The next morning I woke up before my alarm to find my hand wrapped around the unyielding steel of my chastity cage and a frustrating groan already forming in the back of my throat. Ugh! Two days without cumming was longer than I’d gone since… well, since I started. I tried licking my thumb and slipping it through the top of the cage, just enough to rub the exposed head of my dick. It felt good and I squirmed, still under the blankets but after a few minutes, all I had done was make myself even hornier and harder and – AARGH! Frustrated, I threw my covers off and got ready to meet Brian, triple checking to make sure I had his freshly washed clothes on the top of my bag.

I followed Brian into the gym. Coach had told Brian to come just after closing time and of course he’d told – not asked – me to join him. Knowing that he now held the keys quite literally to my orgasms and hoping that if he passed Coach’s challenges and got off tonight that he might be in a good mood and more inclined to release me, I hadn’t hesitated. Coach was standing just inside,

“Ah, right on time boys. As promised Brian, I’ve got a little challenge set up for you tonight and if you want some release, I expect you to perform. I see you’ve brought your boy along to help; I thought you might so don’t worry, I’ve got something for him too. First things first, get out of those clothes boys, you won’t be needing them.”

“Make me cum.” My eyes bulged. Make him… oh gosh! “And remember boy, no hands and to make it interesting,” Brian said with a growing smile, “let’s make it so that your mouth is not allowed to touch my dick.”

I continued to stare at Brian, dumbfounded. The thought of being allowed to pleasure my Captain, literally the sexiest guy had me stuck like a kid who just walked into a candy store and wasn’t sure which jar to pillage first. I bit my lower lip nervously, and self consciously brought my hands into my lap.

“You see little one, you can focus on just one thing. Just the feeling of these brushes on your cock. Tell me little one, do you think you can cum like this?”

I wanted to cum so badly, so very badly. But how could I with all of these spikey bristles pressing into my cock, not just on one side, but on both sides? As I tried to tune out the tiny spikes against my sensitive cock, Brian taunted me. “I thought you wanted to cum, boy? Now that I’ve unlocked your dick, why aren’t you?”

“Come on Brian, how am I supposed to cum when you’re torturing my dick with these spikey bristle brushes?”

I tried again, “Please Sir, may I lick your sweaty jock clean?”

“I think you’ve almost got it. You look pretty humiliated, what you’re saying shows it, but there’s something missing.” He adjusted his underwear that was around my neck. “I went for a 4 km run in these, each of 3 days this week. I was saving them for just such an occasion.” He pulled them up and wrapped them around my face, making sure to tuck part of them deep in my mouth, the part of them where his dick and balls were sweating heavily throughout his 4 km runs. Then he removed the handcuffs. “Now try one more time.”

I couldn’t believe he was making me go so far. But I knew it would only get more humiliating if I didn’t go all the way. So I sat up higher on my knees, but my hands up as if they were a puppy’s paws, and

“Pheeze hir ay I ick your hweaty ock keen?”