Road Trip

by Lee Obrien

17 Dec 2023 5302 readers Score 9.2 (106 votes) PDF Mobi ePub Txt


Road Trip

Chapter 1

“I’ll be there in 20 minutes.” Was the last message I got from “lilred243”.

I set my phone down and headed to the bathroom to take a shower. This would be my first hook up from a gay dating app. It was midway through my first semester of college, I had come out to my family right after high school. Now that I was away from home, it was time to start exploring my newly revealed sexuality. I had moved from Indiana to South Carolina to play baseball at a small division II college a couple months ago. I wasn’t exactly a virgin, Tommy Cohen and I messed around a few times in high school. It was mostly just kissing, hand jobs and sucking each other’s cocks, I felt I was ready to take things a little further. My roommate, Evan was gone for the weekend, he was flying back home to Minneapolis for his dad’s birthday party, so I had the dorm room to myself. I had been talking to lilred243 online for about two weeks so this would be a perfect time to meet up.

I finished my shower and pulled on a pair of boxer briefs just as I heard a knock on my door, I shrugged, we are going to be naked in a few minutes anyway, so I didn’t bother putting any more clothes on. I opened the door to a grinning little guy, he was about 5’6” and maybe weighed 120 pounds. His shoulder length red hair hanging around his thin freckled face. I smiled back as I let him in the room and closed the door.

He turned and looked me up and down, his grin widened as he said, “oh good, already almost naked, that means less work for me.” He stepped closer to me and pushed my underwear down and started to run his hands through the hair on my chest. He purred, “I do love a furry jock.” He kept one hand on my chest and grabbed my suddenly stiff dick with the other. He started to stroke my cock as he kicked his shoes off. He released my cock only long enough to remove his own clothes, he grabbed my dick again and pulled me to the bed. I scanned his pale, skinny body, there wasn’t an ounce of fat on him, unless you count the fat cock and low hanging nuts that popped out when he dropped his boxers. The only hair on his body was the small patch of ginger pubes that surrounded that cock. We were complete opposites, my muscular, olive skinned, hair covered body, contrasted his skinny, pale, smooth frame. I was also about 4 inches taller and 50 pounds heavier. He fell on top of me as we went to the bed, he had locked his lips onto mine as he pushed me back. His hard cock was rubbing into my abs as our tongues wrestled in each other’s mouths, my cock was nestled between his legs as he humped me. He broke our kiss and flipped around and took my cock into his mouth, his dick was dangling right in front of my face. I reached my tongue out and licked the drop of precum that had formed on the head, just before it was ready to drip. I took his cock into my mouth, and we sucked each other to the brink of cuming. Lil Red rolled off me and gave me a mischievous grin, he moved down between my legs and took my full nuts into his mouth and pushed my legs up slightly. Everything was happening so fast, I wasn’t sure what was coming next. When Tommy and I had messed around, we always asked each other what to do next. So far, Lil Red was in control and just doing whatever he wanted. He let my nuts fall from his mouth and spread my legs apart a bit more and pushed them further in the air. Before I could process what was going on, his tongue was raking across my pucker, then in and out of my hole. This was the first time anyone had ever touched me there, shit, I liked it. I leaned my head back and closed my eyes as I held my legs up, I was enjoying the attention Lil Red was giving my ass. He pulled back, stood up and said, “don’t move.” Before I could raise my head and open my eyes, he had returned with a small bottle that he had pulled from the pile of clothes that lay on the floor. I felt his finger spreading the cool liquid on my hole and then he squirted some on his cock. Just as I realized what he was going to do, I felt the head of his now lube covered cock at the entrance of my hole. He smiled and said, “relax” as he applied pressure. Slowly he pushed past the first ring of muscle, and I immediately tensed up. He stopped to give me a minute to adjust to the invasion, I let out a sigh and he pushed further, this time with less resistance. I started to moan, and he began to piston in and out, hitting my prostate with every stroke. He smiled at me as he saw the look of pleasure flood my face, he leaned down and we kissed as he picked up the speed of his pumping. Every nerve in my body was tingling and without even touching my cock, it exploded, covering my abs and chest in cum. Lil Red broke our kiss and panted, “oh shit” as I felt his cock swell even bigger and flood my love tunnel with his creamy baby makers. We continued to kiss until his deflating cock fell from my now stretched hole.

He stood up and grinned, “that was awesome, I love breaking in a hot jock.”

I just lay on the bed looking up at him, “yeah, that was pretty good, thanks.” I was thinking to myself, did I just let this little runt fuck me? Shit, he took control the minute he walked in the door, it was like he had me under a spell, I just let him do whatever he wanted.

He was pulling his clothes on as I sat up on the edge of the bed, I could feel the cum leaking out of my ass. I grabbed a towel and wiped up the mess as he was headed to the door. He turned back and we shared another kiss. The door suddenly opened, and Evan walked in, his eyes went wide as he saw us break our kiss.

