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Dildo Predicament ChallengeHmm, nice devious idea. Sounds like a fitting punishment...for a pretty severe infraction. *evil grin*
Posted by Admin 10/04/2021 - 19:14
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Dildo Predicament ChallengeMaster had me build a stool similar to yours, although the dildo is simply mounted on the seat. When riding it we use the tit clamp option - the clamps are tied to the ratchet handle.
Posted by boimonzon 10/03/2021 - 18:00
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Deepthroat Training PredicamentI had actually forgotten that I only posted the first part of this session on Clips4sale, since that was around the time I started putting videos on Xtube. Hopefully you liked the first part. I'll try to get around to putting the second part up as soon as I can.
Posted by Admin 09/26/2021 - 00:22
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Deepthroat Training PredicamentHey! Haven't seen your comments here in a while, good to hear from you. Yeah, I know I've been a bit "off the grid" lately as far as updating this site. I've been working on an overhaul of the site separately.
Posted by Admin 09/26/2021 - 00:20
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Deepthroat Training PredicamentIs there a link to see/purchase the full video? I bought the first half in clips4sale and would love to see the second part. This is a dream scenario of mine I hope to experience one day.
Posted by Gayboyone1 09/25/2021 - 19:45
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Click on the pics below to enlarge them, and to animate any GIFs

Dildo Predicament Challenge
  • Dildo Predicament Challenge
  • Dildo Predicament Challenge
  • Dildo Predicament Challenge
  • Dildo Predicament Challenge

This one is very similar to the predicament in the last post, at least from the inital appearance. Yet it's also very different.

What's going on here? What kind of predicament challenge was this sub in, and how does he get himself out of it? Oh...and what elements were added to make it a bit more of a challenge for him? Take a look at the photo clip clues, then let us know what you think in the comments below.

Comments16

cbr998 on August 15, 2020 17:35

It's always about what you DON'T show in the pictures that's the problem. I presume the sub has to keep his ass raised as far as possible to avoid a deep thrust of that dildo but by doing that he has to deal with another problem. I think it's pulling his balls the more he raises and gets fucked more if he lowers himself. Seems to be enough slack in those wrist chains to allow him to sit "comfortably".
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Admin on August 15, 2020 18:38

You're sort of on the right track. But maybe he WANTS TO pull up so his balls get pulled... And maybe he HAS TO get fucked, by lowering himself further down on the dildo... There's something on the other end of that long rope that you see in the pics. And look at the black handle between his legs, what do you think that's part of? One more hint: I myself didn't release him from this predicament, ever. And no, I'm not a sick fuck that still has him like this in my basement, nothing like that of course. :-P Any other guesses?
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cbr998 on August 16, 2020 03:25

So, is that a rachet? If it is then maybe he's getting some relief by the action of going down on the dildo and up pulling his balls thus releasing the tension on the rope. I haven't another idea here as to what's on the other end.
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Admin on August 16, 2020 11:51

Yep, it's a ratchet...and there's a key hanging on the end of that rope (that you can't see in the pics). Remember, I never released him from that predicament myself. I basically told him he was on his own to "earn" his release. ;-)
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cbr998 on August 16, 2020 12:41

That is sooo devious and perfect at the same time. How long did it take for him to winch up the key, I presume it had to get to where his cuffed wrists could reach. I'm grinning here, that is so perfect an answer to this scene. I'd love to have sat back and watched. Great imagination.
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Admin on August 16, 2020 13:25

Sounds like you got it! ;-) Hmm, it was a while back, but I think it took him somewhere around 20-30 minutes or so if I recall correctly. That was one of the first times I've used this one, and I've perfected it a bit since then, although some may argue that this one may be a bit more devious. For example, with the position of the ratchet handle, he sort of had to "reset" the ratchet manually with his legs each time when he came down. So for that reason it took him longer than it could have. Think you would add anything to this one? Maybe something in the way of penalties for taking too long, anything like that? I mean his chained hands would definitely be out of your way if you wanted to add anything while you sat back and watched the show, clamps or otherwise. *evil grin!*
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cbr998 on August 16, 2020 15:12

Ha! Certainly tit clamps would add entertainment value. Thinking along the lines of "leaving him to it" to work to release himself I wondered about swapping the dildo for an electro one, or if that wasn't practical then some electro pads on the balls. The control box could be set to turn on low but ramp up every few minutes automatically so the slower the boy went the more he risked fried balls. Should be possible to set it so that the final few minutes - when he's at his most tired - would be a frantic race to avoid the full on electro blast before the key was reached.
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Admin on August 16, 2020 17:55

Ohh, great idea! And if not an electro dildo, how about a vibrating dildo? And of course, still no assistance with release, regardless of whether or not he cums while sliding up and down on the vibrating dildo. *evil grin!* Or do you think that would be a bit too cruel?
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gogglestars on August 21, 2020 22:57

Curious what kept him from just grabbing the key rope and pulling.
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Admin on August 22, 2020 11:31

You don't actually think I would've allowed that to happen, do you? ;-) I might let him get close. I might let him think that he could have done that. But if he actually tried, although he may come really close, there would be no way that could happen. And he knows me well enough to know better. You'll see when I release the full post, which I'm planning to do at some point this weekend. Hmm, maybe there should be some sort of penalty for even trying to get off easy like that? What do you think? Maybe make it so that an extra 100 or so thrusts up and down is required in order to escape, as punishment for trying to take the easy way out? *evil grin!*
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gogglestars on August 22, 2020 20:07

Good reason to have a replacement ratchet available... "Do this the way I said, or do it over again with more clamps" could be a heck of an incentive.
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Admin on August 22, 2020 23:16

Nice idea! Hmm, now where were those clamps go? And which direction would they get pulled when cranking the ratchet? Maybe his nipples get clamped, and a ratcheting rope from the nipple clamps down to a lower anchor point...so every time he goes up on the dildo he pulls his nipples. Or I could anchor it above him, so every time he goes down all the way on the dildo, his nipples get pulled. Sooo many possibilities! How would you rig the clamps and extra ratcheting device?
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boimonzon on October 03, 2021 18:00

Master had me build a stool similar to yours, although the dildo is simply mounted on the seat. When riding it we use the tit clamp option - the clamps are tied to the ratchet handle. Raising up pulls & resets the ratchet, when sitting down the handle is under the crotch and balls for the downstroke. Yes, the nipples are pretty sore after a nice long ride
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Admin on October 04, 2021 19:14

Hmm, nice devious idea. Sounds like a fitting punishment...for a pretty severe infraction. *evil grin*
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cbr998 on August 22, 2020 15:17

I just thought that it was the camera angle that made the rope look close enough to reach but was in fact slightly further away.
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Admin on August 22, 2020 18:11

Ohhh, you're referring to the rope in front. Yep, looks like the camera angle is a bit misleading in that one. I thought @gogglestars was referring to the ropes over the bondage wall. In either case, I made sure they weren't within reach. But nothing wrong with a good mind-fuck, right? Meaning if he THINKS he can reach them, and maybe even struggles to try to reach them, only to find out that he's still just inches away when he's as close as he can get to them. ;-)
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