Mistress Learns About Guided Masturbation

Mistress Learns About Guided Masturbation

 

I’m a little ashamed to admit that I never even thought of guided masturbation as a possibility until after I’d been a Mistress for quite some time already. It actually took my slave going out of town on business for a couple of weeks for me to figure it out. Hard to believe it took me so long, huh?

But, yes, unfortunately, that’s the way it played out. I wasn’t a phone sex Mistress at the time, so nothing of the sort had ever even entered my head. (Of course, my discovery of guided masturbation IS partly what led me to become a phone sex Mistress, but that’s another story.)

My slave was away on a business trip, and I was feeling particularly bored. He’d been gone for a week and would be gone for another week. I didn’t have any other slaves at the time and wasn’t really feeling like going out to a bondage club, so I gave him a call.

“Hello there, slave boy,” I said, by way of greeting.

“Oh, Mistress!” he exclaimed, sounding happy to hear my voice. “You won’t believe this, but I was just thinking of you.”

“Thinking of me? In what way?”

“Um…you know what way, Mistress,” he replied. I could practically hear the blush spreading across his cheeks.

“Mmm, is your cock hard, my pet?”

“Yes, Mistress.”

 

The Idea Of Guided Masturbation Hit Me Quickly

 

“Well, do you think we should try to see if we can do something about that?” I asked him.

“If that sounds like something you’d want to do, Mistress, I’m sure I’d enjoy it.”

“As a matter of fact, my pet, I would love to do something about it.”

It wasn’t exactly the first time I’d had phone sex with my slave. It was something that happened semi-regularly, since he traveled for work fairly often. But tonight, none of my usual ideas for such a scenario appealed to me. I stalled for time, racking my brain to see if I could come up with something that would turn both of us on.

“Do you already have your cock out?” I asked.

“Yes, Mistress.”

“Are you playing with it already?”

“Yes, Mistress.”

“Naughty boy!” I laughed.

I had a mental image of him sitting there in his hotel room with his boxer shorts around his ankles, holding the phone with one hand and stroking his cock with the other. That was when it hit me all at once, even though I didn’t know there was a name for it at the time. Guided masturbation phone sex!

 

Stroke For Me, Slave Boy

 

“Stop playing with it,” I ordered. He whimpered a little, but I knew he’d obeyed me. He was too well-trained to do otherwise. “Now, take your left hand and stroke it.”

“Yes, Mistress. I’m right-handed, though. I’m not very good at doing it with my left,” he said.

“I know,” I replied, a wicked smile flickering over my lips.

A quick intake of breath on the other end of the line told me he’d grasped my meaning all too well. It was time for a tease and denial session of epic proportions. Could he handle it?

Ah, no matter. He didn’t have much of a choice.

I gave that poor boy so many different masturbation instructions that day. He stroked it slowly, then fast, then slowly again. I had him do a little self-inflicted CBT. There was also a good bit of ass-play involved as well. I’m not sure how many hoops I had him jump through for me, as I discovered my love of guided masturbation. I’d always loved cock control and subjected him to it often.  But this took it to a whole new level completely!

A Strangled Groan

 

He was panting and moaning and obviously trying to keep from begging when I gave him his final order.

“You’re going to sit there until your cock is only about half-erect,” I said. “And, then, I’m going to give you a minute and a half–exactly 90 seconds–to stroke for me. If you can cum in those 90 seconds, do. If not, you’re going to have to wait until tomorrow to try again.”

There was another sharp intake of breath on the other end. My pussy was extremely wet from taking control of this phonesex session, so I confess that I played with myself a little, while I waited for him to tell me that his cock had grown semi-soft.

“Are you ready?” I asked, once he let me know that he was at the proper hardness.

“Yes, Mistress,” he replied.

“Go!”

I watched the clock carefully, letting him know how far along he was every 15 seconds. The closer the end drew, the faster his breathing got. At the 75-second mark, he began to moan.

“Cum if you can, my pet. This will be your last chance.”

I didn’t receive an actual reply from him. All I heard was a strangled groan, but that was enough to tell me he’d made it with just a few seconds to spare. I gave him orders to clean up his mess in the usual way, like a cum eating slut, and then hung up the phone to take care of myself.

And so a guided masturbation Mistress was born….

 

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