Lil Red grinned and said, “I guess that’s my cue to leave, thanks, call me.” He winked at Evan as he bounced out the door. Evan closed the door and turned to me, I was still standing there in shock, completely naked.

He said, “hey Parker, um… is there something you want to tell me?”

I’m Parker Westin, and that’s how my college roommate, Evan Jackson, found out I was gay.

I stammered, “well I… um, it’s a…”

He held his hand up, “not that your dick is ugly or anything, but do you mind, maybe putting something on?”

I scrambled to find my underwear and pulled them on. I said, “sorry, I didn’t think you were coming back until tomorrow night.”

He threw his bag on his bed, “my plane had mechanical issues, we waited on the tarmac for two hours. They took us back to the gate and were going to find us another plane, but three hours later they canceled the flight. The only other flight would have got me home tomorrow, so I just came back here. It looks like you were having a better day than I was.” He started to chuckle as he was unpacking.

I mumbled, “I guess it was ok.”

He laughed, “so is this something new, or…”

I sighed, “no, not really. I mean sort of.”

He put the last of his clothes in his dresser, “what does that mean? Relax Parker, it’s no big deal. You don’t have to hide anything from me.”

I felt relieved, “I’m sorry, I should have told you sooner, but I’m still trying to figure all of this out. I messed around with a buddy in high school, but this guy was the first time I’ve done anything since I’ve been here.”

Evan asked, “so is he… your boyfriend?”

I shook my head, “no, this was the first time I met him, shit, I don’t even know what his name is.”

He stood and put his hand up for a high five, “cool, your first anonymous hook up, good for you.”

I returned the high five, “um…thanks, I guess.”

He laughed, “maybe we should figure out some kind of signal, so I don’t walk in on you again. I sure as hell don’t want to see anything more than I saw today.”

Before we could continue our talk, we heard laughing and doors slamming in the hall. Evan rolled his eyes, Ell and Press are home, 3, 2, 1.”

Right on cue, our door flew open, and Press runs in and tackles me on my bed, he yelled, “what’s up bitches?” Ell follows him in and sits beside Evan on his bed. I’m still in only my underwear as Press gets off me and we sit up on my bed.

Evan laughs, “careful Press, Parker just got laid in that bed, you might be sitting on the wet spot.” I chuckled to myself, because he was.

Press jumped up from the bed, “eww.”

Ell laughed, “so how was it, Parker?”

I shrugged, “ok, I guess.”

Press asked, “ok, who was it?”

I looked to Evan, not sure how I was going to answer, he grinned and answered for me, “it was a skinny little redhead.”

Ell asked, “oh, that little cute chick from the first floor?”

I shook my head, “no, they don’t live in this dorm. Just drop it, it doesn’t matter who it was, I’ll probably never see them again.”

Press asked, “why not, was it that bad?”

I grabbed a pair of shorts from the floor and pulled them on, “no, it wasn’t bad. Can we please just drop it?”

Evan said, “I told you it was no big deal, Parker, you should just tell them.” I felt my face turn red and heat up.

Ell asked, “ok, what’s going on?”

I looked at Evan and shrugged, he said, “I’m not sure if I have the terminology correct, but I think the guy I saw leaving here, would be called a twink.”

I’m sure my face turned even redder as I watched Ell and Press process what Evan had just told them.

Ell’s eyes went wide when it finally sunk in, “dude, you’re gay?”

Press still hadn’t fully comprehended the situation, he asked, “what the hell is a twink?”

I ran my hands through my hair and sighed, “Press, I’m gay. Evan caught me with a guy.”

He stared at me for a moment and said, “ok, so what’s a twink?”

After we finished laughing, I tried my best to explain what a twink was, which led to explaining about otters, bears and all the other types of descriptive names for gay men.

Press stood up and said, “oh hell no Parker, you shouldn’t be with a twink, I’m going to introduce you to Darius. He’s the center on my basketball team, he’s gay too. A jock like you should be with another jock.”

I laughed, “thanks Press, but I’m still trying to figure out what I want. I think I’ll look for a guy on my own.”

He threw up his hands, “ok, but Darius is pretty hot, just say the word and I’ll hook you up.”

Ell looked at Press and said, “you think Darius is hot?”

Press looked offended, “hey, I’m secure enough in my manhood to admit when I think another man is attractive.”

After another round of laughing and teasing Press, we moved on to another topic of discussion. I felt a huge weight lifted from my shoulders, while I had never intended to hide my sexuality from my friends, I just had never found the right time to tell them. I was relieved that they took the news so well and we were all still friends.

We talked and teased each other for a while longer. Evan jumped up and said, “hey, let’s go down to the club and see if we can pick up some chicks.”

As soon as he said it, they all looked at me. Ell said, “well, we can pick up chicks, Parker you can pick up a dude, we’ll even help.”

I shook my head to another round of laughter, Press added, “oh hey Parker, you want me to text Darius and ask him to join us?”

 

To be continued…

by Lee Obrien

Email: [email protected]

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