By BondageChallengeGames

(Ted’s Pov)

Fuck he was pathetic. All I had to do was wrap my hand around his dick, and his eyes would practically roll into the back of his head. Every little touch and he was moaning, thrusting, and whining.

I loved seeing him like this. What a rush to know that with one hand I could bring him to the brink of pleasure and then torturously take it all away.

To make sure my horny little plaything didn’t cum too soon, I interspersed my strokes with moments of lightly running a single finger along his shaft. I split up the focus on his cock by tickling the underside of his balls, pinching his nipples, and lightly placing my hand around his neck – not enough to choke him – just enough to remind him he couldn’t stop me if I did.

I could tell he was loving it. No matter how much his body wanted him to cum, I knew Dustin well enough to know that this was where he was happiest. The little freak wanted nothing more than to be tormented and controlled.

Eventually though, his subconscious love of edging and his drive to last an hour and claim his reward would lose out to his dick’s desperate need to cum. I could sense him waiting longer and longer to tell me when he was close. I could feel his precum. He was going to slip up.

(Dustin’s Pov)

I needed to cum. Holy shit I needed to cum. I couldn’t think about anything else. I knew I looked pathetic tied up naked, humping the air, moaning and whimpering. I didn’t care. I couldn’t help it.

How long had it been? I tried to look at Ted’s phone but couldn’t see it. A thought ran through my head. What if it had already been an hour. Maybe he’d set his stopwatch to count up. Maybe it was up to me to know when an hour had passed. That definitely sounded like something he would do.

I was caught in a terrible dilemma. If an hour hadn’t passed, and I came, then I wouldn’t get to finally fuck Ted, and I’d suffer whatever punishment he had planned. If an hour HAD passed, then I was simply subjecting myself to torture with no end in sight. At what point would I finally break? How many hours would I allow myself to needlessly suffer before I gave up?

Ted had spent the past few minutes playing with my nips. He ran his hand down my chest. He was about to start another round of stroking me. I’d told him “I’m close” more than a dozen times. I’d endured more than a dozen cycles of him edging me, letting go, and then teasing me. Surely it had been an hour.

Fuck it. I needed to cum. It was worth the gamble.

I let myself relax. This time I’d let him bring me over the edge.

Ted gently stroked my dick, slowly gliding up my shaft, then squeezing as he moved back down. It was perfect. I moved my hips as much as the ropes would let me. My eyes rolled back. I moaned into the gag and pushed forward. I finally came.

I shot up into the air. The first rope of cum launched nearly half a foot up. I kept pumping out strand after strand, yelling into my gag the whole time. Ted stopped moving his hand, but kept it wrapped around my cock. I pushed forward, forcing out all the cum I had left.

I slumped down, breathing slowly and basking in the post orgasmic bliss. For a beautiful few seconds, I wasn’t thinking about the fact that Ted still had me tied up. I wasn’t thinking about the challenge or whatever my sadistic dom might have in store for me.

Once I’d had a moment to come down. I noticed Ted smiling. He picked up his phone and showed me the screen.

He set a timer, not a stopwatch. He’d been counting down after all. 24 minutes left. I’d only lasted about half an hour.

“Sorry buddy,” Ted said, “looks like you didn’t win this one either.”

I shook my head. I was tired. I’d already cum. I was ready to be done.

“It’s clear from your performance today that you need more practice with giving blowjobs and with lasting longer.”

He walked over to a drawer and pulled out a chastity cage.

“So here’s what’s going to happen,” Ted continued, “I’m going to lock up your dick. It will stay in its cage until tomorrow night, where I’ll tie you up and we’ll do this all again. The blowjobs, the edging, and the torture if necessary. Maybe tomorrow you’ll get me off or last a little longer or get free. Maybe you won’t, and I’ll have to lock you up again until we try again the next day.”

He slid my now soft dick into the plastic cage, then locked it closed.

“We’ll keep practicing,” he walked into the other room to stash the key away somewhere, his  voice carrying so I could still hear his twisted threats and promises, “until you win one of these challenges and earn your release.”

Ted began untying me.

“You’re gonna be the best cocksucking, edge-riding, escape artist ever.” he kissed me on the cheek, then unlocked my wrists cuffs.

I stood up and stretched. While I was no longer bound, the cage on my dick made it clear I wasn’t free. I wouldn’t be free until I earned it.

The threat of punishment, the rewards for succeeding, the very real control Ted now had over me bounced around my mind for the rest of the evening. I was terrified for tomorrow, and I couldn’t wait for it to come.

Metal would like to thank BondageChallengeGames for this story!