I had been talking to this boy for a while. He seemed pretty bold, wanting to try pretty much everything we talked about. Everything he had seen on my blog, he wanted to be the sub in that situation. But that was while chatting online and talking on the phone. Actually doing it for real is very different, and he hadn’t had a lot of bondage experience yet. So I wasn’t quite sure what to expect when it came down to it.

He had looked through every post on my blog multiple times. He especially seemed to love Story Saturday posts. Even though that story was fictional, I could tell part of the story was sort of ingrained in his brain when we were finally planning a visit.

Boy: “What time do you want me to be there on Saturday? I know how you feel about a boy being late, so I’ll make sure I’m on time.”

Me: “How about 6pm?”

Boy: “Ok, I’ll make sure I’m there by 6pm.”

Me: “I’m a reasonable guy. Don’t get in an accident trying to get here on time if you run into traffic. If that happens or you’re going to be a little late, just let me know. But make sure you leave at a reasonable time to head over so you aren’t setting yourself up to be late.”

Boy: “Ok, I will.”

We talked a bit more over the next few days. Then Saturday came, and he confirmed that he would arrive by 6pm. As the time got closer to 6pm and beyond, he had sent me a few messages.

Boy: “It’s going to be closer to 7pm.”

Then just before 7pm:

Boy: “I’m about 30 minutes away.”

This boy lived only 30-40 minutes away from me. Was he really milking what I said about just letting me know if he’s running late, and taking full advantage of it? Or, was he testing me to see how much it would take to get him into trouble? This boy started out sounding like the shy, submissive type. But maybe he wanted to be punished.

It was after 8pm, more than 2 hours late, when he finally arrived. I didn’t say much about that when he arrived. Since it was his first time here and he seemed rather shy at first, I figured I’d give him a break. After sitting down and talking a bit, I cuffed his hands behind his back using a pair of very restrictive hinged handcuffs, to set the scene. Then we went to the playroom and I got him locked in the stocks. I first locked just his head and feet in the stocks.

Then I got his hands locked in, and his dick/balls locked in the cock stocks.

Once a boy is locked in the stocks, it’s very clear that he’s the sub and I’m his Sir. I reminded him how to address me at that point. I ended up having to remind him 3 times before I went behind him and whispered into his ear:

Me: “How many times did you forget how to address me?”

Boy: “Three times Sir.”

Me: “One hour per infraction. You’ll be locked in the stocks like this for 3 hours. Think you’ll remember after that?”

Boy: “Yes Sir.”

I was rather impressed by his response. No complaints, no whining, just a “Yes Sir.”, even though I knew he could already imagine how rough 3 hours in the stocks like this could be. I continued whispering in his ear:

Me: “Nice response, boy. I’m not going to keep you locked in the stocks like this for 3 hours. I liked your instant Yes Sir response, accepting your punishment for what you know you did wrong. If you had bitched or complained about it, I just might’ve decided to keep you in the stocks like this for 3 hours. But since you’ve got a good submissive attitude, I won’t do that this time.”

Boy: “Yes Sir.”

Me: “Just make sure it doesn’t happen again.”

It didn’t take long after that for him to forget how to address me a few more times, and even get a little mouthy with me. It was as if this boy wanted me to punish him. Who am I not to oblige, when he’s practically begging for it? ;)

His total of forgetting how to address me (or intentionally avoiding it) was up to 5 now. So it was time to “help” this boy remember in the future.

Me: “Have you ever had clothespins on your dick before, boy?”

Boy: “No Sir.”

Me: “Well you’re about to find out what that feels like. One clothespin for each time you didn’t address me properly.”

I decided to put them on the underside of his shaft, where I felt they’d be most effective. One by one I placed 5 clothespins there. Most boys show a reaction to clothespins immediately as they’re put on, even in less sensitive areas. This boy didn’t really show it like I had expected him to. Not only that, he mouthed off yet again, as if he was just begging for more punishment. At least that’s what I was hearing out of his mouth at the time.

Me: “Maybe I need get these clothespins moving around a bit.”

With that, I grabbed a variable speed vibrating wand and put it right next to the clothespins, moving it up and down the row. After a while of this, I noticed the boy’s cock throb a few times, getting even harder. For what started out as a shy boy, he seemed pretty tough.

If I’m going to punish him, I’m going to have to come up with something a bit harsher. I removed the clothespins. Then as he mouthed off yet again, I decided to gag him with an open mouth gag. This would allow me to hear his moans, without allowing him to mouth off anymore. I put the gag in his mouth, strapped it on, and locked it from behind him.

Me: “This should take care of that mouth.”

Boy: “Ahh…Mphhh.”

Me: “Do you remember the story on my blog about Jim, the cocky jock?”

Boy (nodding): “Uh huh.”

Me: “Do you remember his safe words?”

Boy: “eloo”

Me: “Yes, Yellow was to stop to talk, without ending everything. And what was the other one?”

Boy: “edd”

Me: “Yes, Red was to stop everything. But with Red, we don’t continue, so only use it for an emergency. Do you remember what the gagged equivalent was?”

Boy: [holds out 2 fingers with his left hand]

Me: “And the equivalent for Red?”

Boy: [holds out 3 fingers with his left hand]

Me: “Good boy, I see you’ve studied by blog pretty attentively. Your safe word is the same as Jim’s in that story.”

I wanted to make he knew his safe word equivalent while gagged since what I planned to do to him next was much more intense. I got out a few clothespins that I had lined with the rough side of velcro. I placed one of them on the underside of his shaft. I could see the boy’s attitude already changing, but I decided to add one more just to be sure.

This definitely brought this boy down a few pegs, and he became much more submissive. Mission accomplished! I didn’t leave these clothespins on for long. I removed them, locked him in some Irish 8 handcuffs, and moved him to his next predicament.

A predicament in the stocks that will wear this boy down over time. One that forces his chest out securing his body like a bow, exposing his chest and those sensitive nipples. Not only that, but it also exposes that cock that’s desperate to cum, and those ticklish pits too. And let’s not forget about his sensitive feet behind him, just waiting to be explored.

Doms: Check out the last pic in this post, which is a side by side photo showing front and back views of Gboy kneeling in the stocks. What would you do with this boy while he’s restrained like this?

Subs: Check out the last pic in this post, which is a side by side photo showing front and back views of Gboy kneeling in the stocks. How would you feel if you were locked like this?

Watch for part 2 to see what happened next.