If you missed part 1, you can find it here.

After being locked in the stocks in an unusual, pretty uncomfortable way, this boy wouldn’t talk after being sock gagged and tickle tortured on his feet. Bastinado didn’t make him talk either.

How about using the bristled wand that I used to tickle and whip his feet, on his sensitive nipples?

Next interrogation phase: Nipple torture

I touched the bristled wand to his nipples, and he let out a moan, realizing what was coming next.

Me: “Ready to talk?”

Boy (shaking his head, still sock gagged): “MMPHHH!”

Me: “Ok, then it’ll get worse until you do.”

I started rubbing the bristled wand on his sensitive nipple. He immediately began moaning and thrashing around, trying to avoid it. But with his hands locked in stocks behind him, he didn’t have much room to squirm, and he was certainly unable to avoid the nipple teasing/torture.

Me: “How about now?”

Boy: “MPPHHUCK YOU!”

Me: “Ok then, on to the next phase.”

Next interrogation phase: Cock head torture

I moved my attention to the head of his dick. I touched the bristled wand to the head of his dick, and he moaned even louder than before.

Me: “Anything to tell me?”

Boy: “MMPPHHUCK NO!”

Me: “Ok then. You’ll talk eventually, it’s just a matter of how much torture you can take.”

I gave the head of his dick a few light whacks with the wand. His reaction made it obvious that he felt them and didn’t want any more of them. Then I started rubbing the bristles across the head of his dick. This definitely got his attention and he immediately started squirming and thrashing around.

Me: “Talk, prisoner!”

[silence]

Me: “Ok then, on to the next phase.”

Next interrogation phase: Hoisted up by the balls

I put the prisoner in handcuffs while I prepared the next phase at the interrogation center. When I was done, I had a winch up high and a rope hanging down from it. I placed the prisoner, still in handcuffs and leg irons, on the floor facing up with his dick and balls directly under the winch. I pulled his jeans and underwear off of him, then tied his balls and attached them to the rope hanging down from the winch. Then I cranked the winch up a few notches.

Me: “Ready to talk, prisoner?”

Once again, he shook his head no. I cranked his balls a few notches higher, as he lifted his ass off the floor to attempt to compensate instead of letting himself hang from his balls.

Me: “Talk, prisoner, or your balls go higher.”

[silence]

CLICK…CLICK…CLICK…

Me: “Talk, or your balls go higher.”

[silence]

CLICK…CLICK…CLICK…

Me: “Talk, or your balls go higher!”

[silence]

CLICK…CLICK…CLICK…

This time, I also added a sneaker gag on top of the sock gag that was already stuffed in his mouth. I strapped the sneaker on so there was no chance of him shaking it loose.

Boy: “MMPPPPPPPHHHHHHHHHH!!!!!!!!!!!!!!!”

He really didn’t like the fact that with every breath he took now, he would be breathing in the sweat of my sneakers that I workout in.

Me: “Sounds like you REALLY don’t like your predicament now. Ready to talk yet?”

[silence]

CLICK…CLICK…CLICK…

Boy: “I ill calk ow…”

Me: “You’re ready to talk?”

Boy (shaking his head affirmatively): “Ess!”

Me: “Good.”

I removed the sneaker and sock gag.

Me: “Now talk! Tell me exactly what crimes you committed, when, and how.”

Suddenly, he was tight-lipped again. So I grabbed two bristle wands and place one under his dick and the other on top of his dick, as it was laying flat on his abs. This immediately teased and stimulated his dick in ways he wasn’t prepared for. Then, it became torture as the prickly bristles were digging slightly into his dick.

Boy: “I broke into a house on Christmas Eve.”

Me: “Just ONE house?”

Boy: “Yeah.”

Me: “I don’t think so.”

I grabbed the bristle wands and started squeezing his dick between them.

As soon as he felt hundreds of prickly bristles torturing his cock even more…

Boy: “Ok ok, I’ll talk, I’ll tell you everything you want to know, just please take those things away from my dick!”

I stopped squeezing his dick between the bristle wands.

Me: “I’m not taking them away until you tell me the whole story, prisoner.”

Boy: “I broke into four houses on Christmas Eve.”

Me: “Good. See, you could’ve avoided almost all of this by confessing in the beginning. I told you that I’d eventually get it out of you. Now it’s time for your punishment.”

Subs: If you were this prisoner, would you be confessing at this point?

Doms: What do you think a suitable punishment for these offenses should be?

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