CHAPTER 5 | FRESHMAN YEAR, FALL SEMESTER
December sent everyone into full-on frenzy. Ironically, the students who panicked most over finals week seemed to be the ones who had straight A's already. Me, I felt like I didn't have it too bad. I'd picked easy classes for my first semester, and I felt fairly confident.
"How did your first semester go?" my advisor Prof. Carr asked me one morning in his office, during our last session.
"Pretty good. I'm happy with my grades. Definitely happy with my roommates and the people I've met."
"Yeah? So you're staying in the same room?"
"I... I guess so," I said. I never even considered another option.
"A lot of students pick new roommates, especially first-semester freshmen like you. So maybe double check with everyone that they're staying put."
"I will," I said, feeling a hint of panic in my stomach.
"Well, hope you enjoy the holidays. Have a nice time at home. If you ever need anything, you have my email so feel free to get in touch."
"Thank you," I said with a smile. I wondered if all advisors offered email communication over the holidays, or if Prof. Carr was being extra nice.
I started to pick up my stuff and head out of his office.
"You look really nice today, by the way," I said in the doorway. Prof. Carr wasn't what you'd call a particularly snappy dresser. But today, we was wearing a nice fitted button-up that showed off his muscles, and dress pants that made his thighs (and his bulge) look huge.
"Thanks," he smiled. "I got a date after work."
"Good lu– Good luck on your date," I stuttered and left.
"Of course we're staying together, bro!" Rory reassured me. "I don't think I'll find many other roommates who'll let me jerk off with them in the room," he winked.
By this point we'd gotten to joke about it between us, like two brothers who were really close and had to share a room together.
"Eric and Will are staying in the suite as well," he said. "It's their final semester anyway."
I was so relieved about maintaining the rooming status quo that I could kiss Rory when he told me that.
"Now, Mia's gonna be here any minute now," he said about his girlfriend. "Can you give us like an hour or two?"
"No problem," I said, picking up my books and computer.
"Sorry, bro. You can stay and watch as far as I'm concerned, but I don't think she'll be thrilled," he winked at me.
"Yeah yeah," I punched him in the shoulder playfully. "Have fun."
After half an hour of studying in the lobby right next to my room, Skyler came out of his room just a couple of doors down.
"What're you doing here?" he asked when he saw me.
"Sexiled," I said, pointing to my room where Rory and his girlfriend Mia were having sex.
"Got it! Library too busy for you?"
"Too many distractions."
"Wanna come to Nevaeh's with me?" he suggested. "She's not even there. It's her dad's 50th birthday so she went to visit. Her apartment's empty so I'm going there to study."
"Sure, thanks. And hey, maybe you can read my essay I wrote for Carr's class."
"Maybe," he smirked. "What do I get out of it?"
"I'll find a way to pay you back," I smiled. "What do you want?"
"I'm sure I'll think of something," he looked at me seductively as a joke. "C'mon, let's go."
After a couple of hours of studying in Nevaeh's living room, we were getting tired and looking for distractions. Next to me, Skyler was scrolling through his phone.
"You on Grindr again?" I asked.
"Maybe," he chuckled. "Prof. Carr's got a new profile pic."
He put his phone in my face, a shirtless selfie of Prof. Carr posing in a locker room on the screen.
"How do you even know? Isn't it only supposed to show you guys that are nearby?"
"Not if you mark them as your favorites," he winked at me.
"You are such a stalker," I said, looking at my book without taking in anything.
"Guess if he's a top of bottom," Skyler said.
"Top, bottom? Catcher, pitcher? ¿Activo, pasivo?"
"How the fuck would I know?!" I laughed.
"That's why I said 'guess.' You know, by his general demeanor."
"I don't know. Top."
"Wonk!" he made a buzzer sound. "Wrong answer. His profile says he's a versatile bottom."
"This is all too much information," I shook my head, but smiled.
I tried looking at my book but I couldn't concentrate.
"How do you guys even know, if you're a top or bottom or whatever?" I asked.
"Some guys just know. I knew right away I wanted to bottom. Some guys just play around until they figure out what they like. A lot of guys switch. You can be versatile, which is both; or a side, which is neither."
"Should I be taking notes on all this?" I laughed.
"They don't teach you this shit in sex ed, hunty," Skyler said, "so we gotta figure it out for ourselves. Which, ironically, means we're better informed about sex than you heteros." He flipped imaginary long hair off his shoulder.
"Yeah, no shit," I said, feeling clueless.
By 10 PM, we were done studying, done with the pizza we had delivered, and done with a bottle of vodka Skyler took from Nevaeh's liquor cabinet.
We were now eating her snacks ("We'll replace 'em tomorrow," Skyler said) and watching old episodes of RuPaul's Drag Race. Skyler was trying to teach me the names of a dozen drag queens that all went over my head, but I tried to humor him.
"You know, I admire you," I told Skyler sitting next to him on the couch, the liquor loosening my tongue.
"Why?" he said, putting a gummy bear in his mouth.
"I think you're very brave. And you know what you want."
"Don't you?" he asked, turning down the volume on the TV.
"I have no fucking clue," I shook my head.
"You're in your head too much," he said, stuffing two gummy bears in his mouth. "I'm not 'brave.' I just try not to overthink shit."
"Maybe you're right," I said, and focused on the TV, trying to get out of my own head.
"Pick a color," Skyler said, turning up the volume again.
He picked a red bear and popped it in my mouth. Then, he scooted closer to me and put his right arm around me. I could feel his familiar cherry scent again. "Magic In The Air," he'd told me it was.
