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Gay Bondage PrisonerFollow as instructed leaving coat off on the floor by the locked box
Posted by Spida 09/08/2019 - 20:19
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Gay Bondage PrisonerI would certainly follow the directions - to the letter (ie. I'd read it 3-4 times before I began to be sure I got them right). Then patiently wait with my rock hard cock for the guard to arrive and inform me of my sentence. Nice start!
Posted by chillgguy 09/08/2019 - 16:12
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Gay Bondage PrisonerI would follow the directions completely and wait for the guard to come for me.
Posted by Bondagebuddy2 09/08/2019 - 07:03
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Jail Cell Gloryhole EdgingAs a sub this is a position I will find restrictive and very interesting:-) The total list of control plus the relentless polishing are big plus !
Posted by tomt 07/13/2019 - 18:33
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Gay Bondage Leashed Sub in Leather Chest HarnessVery hot leather, needs some around his cock
Posted by M m peal 07/05/2019 - 00:20
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Click on the pics below to enlarge them, and to animate any GIFs

Gay Vibrating Wand Edging
  • Gay Vibrating Wand Edging
  • Gay Vibrating Wand Edging
  • Gay Vibrating Wand Cock Sheath Edging
  • Gay Vibrating Wand Cock Sheath Milking
  • Gay Vibrating Wand Cock Sheath Milking

If you missed Part 1, you can read it here.

It had been over a month since this boy had cum. I just released his dick from the Jail House chastity cage it had been locked in, and had been teasing him with the feather duster pendulum both in and out of the chastity cage. Now I decided to move onto some more intense edging.

I replaced the feather duster that was hanging over his dick, with a variable speed vibrating wand. This wand is great because it’s powerful, intense, and can be set to ANY speed within it’s range, not just specific numbered levels like some wands. This allows for more control on my end, and more unpredictability for the sub as to what’s coming next.

I let the wand hang freely so I could watch the show as he tried to keep it against his dick. If he moved too much,it would swing down by his balls and his dick would get no attention. Then I thought I’d have a little more fun, speaking of unpredictability. ;)

I had prepared a program that would make the wand turn on and off at intervals I had chosen. (Try this sometime, all you need is a vibrating wand and a programmable lamp timer that’s flexible enough to handle multiple on/off times.) My sub didn’t have any clue what those programmed intervals were.

To make things even more interesting, I told him:

Me: “You have permission to cum. BUT, only at specific times. The vibrating wand that’s hanging over your dick right now will go on and off at set intervals that I programmed. You have permission to cum ONLY within the first 30 seconds each time it turns on. You’ll need to count the time in your head. If there’s any doubt whether or not you’re within the first 30 seconds, I suggest you don’t cum, or that cock will get way more post-orgasm stimulation than it can handle.”

Boy: “Yes Sir.”

I started the program, and watched as he tried to focus on keeping track of how long it had been and decide whether or not he was close enough to cum within the time limit. After about 5 rounds of this, I said:

Me: “Starting with the next round, I will allow you to cum within the first full minute every time the wand turns on.”

Boy: “Yes Sir.”


But he soon realized that I had set him up for endless teasing, without being able to confidently cum within the timeframe I had allowed him to. So I added something to stimulate his dick even more…a wand massager masturbation sleeve, which conveniently attached to the wand.

Me: “Now your dick has even more to respond to, including a lot of little silicone nubs pointing inward toward your dick, not to mention the ribbed part around the head. Same game, the wand will turn on and off at pre-programmed intervals. Each time it turns on, you have 1 minute to cum. If you don’t cum within 1 minute, you’ll have to deal with the over-stimulation of your cock for the remainder of the time without cumming. And if you cum outside the allowed time, the wand stays on, buzzing away on your incredibly sensitive post-orgasm cock.”

Boy: “Yes Sir.”

Now he was really thrusting his hips in desperation to get what he needed wanted so badly after more than a full month of being denied.


I let this go on for a little while longer, occasionally sneaking in to rotate the variable speed dial up or down before the next round started. It was entertaining to watch the wand startle him when more intense rounds started, and the obvious thoughts of “Maybe I’ll be able to cum within a minute this time!” pass through his mind as I noticed his hip thrusting rhythm start yet again.

Eventually I thought this boy has been denied long enough. He had been working so hard to cum within the times allowed. He had also been working hard to be a good boy making absolutely sure he didn’t cum if he thought there was any possibility that his time limit expired. So I turned the wand up to full intensity and made sure he was setup for success.

Me: “You may cum at any time now, boy…”

Boy: “Thank you Sir.”

Me: “…providing you tell me when you’re really close, before you cum.”

Boy: “Yes Sir.”

And he did just that. Very shortly after that point, he told me he was really close. Not even 2 seconds later, he shot a massive load of cum all over his chest.

Can you tell from that load that he hadn’t cum in over a month? ;)