If you missed parts 1-4, you can catch up on them here:

Part 1

Part 2

Part 3

Part 4

After a long night of strict bondage, tough predicaments, and long lasting endurance, this boy REALLY wanted some attention for his cock. The only attention it had received up to this point was harsh clothespins, relentless vibrating cock rings with just enough to keep him on the edge, a velcro cock clamp with a vibrating wand which only served the purpose of making his dick hard when he didn’t want it to get hard, and a small confining chastity cage overnight. Oh, and we can’t forget about the weight that was hung from his dick and balls for a bit when he forget how to address his Sir.

Does this boy deserve permission to cum?

I released him from the predicament I had him in for a while, after his nipples could take no more of being yanked by the Bumble Ball. It’s time to see just how desperate this boy is to cum. I kept his feet locked in the stocks at the widest position possible. This left him feeling vulnerable, and a bit uncoordinated for what was to come. I also kept his hands cuffed behind his back, but I released everything else so he could stand up straight. Then I used a bungee cord to secure his collar to an anchor point slightly above it. I left very little slack so he’d be able to tilt his head down, but it would get tiring after a while of the ungiving bungee cord pulling in the other direction. I used a quick release strap to secure his waist, making it impossible to thrust his dick forward or get any additional advantage at getting himself off.

He was still blindfolded, so he had no idea what I was setting up. I gave him a hint that I was going to allow him to get off, but didn’t tell him how. I took my variable speed vibrating wand and threaded the cord through a clip connected to the leather collar, and gave it just enough slack to hang just inches above his hard cock. Then I turned it on, and left it on a very low setting.

Me: “Ok boy, you have my permission to cum.”

He looked a bit confused. He could hear the wand, but he couldn’t feel it on his cock. He knew it was near it, but couldn’t figure out how he was going to get off when it wasn’t even touching his dick.

Me: “Figure it out, boy, IF you want to cum.”

Boy: “Yes Sir.”

He started squirming around a bit, but couldn’t get the wand to touch his cock. Then I put my hand on the back of his head and guided it as I tilted it down. Suddenly he felt the wand on his cock and his cock jumped to attention, even harder than it already was.

Me: “That’s right boy, you do have some control here. You can maneuver the wand by tilting your head down, and moving your head side to side a bit.”

Boy: “Yes Sir.”

Me: “But good luck getting off that way.  Haha.”

Still blindfolded, he struggled to to get the wand to hang right over his dick. But that wasn’t enough, he had to let it hang lower so he could feel more pressure with the wand against his hard dick. He finally seemed to master this, and seconds later, the wand slid off his dick to one side. He continued squirming and struggling desperately to get enough stimulation out of the wand to get off. Up until this point, it was just enough to keep him rock hard, on the edge, and drive him crazy with the desire to cum. So I turned up the wand intensity a bit to see how he would react to that. Finally accepting the fact that he couldn’t keep the want on the head of his dick, he resorted to trying to hold it up against the side of his shaft.

After a while of this, I decided to help him out a bit. I used a rubber band to secure the neck of the wand to just under the head of his dick. The good side of this is that the wand stayed mostly in contact with his dick. The downside is that it was no longer up against the head where it was much easier to get off.

I let the boy entertain me for a while like this, then decided to help him out a bit more. I setup an adjustable wand holder. I secured a vibrating wand in the holder, just under the head of his dick with a rubber band to hold it in place. I left the other wand hanging down just like it has been.

Me: “Does that feel good boy?”

Boy: “Yes Sir.”

Me: “Much better this way?”

Boy: “Yes Sir. Thank you Sir.”

Me: “You still have permission to cum any time, but you’ll get no additional stimulation from me to help. If you don’t cum in the next 10 minutes, you’ll be sent home horny and desperate to get off.”