My Roommate Caged My Dick
Copyright© 2025 by SlumberingToad
Chapter 9
BDSM Sex Story: Chapter 9 - 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
“AH!”
Ryan’s hand struck my ass, stinging my right asscheek. He rubbed his palm across the spot, soothing it slightly. “What do you think?” he asked. “Is that enough?”
“No,” I muttered softly.
“Why’s that?” he taunted.
“Because I deserve to be punished.”
My boyfriend lifted his hand, then came down swinging again.
“FUCK!” I yelped. His hand landed in the same spot, sending a shock through me. Two spanks and my asscheek was already burning.
“Why do you deserve to be punished?” Ryan asked calmly.
“Be- because I was bad,” I forced out. It was hard to think with that stinging pain. “I touched my dick without permission.”
“Close,” he said. Then another spank. I endured it, gripping the blanket tightly in both fists. “But it’s technically my dick that you touched without permission. I own your cock. That makes it mine. Just like this ass is mine. Just like your mouth is mine.”
“Yes, Ryan,” I breathed. Despite the stinging sensation, I found myself getting into it. Like I enjoyed it despite the pain. Or because of it. “Hit me again,” I pleaded.
“Good slut,” he said. My cheeks felt warm and fuzzy; the compliment was nice to hear, degrading as it was. Ryan slapped my ass yet again, causing me to lurch forward on the bed and moan out in a mix of pleasure and pain.
“Again!” I shouted.
He spanked me even harder this time, landing in the same spot as the previous ones. I could feel the heat radiating from that location. My boyfriend unlocked something in me I didn’t know was there before. It seemed like the more time I spent with him, the more of a deviant I became.
“Have you learned your lesson?”
“Yes,” I mumbled. My hard cock was leaking onto my blanket, creating a mess of precum down below. It felt so strange to be free; I’d nearly forgotten how that felt.
“Good. Now get up on the bed. I want you on all fours. The spanking may be done for now, but you still owe me for breaking out of that cage. Got it?”
“Yes, Ryan,” I said again. Fuck, this was hot. “What are you going to do to me?” I asked.
I saw a glimmer in his eyes as I crawled back up onto the bed. “You’ll see.”
What does that mean? Once I was in place, he forced my legs apart. I was on all fours, as ordered, with my hard dick hanging down. I expected more punishment, maybe some teasing, but instead he simply grabbed my cock and started stroking it. “What are you- ahhh. That- that feels so good, Ryan. Mmmm, please don’t stop.”
“Oh, you like that?” he asked.
“Mmhmmm.” His hand went up and down, tugging on my cock like I was a cow and he was milking me. And in a way, that’s what he was doing. Stroking me so he could milk out my cum. I was sort of confused; a moment ago he was punishing me for disobeying, and now here he was jerking me off. It didn’t make sense. I was too horny to consider it any longer, though, and soon the thought had left my mind.
“Now let’s go over a few things,” he said with his hand on my cock. “Whose dick is this?”
“Yours,” I half-moaned. After all the stroking I did earlier, I could already feel myself getting close.
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