MichBoy's Escape Challenge

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Love the way he can't straighten his arms, that'll increase the pressure. I'd use the wand, or have it dangling just enough to frustrate him while the tickling is going on. If he doesn't erupt it continues...Superb situation you've put him in.
Posted by cbr998 02/11/2020 - 04:23
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You took the words right out of my keyboard: "D. Take full advantage of those exposed ribs and pits, tickling the fuck out of him with the feather drill. If he wants it to stop, he'll have to lower his hands to TRY to protect his ribs and pits."
Posted by fingrfethr 02/10/2020 - 19:12
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You're getting closer by the hour! Creative kinky minds think alike! ;-)
Posted by Admin 02/08/2020 - 18:01
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Ahh, I see. The red bungee means he can't drop the weight to any effect. Ingenious. Perhaps the green bungee is there to stop him moving his upper body forward or up in any way, is it attached to his collar - can't see if he's wearing one yet.
Posted by cbr998 02/08/2020 - 15:13
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You seem to think you're stumped on the weights, but you're actually on the right track once again.
Posted by Admin 02/08/2020 - 14:20
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Click on the pics below to enlarge them, and to animate any GIFs

This boy visits me occasionally to play. This time, I thought I’d do something different, something I haven’t done with him before. I put him through an escape challenge.

I locked his head, left hand, and both feet in the stocks. I locked his cock in a Jail House chastity cage, then locked his cock/balls in the cock stocks. His movement was then severely limited. I did leave his right hand unlocked though. Wasn’t that nice of me? He had to have something free in order to play my game…his escape challenge. ;-)

In addition to the stocks, I further restrained him with my locking leather wrist and ankle restraints and a few pairs of handcuffs (both chain link and hinged), all of which had different keys to unlock them. I hid some of the keys in not so obvious places that would be within his reach when the time was right to use them, and some of them I left in plain sight..but he was unable to reach them until he found other keys to unlock specific locks first.

He started out not doing so bad, and for a moment I questioned whether or not I made it too easy on him. You can see in the 3rd and 4th pics that he got his left hand released from the stocks, and his chastity-locked cock/balls out of the cock stocks. You can also see that he appears to be pretty stumped at this point, looking around for an obvious key. But he knows better from previous visits…I would never make a challenge like this THAT easy. <grin>

Eventually he finds the key to release his head from the stocks. Now all he has left are his feet, but that will take a few keys. I have his feet locked in the foot stocks, plus locking leather ankle restrains around them, and handcuffs, all locking his feet to eyebolts in the bondage wall in various ways.

He knows he won’t be able to get to the chastity key until he frees himself from the stocks/bondage wall, and he certainly did not want to go home with his dick locked in chastity. Eventually, he was able to completely free himself.