Everyone in this story is 18+.
I walked over to Ryan’s desk in search of the lube. I couldn’t believe this was actually happening. Making out, ripping off his clothes… and now my roommate was about to fuck me. I pulled open the drawer, causing the items to rattle inside. Right there in the center, I found what I was looking for. “When did you get this?” I asked him.
“After I had to use my spit last time. Trust me, this is an upgrade,” he said. He sat on the couch in our dorm room, his dick in his hand, waiting for me to come sit on it.
I smiled at him, staring hungrily at that huge cock of his. My own dick was at half-mast - the best it could accomplish in its tight cage - but I ignored that for the moment. There were more important matters at hand. I grabbed the lube before shutting the drawer and hurrying back over.
“How do you wanna do this?” I asked.
“Hand it here.”
I gave him the lube, then watched as he squirted a generous amount onto his cock. He dropped the bottle on the couch and began to stroke himself, rubbing it in, his hand gliding up and down his full length.
“Fuuuck,” I muttered under my breath.
“Come here, ” Ryan said. It was less a suggestion and more a command. One that I was happy to obey.
I came closer, climbing up on the couch and straddling my roommate. I got on my knees, one leg on either side of him with my ass hovering above his dick. We locked eyes, staring at one another.
“James…” my roommate said. Behind the usual air of confidence, there was a hint of longing to his voice. His free hand grazed my hip, caressing my bare skin. Our bodies were so close.
My gaze lowered to his lips. The ones I’d been kissing just minutes ago. Without a word, I leaned in and kissed him again.
Ryan kissed me back, pulling me into him. His other hand remained on his cock, stroking it. His tongue entered my mouth again, and this time I was prepared for it. I let it dance around my own tongue, taking turns pushing and yielding as I grabbed his head and ran my fingers through his hair.
My roommate started bucking his hips, rocking us back and forth as we made out on the couch. I lowered my body in response, feeling his wet tip touch my hole, rubbing against me, poised to enter.
“Sit on it,” Ryan breathed after pulling away.
“Okay,” I whispered. I leaned back, trying to relax as his dick pressed up against my ass.
“That’s it. Just like that,” he said.
I continued to lower myself, encouraged by his words. It felt so good grinding against his cock, feeling it rubbing against my hole. I kept rocking my hips, pressing up against him, until- “Ah!” I gasped. I lifted myself up immediately. The head had slipped right in, opening my hole much more than I expected. “You’re so big!” I exclaimed.
Ryan grinned. “That was only the tip,” he teased.
I took deep, steady breaths, trying to recover from the shocking experience.
“Relax, James. Take it nice and slow. I know you can handle this big cock.”
“It really is huge,” I said with a chuckle. “I can’t believe something that big is attached to you.”
“I know,” he said confidently. “That’s why I’m the one doing the fucking and you’re the one wearing the cage.”
My cheeks flushed. My dick swelled and leaked yet another drop of precum, this one landing on Ryan’s stomach. He swiped it up with his finger, then put it to my lips, pushed it inside, and forced me to taste myself. I sucked on his finger, feeling more turned on than ever as the sweet flavor hit my tongue.
“Are you ready to try again?” Ryan asked.
“Yes,” I replied, nodding. I reached back and positioned his dick towards my hole. My roommate placed his hands on my hips. “Go ahead,” I said.
He lifted his hips, pushing his cock into me once more. I didn’t cry out this time; instead, I relaxed and let him enter me.
“Fuuuck. You’re so tight, James.” He pushed deeper, sliding inch by inch into my hole. He growled softly, biting his lower lip as he stared into my eyes. Then he pushed my hips downward, forcing me to meet him in the middle. I lowered my body the rest of the way, feeling his dick open me wide, stretching my hole and filling me up inside. I let out a small grunt as he bottomed out in me, my ass meeting his hips.
“I can feel you gripping me,” he said with a smile.
“It… feels good,” I confessed. I was nervous to admit it, but it was the truth.
“It feels good for me too,” Ryan said. He looked so cute underneath me, shirtless, his hands on my body, with his messy hair and those gorgeous eyes…
“I wanna try riding you,” I blurted out. The words spilled from my mouth before I could stop myself.
My roommate’s face lit up. “Oh yeah? You think you can handle this fat cock? Let’s see what you’ve got, then.”
I felt my heart jump in my chest. I lifted myself upward, leaning my chest over him. His cock slid out of me inch by inch, almost all the way out, then I sat back down on it. I groaned as I pushed him back into me, bottoming out on his huge dick once more.
“Not bad,” Ryan commented. “But surely you can do better.” He flashed a wicked smile, moving his hands from my hips up to my chest. His fingers brushed past my nipples, causing me to gasp. He noticed this, focusing in on them and rubbing them in small circles.
“Ah, Ryan, that’s- ah! So sensitive.”
“Shouldn’t you be focused on taking my cock?”
“Mmmf- yes,” I forced out. My mind was so distracted, so overwhelmed by the stimulation coming from everywhere at once. His dick was buried deep inside me. His fingers continued playing with my nipples, twisting and pinching them lightly. And my dick was rock-hard in its cage, straining against the solid, unbreakable prison.
I started to rock back and forth, grinding on his cock. It slid in and out of me, slowly at first, but then faster as I fell into a rhythm.
“Ahhh, that’s more like it. You want my cum, James?”
“Yes!” I moaned instinctively.
“Good. But you’ll need to work a little harder if you want that to happen.”
“Yes, Ryan.” I placed my hands on the cushion behind him, then began to ride him even faster. The entire couch shook as I rocked my hips back and forth, harder, faster, shoving his dick in and out of me as fast as I could.
“Fuck, that’s it. Don’t stop, James.”
I bounced on his cock, moaning louder and louder with every passing second. I put my all into it, not just because I wanted him to cum, but also because I was loving it.
“I’m gonna cum! Oh my god, I’m gonna cum!”
My ass slammed down, shoving his cock as deep as it would go.
“Fuck!” He grabbed onto my shoulders and bucked his hips, thrusting short, quick strokes as his cock exploded inside me.
I grabbed his face, then leaned in and kissed him. He kissed me back, still thrusting hard into my ass, unloading inside me. It was an incredible feeling to have his cock throbbing inside me on one end, his tongue exploring my mouth on the other. Complete bliss. And my dick remained caged through it all. We made out on the couch until he started going soft, then he finally slipped out of me.
“That was amazing,” I sighed. I hopped off him, now standing in the middle of the room with my roommate’s load freshly up my ass. Definitely not how I thought today would go.
Still sitting on the couch, Ryan looked radiant. His hair was a mess, more so than usual, and his abs glistened from a light sheen of sweat.
I ran my hands through my hair, surprised to find that I was sweating. I guess I really did put in the work to make him cum. I chuckled to myself, still hardly believing what just happened. Then I felt a twinge of panic as reality came hurtling back in. Ryan was my roommate. My best friend. And I went ahead and kissed him.
“Ryan…” I began nervously. “What does this make us?”
“What do you mean?” he asked.
“Don’t get me wrong,” I said. “I’ve been having fun and all. But I don’t want things to be awkward between us.” I looked down at the ground, unable to meet his gaze any longer. “You know… since we kissed.”
“Oh!” he said. “That’s what you’re concerned about?” His voice was cheerful and upbeat, instantly erasing my worries. “The kissing means I’m getting more mileage out of that cage than I expected.”
“So you liked it?” I asked.
“Oh yeah,” he replied. “Loved it. Just don’t plan on cumming any time soon.” He smirked, eyeing my naked body. “Yeah… I think I’m going to enjoy having a horny, pent-up boyfriend…”
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