her. It was exhibition time. She stared straight into my eyes as Don pounded her from behind. She half-heartedly kept her voice down, but I you’d have to be in a coma to sleep through her moans. Don slammed harder and harder into her big round ass and whispered “Where should I cum?” She licked her lips and stared into my eyes as she said, “Inside me *papi*” and didn’t look away as he filled her pussy.

They caught their breath, and she said “I’ll meet you in the bathroom, lover. I just need to recover a minute.” Don, cock still dripping with cum, wrapped a towel around his waist and left the room. Once the door closed, Gail sat on the edge of Don’s bed, her sweat catching the light from the window. She made no move to cover herself. “Did you enjoy the show?” she asked. “Very much.” I said. “You jerking off under there?” she asked. My instinct was to deny it, but I just watch my best friend cum inside her from a yard away so that seemed silly. “Yeah, do you mind?” “No baby,” she purred, absentmindedly tracing her clit with her finger. “I came so hard because you were watching. You deserve to cum too.” She walked over to my bed and kissed me firmly on the mouth. “I’ll keep him in the bathroom long enough for you to finish. But you have to say my name when you cum, okay? I’m the one giving you this orgasm.” My cock was ready to burst any second. Who the fuck was this girl? “I will,” I promised. “Good. And next time, wake up sooner.”

Source: reddit.com/r/gonewildstories/comments/fw5b8k/jerking_off_with_my_best_friend_in_the_2000s_part

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