I was twenty years old and living in my first apartment with two roommates. One was my best friend since junior high, Evan—a big, athletic hulk who played lacrosse and seemed annoyingly good at everything. He was strong, confident, and girls couldn’t get enough of him. I was the complete opposite: short, skinny, and always had been.
Our other roommate, John, had moved in a few months earlier. He was cool but rarely home because of his constant work travel. So most nights it was just Evan and me.
It was a boring Tuesday night. We were gaming and smoking weed. As usual, Evan was destroying me. Frustrated, I reached over and covered his eyes.
“Dude, stop,” Evan laughed, pushing my hand away.
Realizing that wasn’t working, I jumped into his lap so I could block his view while keeping both hands on the controller. “Got you now, sucker!” I yelled confidently.
He didn’t push me off. Instead, he wrapped his strong arms around me and pulled me in close, still playing—and still winning. “How?!” I yelled, defeated. I saw him peeking around my right side, so I shifted to block him. When he switched to the left, I moved again. Somehow the tide turned, and suddenly—
“Victory!” I shouted, throwing both arms in the air and wiggling triumphantly back and forth in his lap. That’s when I felt it clearly—his cock getting hard beneath me.
He threw me off easily. I landed on my back on the couch.
“Dude,” I said, staring at him. “Are you getting hard?”
“What? Shut up,” he replied.
I touched it with my foot. “Oh my god, you are.”
I’d never seen Evan blush before, but his cheeks turned a deep red. He reached for me, but I wiggled away, fell off the couch, and started crawling. He jumped on my back and put me in a headlock. We were both giggling like idiots, but then I felt his hard cock pressing firmly against my ass again.
I broke free and tried to scramble away. He reached for me, and in the struggle, he yanked my shorts down, fully exposing my bare ass. We both burst out laughing. I lay there on the floor, shorts around my ankles, laughing too hard to pull them up.
Evan moved forward, sitting on my legs, and smacked my ass hard.
“Ow, you ass!”
“Dude, you gotta see this handprint,” he said, grinning. “You could read fingerprints off this thing.” He grabbed his phone and snapped a picture, then showed me.
“You perv! Delete that,” I laughed.
“Nah, I’m keeping it for my next jerk-off session,” he teased.
“I knew you had a boner,” I shot back. He instantly smacked my ass again. This time, the sting pulled a soft moan from me instead of a yelp. Something primal woke up inside me.
“What was that?” Evan asked.
“What?”
“Did you just moan?”
“I don’t know…” I stuttered.
He gripped my ass with both hands and spread my cheeks, staring at my hole.
“Dude, this is going too far, right?” I asked nervously.
“Yeah… yeah,” he said, but his voice was thick with want. He stood up quickly, trying to hide his obvious erection.
I stood too, facing away to hide mine. “I think I’m gonna head to bed,” I said, a little sad. I already regretted stopping him.
“Yeah, okay,” he replied, sounding just as disappointed.
I went to my room, closed the door, stripped naked, and immediately started stroking my dick. I came hard, thinking about Evan touching me, kissing me, and filling my mouth with his cum. What the fuck? I thought as I drifted off to sleep.
The next morning, I went for my usual run. When I got back, Evan was walking out of the shower with only a towel around his waist. Water still glistened on his big, muscular body.
“Hey,” I said.
“Morning, bro.”
Fuck, he looks hot. My heart raced. I have a crush on Evan. This can’t be happening. In the shower, I jerked off furiously, moaning his name as I came, imagining him fucking me.
That night he had a date, so I was alone on the couch gaming when he finally came home.
“Hey, dude!” I called without looking up.
“Hey, bud. How’s it going?”
“Ugh.”
“You just need some support. Give me a sec to change.” He returned wearing a t-shirt and tight boxer briefs, his thick bulge impossible to ignore. My mouth went dry.
He sat right next to me. We started playing, but I was completely distracted—heart pounding, stomach doing flips. He was destroying me again.
“You really suck tonight,” he chuckled.
“Shut up.”
“You played better on my lap,” he said, patting his thick thigh with a smirk.
My cheeks burned bright red. I wasn’t backing down tonight. “You’re right,” I replied. “Should I take my shorts off too? You know… for comfort, like you.”
“I think that’s a good idea,” Evan said, his voice low and full of desire.
I stood up, bent over with my ass facing him, and slowly slid my shorts down. I was wearing tight white boxer briefs with little hearts on them—slightly see-through. Evan spread his legs. I sat right on his cock, feeling him throb and harden instantly against me. His arms wrapped around my waist as we pretended to keep playing.
I didn’t get any better, but his performance definitely got worse. His left hand slowly rubbed my thigh, inching higher. Instinctively, I started grinding back against his cock.
“Mmm, that feels good,” Evan moaned softly.
“Yeah? You like that?”
His hand slipped inside my briefs, fished out my hard cock, and started stroking me slowly. I leaned back against his broad chest, moaning. We looked at each other. Then he leaned in and kissed me.
