Everyone in this story is 18+.
The first night was the hardest. After being denied any sort of release, freshly locked in this stupid cage, I struggled to fall asleep. I was so fucking horny. Even when I finally drifted off, I was eventually woken up by my body’s sad attempt at an erection. You don’t realize how often you get hard during the night until there’s a cage preventing it from happening. Over the course of the first night, I probably woke up three or four times to my dick straining in its cage.
Sunday morning, I woke up tired, groggy, and - unsurprisingly - horny. I sat up in bed, rubbing the sleep out of my eyes and doing my best to ignore my dick. “Morning, Ryan,” I said.
“Good morning!” he replied. He clearly had a much better night than I did. “How’s the cage treating you?”
“Terrible,” I said.
“Aw, James. That’s too bad,” he teased. “You’ve still got six more days before you get another shot at freedom!”
My heart fluttered at that. Six more days… and even then, it was only a chance. I’d have to challenge him to another video game, knowing he outmatched me in every way. Even if I could beat him, there was no way I could last until next Saturday. I needed to strike another deal with him. One that he couldn’t say no to.
“What if we made a trade?” I asked. “Then would you unlock me sooner?”
He perked up at that. “I’m listening.”
“What if…” Fuck. I couldn’t believe I was saying this. “What if I sucked your dick again?”
His eyes lit up. The gears were turning. He knew I was desperate, and he knew he had me on the ropes. My heart sank as I realized I exposed my weakness in that moment. Sucking his dick wouldn’t be enough.
“Hmmm,” he said as he pretended to consider the offer. “I don’t know. You already sucked my dick last night. Doesn’t seem like much of a bargain for me. If that’s all you got, I don’t see a reason to unlock you sooner. I can just keep you horny until next week, beat you again, and claim a much better prize.” He grinned. “No, I don’t think so, James.”
“Then what?” I pleaded. “There must be something I can do.” My dick swelled in its prison, yearning for freedom. I took a deep breath. “Anything,” I whispered.
He smirked. It was a devilish grin, the kind that showed he was enjoying every second of my torment. “Anything?” he teased.
I nodded my head earnestly. Damn, I was desperate.
“Well…” he began. He was savoring the moment, letting my mind race with possibilities. “I’ve never fucked someone before,” he said flatly. He gently flipped the covers off him, revealing a huge boner hidden only by his loose pair of boxers.
Oh fuck. No way. No way could I let my roommate fuck me.
I considered the alternative. Six more days locked. Six more days without release. And then another competition, one that I was likely to lose. This was my only chance.
My cheeks were hot, turning bright pink before I even responded. “How would we do it?” I said softly.
His grin spread wide, turning into a huge smile across his face. “However you want,” he replied. He swung his legs over the edge of the bed, facing me from across the room. His dick stood tall in his boxers, in total contrast to my locked one. “Bent over, on your back, doggy-style… as long as I get to fuck you, I don’t really care.”
“I need details,” I said nervously. “To iron it out. This is a one-time deal, Ryan. You get to fuck me once, then I get the key back. One for one.”
He nodded slowly, considering. “I get to cum inside you,” he added. “Then I’ll unlock you. Heck, I’ll even help you cum. But I still get to keep the key.”
My dick twitched at that. My roommate? Cumming inside me? Fucking was one thing, but… wow. I mulled it over, caught between my desire to be free and the humiliating idea of getting bred by Ryan.
There was something I was missing. I just knew it. I scanned every word, considered every angle. It seemed too straightforward. Then again, maybe he wasn’t trying to trick me. Maybe he just wanted to fuck, and that would be enough. “Okay,” I whispered. “Deal.”
“Excellent,” he said, hopping off the bed. He took his shirt off first, then dropped his boxers to the ground. His massive dick stood at full attention, surrounded by that huge, mouthwatering bush I was coming to love. “How do you want to do this?” he asked.
Leaving the choice to me should have spared me some dignity. In reality, it did the opposite. I was to choose how my roommate fucked me. The idea was laughable. Humiliating. I climbed out of my own bed, then stripped down. Naked except for the cage, I faced my bed then bent over so that my chest touched the mattress. My feet were still firmly on the ground, my head turned to one side. “Like this,” I said.
I heard Ryan’s footsteps approach as he crossed the room. I listened to him spit behind me, then stroke his huge cock. He spat once more, lubing up, ready to enter me. I took a deep breath.
Ryan touched the head of his dick against my hole. It was a foreign sensation; I’d never so much as fingered myself, and here I was about to take his monster of a cock. “Ready?” he asked eagerly.
“Yes,” I exhaled.
Then he pressed forward and pushed inside.
