Chapter 1: Zack and Derek

This was meant to be a short story, but my characters took over. Warning! Men have sex with men. Women have sex with women. Family members have sex, and there’s a bit of water play. Okay? So, no bitching in the comments.

Derek and I have been friends since the crib. I’m Zack. I’m five-nine 165, brown hair and eyes, average, no big deal. My mom and dad, I’ll tell about them later, and I’ve got a way older sister who lives like four hours away. Derek, he’s taller, six-foot, and thin, like his folks, blond and blue, a really good-looking guy. On top of being my best friend, he lives next door. Our parents are good friends too. That’s nice because Derek has a heated in-ground pool and a hot tub. Handy to entertain the ladies when we have one, but a great place to hang anyway. Derek’s parents are super cool, easygoing, like mine. Probably why everybody gets along so well. We’ve taken vacations together; that’s how close we are. Everything was very normal.

So, this all started the summer before we went to college. We didn’t get into the same school. Derek is smart, so he’s going to one of the big schools; I’m staying in town and doing a year of community college to get my grades up. We graduated, got summer jobs, and hung around Derek’s pool when we weren’t working. It was August first; our parents were off together at their beach house for the day. It’s only a half hour away. I’ve been there, but it’s small, only one bedroom. They use it like a big beach cabana. I’m not much on the beach, neither is Derek, so we never asked if we could go.

When it’s going to be just us, Derek wears his speedo. He was swim team for all four years. I usually wear board shorts or sometimes just athletic shorts with a jock under. I have kinda a big dick; it’s embarrassing in just shorts. Today I hadn’t bothered with the jock since it was just us. We were lying face-down on lounge cushions on the concrete pool deck, getting some sun, talking about our mutual dream girl, Sarah Jackson. Sarah is radioactive hot. Tall with a nice big rack. She’s smart, funny and has a lot of friends. Derek and I have both had a girlfriend, but not in Sarah’s league. Both of us get tongue-tied any time we try to talk to her.

“So, dude, you think Sarah shaves her pussy?”

Derek laughed, “No, man. That pussy gets waxed; I’ll bet on it.”

“Oh man, that would be so nice to lick. Baby skin smooth.”

Derek shifted on his pad, “It’s hot, I’m tellin’ ya. Waxing is the best.

I rolled so I could face him, “Yeah? You’re pretty sure of yourself.”

“She’s on the team. I see her in that skintight suit.”

“Oh man, you scope her during practice?”

“Both teams don’t practice together, just some drills. But I’ve taken a quick look.”

“Just a quick look? I’d have my eyes all over that.”

Derek rolled his hips over quickly. I saw the bulge. He rolled back, “Can’t hide nothing in this suit, so no scoping Sarah. I’ve seen the other guys start bulging too. The girl is awesome. She comes into the store. I’m going to ask her out.”

I had to tease, “ummmmmm, Saaaraahhahhh, uh, would you kinda, maybe wanna um go out with me?”

“Fuck you, Jim. I’m smooth. You’ll see. I’ll have her naked before July fourth.”

“Only if you sneak into her house and steal all her clothes. She wants a real man. A guy that’s got a big one.”

“What? Mouth?” Derek laughed at his own joke.

“Laugh it up. I see her at the country club. My parents know her parents, and I’m gonna be here in town. She’s taking a year off, and that girl is gonna be all mine.”

“Oh yeah. Let’s wrestle, winner gets to ask Sarah out.”

We always wrestled to settle arguments. Derek’s tall and lean, I’m shorter but stocky. He’s fast; I’m strong. Problem is, neither one of us will give in. We hadn’t done this in a long time; we kinda grew out of it.

“Really? What? Are we twelve again?”

Derek raised a hand, “Okay, never mind. Hey, go get us another beer.” His parents let us have beer but only if we aren’t going anywhere. I got up and walked across their incredibly lush grass. I heard the swish of grass. Derek hit me from behind as I was trying to figure out what was making the noise. It was on. I tossed him off me and went for a headlock. He twisted out and tried a take-down; I shot my hands and legs back to block him. He was off balance; I saw my chance and lunged, knocking him on his back. I was between his legs, using mine to hold his open so he couldn’t get leverage. I had his arms pinned over his head. My weight and strength had him pinned. He wriggled and bucked to try and dump me. I pressed my body against him. We were both laughing like hell.

Then I noticed. Derek’s cock was rubbing against mine, and we’d both gotten hard. It had been days since I jacked off and months since Becky stroked me off in her basement. My one and only sexual experience to date, and she broke up with me the next day. My surprise at our boners almost cost me the match. Derek almost dumped me. I clamped him Back in my arms. Our hard cocks were rubbing each other. He wasn’t making a move to stop and said nothing. But he was thrusting his hips up into mine. Making our cocks rub more. I was confused, I liked what was happening; it felt good. Without thinking, I pushed back. We were pretending to wrestle now. Still, no words were spoken. My head was next to his. I was staring at the grass. He was panting, sweaty, like me. He wrapped his arm around my neck, pulling me closer. I slid mine under his back. There was no pretending now; we were masturbating each other and enjoying it.