The game was forgotten. Evan released my cock, cupped my face with both hands, and kissed me deeply, his tongue exploring my mouth. He moved me onto my back on the couch, settling between my legs and grinding our hard cocks together while my legs wrapped around his waist.
“I can’t believe we’re doing this,” I whispered between kisses.
“I can’t believe it took this long,” he groaned.
Evan’s lips moved down my neck, kissing and sucking gently. He pulled my shirt off and lavished attention on my nipples—licking, sucking, and gently biting them until I was moaning loudly and squirming beneath him. His big hands roamed over my slim body, squeezing my waist, my thighs, and my ass.
He worked his way lower, kissing down my stomach. When he reached my briefs, he peeled them off slowly, exposing my smooth, hairless cock. He stared at it for a moment with hungry eyes, then wrapped his warm mouth around the head.
“Ohhh… oh my God,” I moaned, my fingers threading through his hair as his head bobbed up and down. He sucked me eagerly, moaning around my length, then pulled off to stroke me while he buried his face in my balls, licking and sucking each one lovingly.
“Holy shit, that’s amazing,” I gasped, moaning loudly. “Let me have yours, please.”
Evan stood up. I pushed his hands away when he reached for his waistband. “No, let me.”
I hooked my fingers into his boxer briefs and pulled them down. His massive, thick cock sprang free—easily eight inches and very girthy.
“Oh my God, Evan… it’s so big,” I breathed.
He chuckled. “I hope you like it.”
I wrapped both hands around his thick shaft and started stroking. Leaning forward, I licked the swollen head, tasting his precum. The moment it hit my tongue, I knew I was his—completely. I wrapped my lips around him, swirling my tongue, sucking greedily. I bobbed deeper, taking as much as I could, gagging and drooling as I pushed myself further. Spit ran down my chin and dripped onto my own cock. I reached around and grabbed his firm ass, pulling him deeper into my mouth.
Gasping for air, I pulled off and looked up at him innocently. “Do you wanna fuck me?”
He leaned down and kissed me tenderly. “Can I?”
“Yes, please.”
He took my hand and led me to his room. As soon as we stepped inside, Evan pushed me gently onto the bed. I lay on my back, completely naked, slowly stroking my dick while I watched him. He rummaged through his drawer and pulled out a tub of lubricant jelly, then walked back to me.
“I’ll be gentle, honey. I promise,” he said reassuringly.
“Thanks,” I whispered.
Evan dipped his fingers into the tub, scooping out a generous amount. He warmed it between his fingers before rubbing it against my tight hole.
“Oooo, it’s cold,” I giggled.
He smiled and slowly slid one finger inside me. I let out a shaky moan. “Mmm… wow, that feels good.”
He added more lube and worked his finger deeper, carefully stretching me. After a moment, he scooped out another big glob and stroked it all over his thick cock until it was shiny and slick. I kept playing with my own dick, mesmerized as I watched him. He wiped his hands on a towel, then climbed onto the bed.
I pulled my legs back, offering myself to him. Evan pressed the fat head of his cock against my hole and began to push.
Oh my god, this is going to hurt, I thought. “Fuck… you’re so big.”
“Relax, honey,” he murmured, his voice low and soothing.
The head finally popped inside. I cried out, “Ohh fuck!” and instinctively grabbed his thighs to stop him from going deeper. He paused, staying perfectly still until I adjusted.
“Okay… go deeper,” I said, wincing.
Evan moved slowly, pressing in inch by inch, pulling back slightly before pushing deeper each time. My moans grew louder as my best friend took my virginity. The burn gradually melted into intense pleasure. When he finally sank all the way in, filling me completely, he pulled out almost to the tip and slid back in deep.
“Holy fuck, yes!” I exclaimed.
“Fuck, you’re so tight, honey,” he groaned, voice strained with pleasure.
He started fucking me in a steady rhythm, long, deep strokes that made my toes curl. My own dick was leaking all over my stomach. I reached down and started stroking myself as he picked up speed, pounding my ass harder and faster.
“Oh my god, Evan!” I yelled.
His moans were loud and powerful, filling the room. The sound of his hips slapping against my ass mixed with our heavy breathing.
“Evan, I’m gonna cum!”
“Fuck yes, Chrissy. Cum for me, honey,” he growled.
The moment he called me Chrissy, something deep inside me snapped. “Ohhh fuuuck!” I screamed as my cock erupted, shooting thick ropes of cum across my balls, stomach, chest, and even up to my face.
“Oh shit, that’s so hot,” Evan moaned. His grip on my waist tightened as he buried himself deep inside me. “Baby, I’m cumming!”
I felt his cock throb powerfully as he unloaded, filling me with pulse after pulse of warm cum. He stayed buried inside me for a long moment, both of us panting.
When he finally pulled out, I could feel his load leaking from my stretched hole. Still breathing hard, I looked up at him—no longer just as Chris, but as Chrissy. I leaned forward, wrapped my lips around his cum-covered cock, and cleaned every inch of him, tasting both of us.
Evan leaned down and kissed me deeply, softly. When he pulled back, he looked into my eyes.
“Do you wanna be my boyfriend?” he asked.
