Everyone in this story is 18+.
Part 2
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.
Part 3
My roommate pushed his spit-covered dick straight into my ass.
“Ohhh fuuuck!” I shouted. My hole opened around Ryan’s massive cock. It gripped him tightly, unaccustomed to the strange sensation. I’d never put anything inside me before, and now here he was, stretching me wide open.
“Dude, you gotta relax your hole,” Ryan said. “You’re way too fucking tight.” He pulled out and spat on his cock again. He had barely entered me, yet my hole twitched at the sudden removal. I could hear him stroking himself, lubing up before pushing back inside.
“O-okay,” I muttered. I stood with both feet on the ground, bent over, lying chest-first on my bed. I gripped the sheets, muscles tense. “Try again,” I told him.
Ryan pressed his cock against my hole. With some concentration I was able to relax, to stop tensing up so much. He sighed with satisfaction as he slipped in more easily this time. “There you go, James.”
I grunted in response. All of my mental energy was focused on the huge dick that felt like it was splitting me in half. How did anyone do this? My fists tightened around the sheets, searching for anything to hold onto.
My roommate pulled out again, but not all the way this time. As he dragged his dick out of me, it actually felt… good? He spat one more time for good measure, right where his dick met my hole. Then he pushed it back in.
“Mmm,” I moaned. It was involuntary. With a little more lubrication, his dick felt like it was gliding. I was still struggling with the sheer size, but there was also a feeling of pleasure that accompanied that struggle.
“That’s it, James. Take my big fucking dick.” He placed his hands on both cheeks, pushing me down into the mattress as he fucked me. He drew his dick out, then slid it back in. Long, steady strokes, again and again, getting me used to the sensation.
“Ohhh fuck, Ryan.” I buried my face in the blankets and moaned directly into them, muffling my voice, trying to hide my shame. Because the truth was, it felt really good.
“Fuuuck. You like this, don’t you?”
I nodded, my face still deep in the blankets. This was so humiliating.
Ryan pulled out once more, leaving me gaping. He kicked my feet out, spreading my legs wide. I felt so open, so exposed. My face burned from the embarrassment. Then he grabbed me by the balls, holding onto my caged dick.
“I’m so glad you got this thing,” he teased. “Who would’ve thought caging your dick would bring me so much pleasure?” He squeezed gently, causing me to gasp.
“Please fuck me,” I whispered.
He squeezed a little harder. “What was that?”
“Please fuck me!” I said again, lifting my face off the mattress. I glanced over my shoulder to see a huge grin on my roommate’s face.
Ryan dropped my caged dick. He spread my cheeks apart and spat directly at my hole. When he pushed his cock into me this time, it wasn’t a struggle at all.
“You feel so fucking good, dude. We should do this more often,” he said. He thrusted into me, lurching my body forward on the bed.
“Oh!” I yelped. Fuck, that felt good. Almost all the discomfort had faded, replaced by intense pleasure.
I had to remind myself that I wasn’t supposed to enjoy this. Getting fucked by my roommate was a means to an end. He promised that if I let him fuck me - if I let him cum inside me - then he’d unlock me sooner. It was my only chance at freedom. The alternative was to wait a whole week, challenge him to another video game, and maybe win the key back.
He started going a bit faster, the full length of his dick sliding in and out of me. Every stroke brought more satisfaction, pounding away at the same spot over and over again, hitting deep inside me. And shamefully, I loved it.
“I’m getting close, bro.”
Oh fuck. “Cum in me,” I whispered.
“Ohhh fuck, I’m gonna blow.” Ryan pounded into me, ramming his huge dick into my ass at lighting speed. “I’m gonna cum, James! Oh my god, I’m gonna cum!”
He slammed forward, shoving his cock inside. The weight of his body pressed me into the bed as he began to cum, his cock pulsing inside my hole.
“Yes!” I shouted despite myself. “Fuck yes!”
Ryan throbbed inside me, shooting his entire load deep into my ass. He held me there, pinned underneath him, until he was finished using my ass. I shuddered when he finally pulled out, leaving me loose and gaping.
“That was incredible,” he whispered.
My dick was so hard in its cage. I was so excited, so ready to get this thing off of me and finally jack off. It had only been one day, but it felt like an eternity to me. I rolled over on the bed, ass full of cum, desperate to be free again. “So, uhhh… is it time to unlock me now?”
He smiled. “Oh, right. Almost forgot about that.” Sweat was beading on his forehead. He wiped his hand across his brow, then walked over to his desk to retrieve the key. But when he turned around again, he was holding something else. A handful of ropes.
“What’s all that?” I asked.
His smile turned into a devilish grin. “You’ll see. Come here, take a seat.” He pulled the chair out from his desk and spun it in place.
“Okay,” I said. I stumbled over, then plopped down in the chair.
“Now… I said I’d help you cum. But I didn’t say how.” He stepped behind me, then grabbed both my hands. I was confused at first, but then I felt him wrap a piece of rope around my wrists.
“Wait-” I began.
But he had already moved on to my feet. He tied one ankle to the leg of the chair, then the other. A moment later, I was fully restrained, my dick rock-hard and threatening to bust out of the cage by sheer force.
“You said-”
Ryan quickly cut me off. “I said I’d unlock you, and I said I’d help you cum. I plan to do exactly that.” He flashed a smile, then teased me by dangling the key right before my eyes. “Don’t worry. It’s gonna be an amazing orgasm, I promise. And after that, you’re going right back in the cage.”
My heart plummeted straight into my stomach. How could I not have seen this?
He crouched down, then carefully unlocked the cage and removed it. My dick immediately sprung to life, growing to full size before he finished setting the cage aside. “Ready to get jerked off?” he asked.
I swallowed, then nodded.
He wrapped his hand around my hard dick. Clear liquid oozed out, running down the head and over his knuckles. Ryan wiped it up with a finger, then put it to my lips. “Open,” he ordered.
I did as he asked, tasting my own precum, sweet and sticky on my tongue.
Then he started stroking me. Slow and steady, rising and falling at a relaxed pace, building up pleasure gradually. I bit my lower lip, enjoying his gentle touch, loving the feeling of his grip on my penis. I pushed aside other emotions, focusing solely on this moment.
The stroking became faster. Then faster still. My breath caught as I realized I was far closer than I thought. His fist was a blur, jerking my cock until-
“Ryan, I- fuck!”
Before I could say more, my cock exploded. Thick ropes of creamy white shot out of me, landing on Ryan’s fist, running down his fingers. He kept going, jerking me off, watching my face with a huge grin.
By the time he was finished, my dick had already gone soft in his hand. He brushed his hand across my chest, wiping off the cum. Then he reached for the cage. I was in my own world, too satisfied from an incredible release to protest. Ryan grabbed my dick and slipped it back into the cage, then turned the key in the lock.
My dick safely locked away, he stood and admired his work. I sat there in the chair, tied in place, cock caged once more. I was covered in cum, both inside and out.
“What did you think of that?” he asked.
“Amazing,” I replied, breathless.
“Maybe next time you’ll be a little more explicit when you make a deal with me,” he teased. He bent over and pulled his underwear up, then threw on a shirt. Only once he was dressed did he begin to untie me.
“So… how long until I’m actually free of this thing?”
The look on his face said it all. A smirk that showed he loved this control over me, and he had no plans to give it up. “Oh, you can kiss your freedom goodbye, James. But who knows? I might give you some time outside the cage here and there… if you earn it.”