Lying on top of my best friend in the lush grass, the midday sun warming our sweat-covered bodies. I was having gay sex with my best friend. His penis felt good rubbing mine, only two layers of thin nylon separating us. I’d never seen another guy’s hard cock, much less touched it. I stopped thinking about how gay this was and just rubbed my cock harder.

We were a sweaty, lusty tangle. Derek pushed, and I rolled over. Now we were face-to-face, no denying it. Still no words. I felt the urge to cum. I rubbed harder, and Derek responded. He was panting now. I knew he was close to cumming too. Our arms around each other, I orgasmed. Cum shot out, soaking my shorts, I kept pumping against Derek, and he groaned. I felt the liquid warmth of his cum. His cock was out the top of his suit, and he shot all over me. It felt good. We humped a little more. Just when we would have to talk, we heard a car pull in. I jumped up and took off towards my house, my belly covered in my friend’s cum.

I sat on my bed, naked. My belly covered in cum, mine, this time. I’d come home to an empty house and cleaned up. Standing in the shower, washing Derek’s sperm off me, I questioned myself. Why did I do that? Why did he? I like girls, I know he does too. What happened? I got out of the shower and walked to my bed, not bothering to get dressed. I thought about what happened, the feelings, the smells. My penis grew. I lay back and let my mind wander, reliving the event. My hand moved, and I stroked my hard cock. I tried thinking of Sarah, but my mind knew better. Soon I was masturbating, thinking of what Derek’s cock looked like hard. He came a lot. I wanted to touch him, feel his rigid tool. I wondered what it would be like to put his cock in my mouth. I shot a long bolt of cum up my belly, imagining us sucking each other’s cock in that yard.

Resting, it occurred to me that my best friend may not share my curiosity. Maybe this was a freak moment, and he’s weirded out about it and never wants to talk about it. Now self-doubt coursed through me. I didn’t know what to do. My phone chimed, a text. I looked at it, sitting on the bed like it was a time bomb. I know who sent it. I couldn’t ignore it. It was a one-sentence text, ‘Weird afternoon, huh?’ I stared at the message, trying to see through the phone into my friend’s mind. His tone was the same friendly tone I’ve always known. Obviously, he wants to talk about it, but he’s not committing himself either way. I took a deep breath, one of us had to take the next step. It was my turn. My fingers moved like lead as I tapped out three words, ‘I liked it.’ There, it was out there.

Nothing. I sat and looked at my phone. No reply. Birds filled the air outside my window with cheerful chirping. They were lucky; they hadn’t just trashed a life-long friendship. I got up and went to the kitchen, still naked but not hard. I stood in the kitchen, looking at Derek’s house, drinking soda and pondering life next to a stranger. I tossed the can in the recycling container and went back to my room.

The text window had a little circle with a one. I tapped the window. ‘Me too.’ That was it. I heard my parent’s car pull in. I grabbed a pair of shorts and a shirt. Derek would have to wait until later, but I was filled with, what? Curiosity? Lust? I couldn’t put words to it, but it made me happy.

I was busy talking with mom and dad and getting dinner, so I left my phone in my room. Later, after we cleaned up, I checked it. That little one was back. ‘Still staying over Friday?’ For years I’d go over to Derek’s on Friday night and sleepover. I’d have an air bed on his floor. After today I hadn’t thought of that. What was he saying? How is that going to be? I mean, we’ve seen each other naked while changing, but now— he is inviting me. We’re going to have to talk about this. Are we gay? Fuck, I was confused. But I knew one thing. ‘Yeah, like always. Be there at four.’ I was going to sleep over in Derek’s room tomorrow.

Friday was very normal. Everybody was over at Derek’s. We swam, wrestled in the pool without incident until our folks complained we were splashing them. We even had a beer or two. Derek’s mom, Kerry is her name, went in with my mom to make dinner. My dad, Jim, and Derek’s dad Jack were talking sports.

“Dude, I gotta wash all this chlorine off.”

I felt sticky, too, “Yeah, I’m right behind you.”

Derek was up and walking towards the enclosed shower stall next to the house, “plenty of room, come on.”

We’ve done that before, washed off together. No big deal. I got up and followed him.

By the time I got there, he had the water adjusted. I let the spring-hinged door shut behind me. Derek was under the shower. I watched the water run down his lean body, little rivulets trailing off his nipples. His hair hung down in his face keeping his eyes from seeing me look at the front of his board shorts. I fought the stirring.