☰ Menu

The Impossible Chastity Jerk-Off Challenge
4K HD SD Photoset

Oh, it's not totally impossible. Trust me, I've seen it done. I want to see if you can complete the hardest jerk-off challenge in the world for me. I want to see how far you can take it before you start to beg me for a release. And then, I'm going to tighten that cage around your cock an extra notch, and make sure that I keep you suffering even more for even longer. So, here's how it goes loser. I lock you up in the smallest cage that I can find. Scrunching you in nice and tight so that you can't get hard at all! And then, you buckle-up a strap-on around your waist, and you jerk it off. Uh-huh - the big fake cock gets the jerk-off fun you're missing out on. And you have to keep going until you leak cum from that little cock of yours, just to prove to me that you're so pathetic you can cum just from pleasuring a plastic cock.

There are rules, of course - no touching yourself, not your dick, not your balls, not your ass, nothing but your hand around that dildo while you stroke it like you're trying to get a real stud off for me. You can imagine that it's your own dick if you like, but I want you to focus on the way that it feels to take that strap-on into your hand, wrap your fingers around it, stoke it - but not getting to feel a fucking thing. No pleasure for you loser - no pleasure for your locked up cock or your balls or your ass - just the feeling of that big cock in your hands. Think about how you're jerking off a cock that isn't your own. It could be another man's couldn't it? How frustrated and denied do you have to be to cum like this huh? To cum from stroking a strap-on cock. We're going to find out loser.

Oh, and if you can't cum? You're just going to stay locked up in that thing even longer. I know, it's not fair - locked up until you cum without so much as touching your own cock, but I have faith in you. I've seen how desperate you can get. Every time you think about getting harder, that cage is going to bite into your cock again and you're going to be reminded of just how little control you have right now. I'm sure you know that I'm not going to let you out - no matter how much you beg or cry or promise to do anything I say. You have to see it through. Even when you're in total blue-balled agony, even when you're so desperate to cum that you can't even think. I'm going to remind you that you agreed to this, and watch you suffer a little longer. You'd better hope that this isn't totally impossible right loser?


Added: 10-05-2021
Clip Length: 10m 56s
Chastity Jerk Off Instruction Humiliation

You may also like...