My Roommate Caged My Dick
Copyright© 2025 by SlumberingToad
Chapter 7
BDSM Sex Story: Chapter 7 - A friendly bet between roommates ends with a caged dick.
Caution: This BDSM Sex Story contains strong sexual content, including Ma/Ma Consensual Gay Fiction School DomSub MaleDom Humiliation Anal Sex First Oral Sex
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.