Hello all, I've been journaling as of late, and thought it would be fun to do some journaling of my sexual encounters. Who knows how many of these I'll do... If you all like it, then maybe I'll just keep going! Send me some love at bibenjyboy at the gmail! I hope you all enjoy!
I woke to with a start. Chris was softly snoring next to me with an arm draped over my chest. I could feel the dried remains of cum from last night on my chest and stomach. The urge to piss quickly overpowered my desire to fix the hardness I could feel under the blanket. With one quick movement, I slipped from under Chris' arm, grabbed my shower gear and towel, and made my way quietly out of my door. John, homophobe asshole from the other side of the floor, muttered something about my nudity as we passed each other. He's really the only guy who has an issue with it. I live on the swim floor of the athletic dorm, so we're all very used to being naked around each other with the frequent showers and whatnot. Once in the shower room, I pushed a steady stream of urine out of my still stiff dick. There were a few other guys showering around the room, one was even jerking off in the corner. I was a good boy, and just cleaned myself off. On the return to my room, I was decent and had the towel wrapped around my waste, only to drop it as soon as I entered my room.
Chris was sitting on my couch playing the Xbox and wearing my underwear. "Those look good on you," I laughed. I wear a medium, whereas he is probably an XL, so the fit was a touch tight on him, but it made his bulge that much more pronounced.
He smiled, but never took his attention from the game, "Can I borrow your car tonight? I want to take Madison out tonight. She's feeling neglected."
"Sorry, but I've got a date of my own," I replied while rubbing some moisturizing lotion starting at my feet. "Plus, maybe she wouldn't feel so neglected if you weren't busy sucking the soul outta me on an almost nightly basis," I added with a smirk.
Chris lept from the couch and pushed me to the bed. He grabbed the lotion and began to rub it in over the rest of my body. He kissed me softly on the lips, and then trailed down to my re-hardened dick. Chris licked around my tip and stood abruptly, "Have fun on your date."
"Shutup! You can't leave me like this!" I cried out as he quickly dressed himself.
"I've got class in 20 minutes, dude. Sorry!" He enjoyed my pain too much.
Just like that, he was gone, and I was left with a teased cock, so I rubbed out a load and finished lotioning up for practice. Most people think the amount of moisturizing lotion we go through is excessive, but nobody really realizes that pool water (chlorine specifically) dries out your skin and hair like no other. I apply the moisturizer before and after practice to keep my skin soft and smooth.
Practice was boring, just a mix of cardio, weights, and a shit ton of swimming. More than usual as we were on punishment because of a party one of the guys threw over the weekend. As soon as I was cleaned up, I bolted from practice to get to work. I tutor guys in math in the basement of the general student housing. The calculus classes had a test on differential equations coming later in the week, so we were swarmed by guys looking for help with that. By the time I was done, I was exhausted, but nervously excited for what was to come.
I had been fucking this woman I met at a seminar the school hosted a few weeks before. She lived about 20 minutes off campus. Her name was Karen, and she was probably in her 40s. She looked good, and took a good dicking like a slut. The first few times, it was just her and me, but then her husband started watching, and occasionally touching. Yesterday, she texted asking if I'd be okay if her husband joined in completely. Me being the whore I am, I said yes!
Their house was small, but cute. It was clear they took great pride in their home. I wore a blue plaid button down unbuttoned down to my mid chest, dark blue jeans, and a flashy belt buckle. The underwear of choice was a skimpy mesh jock that had a cock flap for easy access. Craig, the husband answered the door. He looked totally lickable with his dad bod. He was shirtless with a small belly and a succulent set of little moobs. There was a bulge in the front of his gray sweats, which clearly showed he was ready to fuck.
He was awkward, and difficult to have conversation with. I could hear the baby crying upstairs when he announced, "Karen will be down in a few, she's just settling the baby... do you want a drink?"
I politely accepted his offer and took a few slugs from the very whiskey heavy 7 & 7 while talking about random shit with Craig. I got bored quick and made my move. He gasped with excitement when I went in for the kiss. He was slightly shaky and sloppy, but fell into my lips. I moved to his man tits and suckled on his hairy nipples. He moaned in a long and loud pleasure bomb. I could feel his hardness against my stomach as I knelt in front of him to continue my suckling.
There was a soft hand on my back and Karen sat next to Craig. She was already topless, her nipples were hard, and she had on a tight pair of yoga pants. I stood in front of them and gave them a show of stripping from my clothes. They fondled each other while I threw my shirt to the side and slid out of my tight jeans. Craig's cock was out and Karen was lightly touching it. I climbed onto their laps and adjusted myself so I could suck on Karen's milky tits. This was my favorite part of our encounters, and it got me hard as a fucking rock. Her milk was sweet and had a creamy texture. I could feel that my dick was already poking out of the mesh in my jock strap.
Karen took my dick into her hands while I drank from her tit. She fondled my cock and balls with one hand while running her other hand gently through my hair, all the while moaning and sexily grunting every time I playfully nibbled her nipple. Craig moved from under my legs and knelt in front of the couch so he could get access to my hairy hole. I switched breasts to get a better flow, and moaned as I sucked when Craig's tongue flicked around in my ass crack.
When Karen's well dried up, we made out for a bit, allowing for Craig to get a little more time tongue bathing my asshole and taint. She broke our kiss and whispered, "Use him, and do it hard. Fuck him so he can't walk right tomorrow."
I didn't need any additional urging. I jumped off the couch and before Craig could steady himself to get up, I pushed him over on the couch. He cried out when I forcefully jerked his sweats to expose his fat, hairy ass and spanked him square on his right cheek. I spit on my fingers and, one at a time, pushed them into his tight hole. The whole time, I was spit lubing my cock, prepping it for the asshole invasion.
Craig was begging me to fuck him after the third finger penetrated his tight whole. I obliged his request and pushed my long, thin dick into him. The cry of pleasure and pain was one of pure ecstasy. The clap of my pelvic skin against his ass cheeks was intense, but hypnotizing. I forcefully grabbed the back of his neck and pushed his face down in the couch while I thrust myself hard into him. My other hand grabbed a fistful of his hair and pulled it hard. Karen stood over him pushing her moist muff in my face. I dove in with my tongue, using my nose to massage her clit.
We switched positions with me on my back on the floor. Craig straddled my hips, allowing him to slide his ass down on my dick. Karen sat on my face so I could continue my tongue fucking. Now I was using my chin, stubble and all which she loved, to stimulate her clit while tonguing her now dripping hole. Craig's moans went into overdrive while he rode my dick like a bucking bronco. I felt the warmth of cum on my stomach and chest.
Once Craig was done with his climax, we rearranged with Craig lying face down, Karen sitting on his upper back, and I slid my dick in his ass ready to pound out a load. I started my thrusts while finger blasting Karen's pussy. She could be a squirter and I was still thirsty. Karen massaged her tits while her moaning turned to orgasmic groaning, so I adjusted grip and started flicking her bean with the thumb of one hand while forcefully rubbing two fingers against the top of the inside of her fuck hole. She screamed while her pussy fucking erupted all over my hand, arm, and Craig's back. I quickly fell to her cunt to lap up the leftover squirt, and then moved to Craig's back, licking up what I could. My climax hit fast and I creamed his pie in several hard thrusts.
We were all out of breath and didn't move for a while. The cleanup was fun, and before I left, I got to get another quick pull of tit milk. When I got back to the dorm, I visited Chris' room for a quick blowjob exchange before bed.