In Part 1, Jim had placed a pretty cocky ad on Craiglist:

“Well-built jock looking for an experienced Dom with a well-equipped playroom who thinks he can tame me. I'll warn you though, it won't be an easy task. That being said, I have no limits and I consent to whatever you want to do with me. I'll bet you still can't give me the attitude adjustment that I need.”

After receiving my reply and agreeing to terms, he's now found himself standing naked and handcuffed in the playroom.

Me: “Like I said, I'm giving you a safe word since this is your first time. But we're in agreement that if you use the safe word, you will go home locked in chastity for at least a week, right?”

Boy: “Agreed. And like I said, you won't be able to get me to use the safe word. I'm a lot tougher than you think.”

A long, harsh 85 minutes has gone by. The clock projected on the ceiling above Jim shows 2:00pm. His 90 minute forced workout was almost over, or was it? His attitude would soon decide that for him.

Me: “Tired?”

Boy: “I'm fucking exhausted!”

Me: “Good. Have anything to say to me?”

Boy: “I have a few things I'd like to say, but they would probably get me into trouble.”

Me: “Careful, boy. Are you ready to apologize for your arrogant attitude?”

Boy: “Come on, I'm exhausted, get me out of this!”

Me: “Hmm, that didn't sound like an apology, and it didn't sound like your safe word either.”

Boy: “Please let me out of this.”

Me: “Apology?”

Boy: “Ok, I'm sorry! Are you happy now?”

The cocky jock was still cuffed spreadeagle on the bed, locked in a leather hood with the blindfold and mouth cover on. I hadn't put the removable gag in, yet. One hour and 5 minutes had past of the 2 hours that I told him he would be in this predicament.

Boy: "Come on, I can't take this anymore! My dick is rock hard and I need to cum sooooo bad, but it's just not enough. Just hold that wand under the head of my dick so I can cum already!"

Me: "Nope."

Boy: "I need to cum so bad!"

Me: "You WHAT?"

Boy: "Sorry, I want to cum so bad."

I had just locked the cocky jock in a Jail House chastity cage, ready to send him home.

Me: “This should prevent you from getting any pleasure out of this thing for the next 2 weeks.”

Now that I had his dick locked up, I released him from his predicament and removed the gag.

Boy: “Come on! I need to cum, I mean I want to cum so bad!”

Me: “You just did, twice.”

Boy: “Yeah but I don’t feel like I got off. I’m actually A LOT more horny now than I was before I got off.”

Me: “Yep, that was the plan. It’s called a ruined orgasm. That’s what you get for letting yourself cum against my orders.”

Boy: “But you have to let me jerk off before you send me home locked in this cage!”

Me: “I what??”

Boy: “I mean…I’m sooo horny.”

Me: “Now, boy, you’re going to learn self-control. You’re going to hold on to those marbles in your hands and the ones in your ass for a full hour. To make sure you do, I’ve placed a few tin trays on the floor around you. I think we both know what happens when marbles are dropped onto trays like that, right?”

He looked up at me submissively, as if to beg, “Please no Sir…”