By midnight, we realized we were both really tired all of a sudden.
"I'm spending the night here," Skyler said. "Do you wanna stay?"
I looked at the large couch, gauging it would be comfortable to sleep on.
"Sure," I said, yawning.
Skyler went to brush his teeth. I hadn't brought a toothbrush, so I stayed in the living room. When he came out of the bathroom, he was wearing nothing put a pair of tight red briefs.
"Red," I said, pointing at his underwear.
He smiled. "You coming?" he asked.
"Oh. You're welcome to sleep on the couch, but if you want we can share the bed, it's big enough."
"That's okay, I'm fine here," I blurted out.
"Okay," he said, then turned away. Good night."
He walked to the bed on the other side of the room. It was an open-plan loft, so we were still in the same room, but all of a sudden it felt like there was a wall between us. Did I put it there?
I got down to my boxers and got under the blanket that was on the couch. It wasn't quite warm enough, but it'd have to do.
The lights were off. I lay alone, tired and drunk enough to pass out right away, but instead I lay thinking again. Should I have joined Skyler in bed? What kinda message would that have sent? What kinda message did I even want to send?
"You're in your head too much," I remembered him saying.
I got up off the couch and walked to the other side of the room. I got in bed and lay next to Skyler.
"I was cold," I said quietly. "That blanket wasn't warm enough."
He didn't say anything. Instead, he moved closer to me and hugged me. It felt warm and comforting and... right.
I put my arms around him as well.
"I like you," I said. It just came out.
"Do you like me enough to give me another kiss?" he whispered.
I turned around and put my lips on Skyler's. The kiss we shared was just as soft and pleasurable and passionate as our kiss during homecoming.
This time, we didn't stop, and kept going until we were full-on making out.
"I'm gonna get real horny if we keep doing this," Skyler said softly.
"Me too," I admitted.
Skyler reached down to our crotches, rubbing against each other. We were both getting hard.
"Wanna do something about that?" he asked.
"Yes," I whispered.
My eyes were closed. The room was dark. The bed smelled of cherries.
Skyler's hand reached inside my boxers and started to stroke my dick. It didn't take me long to get fully hard and start leaking precum, moaning in pleasure as he rubbed the head of my dick.
"Fuck, that feels so good," I said. He was using my precum as lube and rubbing the head of my dick in a way that no one, including myself, had ever done it before.
"Do you wanna fuck me?" he said suddenly, taking me by surprise.
"We don't have everything we need," I said the first thing that came to mind.
Skyler leaned forward and opened the top drawer on the nightstand. He pulled out a pack of condoms and a bottle of lube.
"I know where the treasure's buried," he joked.
My mind started racing. Did I want to do this? My cock said yes, it felt amazing and it was begging for more. But what did it mean if I did this with Skyler?
("You're in your head too much.")
"Let's do it," I said.
Skyler got rid of both of our underwear, then expertly unwrapped a condom and put it on me, all the while stroking me and keeping me hard. Before I knew it, he was putting lube on me, something I didn't usually bother with, and straddling my body, getting ready to sit on my dick.
"You ready?" he asked.
Slowly, I felt his hole around the tip of the my dick. Then he started to move down and I kept going deeper inside him.
"Fuck, that's good," I said.
"Yeah?" Skyler said with a smirk. "You like that?"
"Ahh, yes," I said, biting my lower lip.
The pleasure was immense. I looked down. I couldn't see much in the dark, so I used my hands to explore Skyler's thighs and his ass. When I reached for the front, I realized he was rock hard, his dick bobbing up and down as he bounced on my cock.
Instinctively, I grabbed his erection and started stroking him. It felt like the right thing to do.
"Fuuuck," Skyler started to moan out in pleasure as well. As I heard and felt him squirm, I felt a desire to keep going. To give him more pleasure.
Skyler leaned forward, as I fucked and jerked him off, and pinched my nipples. It sent a bolt of energy from my chest straight down to my balls, which I'd also never had before.
"Fuck, you're gonna make me cum so quick," I said.
"That's okay, don't worry about it."
We fucked that way for a few minutes until I couldn't take it anymore.
"I'm gonna cum. Fuck, I'm gonna cum," I announced.
"Cum for me," Skyler said and started to move faster. I was still jerking him off but finding it hard to focus on it, so he grabbed his own dick and started stroking, faster and harder than I'd been doing it.
"I'm cumming, I'm cumming," I squeezed Skyler's ass and started shooting my load.
"Aaaah!" he yelled out and shot just a few seconds later. His load landed on my stomach, my chest, and the side of my face.
"Ah, fuck," Skyler said and fell down on top of me as soon as our orgasms subdued.
"I'll be right back," I said and got up a second or two later.
I went to the bathroom, turned the light on, and shut the door closed.
I took the condom off and threw it in the toilet, then looked at myself in the mirror. I noticed the cum dripping down my face. I took a towel and wiped my body clean.
I continued to stare at myself in the mirror. What now?
("You're in your head too much.")
I quickly left the bathroom to go back to the dark bedroom. I got back in bed, and after thinking about it for a second, I hugged Skyler.
"You okay? Anything you wanna talk about?" he whispered.
"No. Let's get some sleep."
That was probably a lie. There were definitely things I wanted to talk about, but this didn't seem like the right time. Besides, I had no idea what I wanted to say anyway. So I just said "Good night."
A couple seconds later, I gave Skyler a soft kiss on the cheek, then fell asleep with him in my arms.