So some of you did a great job at guessing what was going on here, even on your very first guess! Now you get to see it in action with the full size pics, and a few animated GIFs too. As always, don't forget to click on the pics to view them at their full size, and to see the GIFs animate.
So how did this go? Well, it was a few years ago, but if I recall correctly, it went something like this...
Me: I'm putting you in virtual chastity, boy. That means no jerking off, no rubbing your dick against anything to get yourself off, and you aren't allowed to even touch it other than a brief 15 seconds at a time when you pee and in the shower to clean...but not enough time to jerk yourself off to completion.
Boy: Yes Sir.
|LS|the next day|RS|
Boy: Can I cum today Sir?
Me: Nope.
|LS|the next day|RS|
Boy: Can I please cum today Sir?
Me: Nope! But since you seem to want to get yourself even more horny, I'd really like to watch a porn video tonight of a boy who is locked in chastity, tied spreadeagle on a bed, then released from chastity and slowly edged while he's tied up. How about you find one of those for me, boy? And I like longer videos, so make sure it's at least 15 minutes long.
Boy: Yes Siiiirrr.
|LS|a few days later|RS|
Boy: Um, Sir? Can I pleeeeeeeeeeeeeeeeze cum today Sir?
Me: Hmm, I'll think about it.
Boy: Pleeeeeeeeeeeeeeeeeeeeeeeeze Siiirrr?
Me: Boy, you sure are doing a lot of whining lately about wanting to cum.
Boy: Sorrrrry Sir.
Me: I think I'm going to give you an opportunity to cum today, boy.
Boy (surprised he's being given an opportunity to cum, and not being punished for whining): Really Sir?
Me: Yep. But you're going to have to do something to earn it. I want you to go get some finger paints, so they're safe for what I have in mind. Two colors, you choose the colors. And make sure you have a stack of letter sized paper available, around 30 or more pages should do it.
He didn't keep me waiting long, and obediently obtained what he needed for the task he was about to perform.
Me: Ok boy, show me everything you have. Good boy. Now since you've been whining about wanting to cum so bad lately, you're going to ask me very nicely if you can cum.
Boy: Please Sir, may I cum?
Me: Oh no boy, that's not exactly what I had in mind. You're going to write it.
Boy: With the finger paints, Sir?
Me: Yep, but you won't be using your fingers. At all. You're going to use that dick that wants to cum so bad. You'll write "Please Sir, may I cum?" One letter per page. Alternating colors for each letter. And your hands will NOT touch that dick the entire time. I want a full video of you doing this, from start to finish, so I can make sure your super horny self didn't cheat and touch that dick. Hold each page up to the camera after you finish it. Then when you're done, I want you to lay them all out in order and take a pic for me. Got it boy?
Boy: Yes Siiirrr.
So as you can see, like a good boy, he obediently performed his task exactly as I told him to, following all of my rules. And yes, I did allow him to cum after. (Come on, I'm not THAT sadistic to make him go through all of that, then take it back and deny him. Am I?) *grin*
Hehe yes Sir. That's about
Hehe yes Sir. That's about right roh no
Wow, this is really HOT!
Wow, this is really HOT! Talking about it in the first post was fun but seeing these pictures/gifs make it so much better. Any chance the video has surfaced? Now that would top it all off, so to speak. (And this reminds me of a soccer player sub I had loosely hogtied, balls tied, gagged, plugged, clamped on my living room floor many years ago. He was on one side of the room and his small soccer goal was on the other. All he had to do was get the ping pong ball in the goal 3 times using only his hard dick - looked very much like PuppyKaiden's - woof!)
In reply to Wow, this is really HOT! by bgpcf
That sounds like a nice
That sounds like a nice challenge for your sub. What did you do after he got the ping pong ball in the goal? Did you pick it up and move it back to the other side of the room and make him go fetch it again with his hard dick? And yes, there is a video. But I've kept that between myself and him. I just might be able to go through it again and see if there's any short, discrete video clips or other animations I can pull out of there for you guys, if I get some time to do that soon.
In reply to That sounds like a nice by Admin
Yeah, I was nice and moved it
Yeah, I was nice and moved it back to the other side of the room, each time in a little bit different place. After he worked his way back to the ball, he had to get behind it so he could knock it forward with his crazy-hard dick. The last time I put the ball next to the wall so he had some extra maneuvering to do with it. He only enjoyed this 3 times - we were going out later and didn't have loads of time.
In reply to Yeah, I was nice and moved it by bgpcf
Nice. I can only imagine him
Nice. I can only imagine him in the corner trying to maneuver his body to get his dick to pull the ping pong ball away from the wall. Was it a nice tight hogtie you had him in? Or were you more generous in allowing him more freedom of movement, with his hands not tied so closely to his feet? I wonder what a fairly heavy weight tied to his balls would've done to slow him down a bit more, as his balls dragged it across the floor? *evil grin!*
I had to smile at pic no.5
I had to smile at pic no.5 where he holds up the sheet with the letter on it. I can sense his feeling of achievement and imagine the look of delight on his face. If only he knew what suggestions we had in store for him....
In reply to I had to smile at pic no.5 by cbr998
Yes, I'm sure he felt a nice
Yes, I'm sure he felt a nice feeling of accomplishment as he held up that first letter. Then thought, "Now I just have to do this...SEVENTEEN more times!...if I want permission to ever cum again." ;-) And he just might know about all of the suggestions in store from him, IF he's paying attention. @PuppyKaiden...Have you been paying attention? What's going through your mind after reading all of the diabolical suggestions for you here?