So you grew up a nerdy kid; laying on the couch, nose always in a book or playing video games. No sports teams for you, they get you too dirty.

Mistress’ Pleasure: Jockstrap

It makes it all the more delicious that you’ve never put a jockstrap on before. That you, a young jockstrap virgin, are going to put it on for me gives me shivers of anticipation. You’re such a good boy, entertaining your Mistress this way.

I commanded you to get one. I didn’t care how you got it… a store or order it from online. You ordered it and we both waited, watching for the mail as it arrived each day.

It makes it all the more delicious that you’ve never put a jockstrap on before. That you, a young jockstrap virgin, are going to put it on for me gives me shivers of anticipation. You’re such a good boy, entertaining your Mistress this way.

It finally came, and we planned for the time when you would show me what you look like in the tiny piece of cotton and elastic. We decided Saturday afternoon would be a perfect time.

Jockstrap Prep

Here we are. You’re running around the house, tidying up. I’ve got the jockstrap sitting on my lap where you left it when I asked you to bring it to me. I stroke it as if it were a fluffy cat kneading my thigh.

When I feel I’ve waited long enough, I send you to clean yourself up… feeling almost like a football coach as I bark the order to “Hit the showers!” You, of course, stop what you’re doing and head to my huge, glass-enclosed shower.

I follow. (I’m an old voyeuristic pervert… gotta watch, ya know.)

I sit on the side of the tub and watch you take all the sweaty clothes off. I’ve told you to ignore me (you say, “that is impossible”); I want to see you in your most private moments.

Furry Bear

I admire your young body… not skinny, but filled out with muscles and fuzzy with body hair. I’ve yet to decide what to do with all that fur; shave? Wax? Or just leave it alone. I’ll decide another day.

For now, I just want to enjoy what I see.

Turning on the shower, you feel for when it is warm enough, then step in. I watch you get wet, soap up, rinse off… and touch your cock. You know I mean it when I say I want to see what you do when you’re home by yourself. You make yourself hard, but know not to cum.

Yet.

I love always being on your mind.

“Put the Jock Strap On.”

You stand in front of me, drying yourself with the white Egyptian cotton towel. When done, you hang the towel up like a good boy, returning to stand in front of me naked.

I take the jockstrap and hand it to you, brushing my fingers across your cock before walking back to the bed, climbing on for the best view.

“Put it on.”

Your cock begins hardening, even before the elastic straps have gone up your thighs. I laugh delightedly.

You get the jockstrap up, position the part that goes over your dick and balls…

…then making sure the butt straps are also in place.

Holy fuck, are you pretty.

I tell you to be my Greek statue and strike poses. I want to see your muscles flex. When you turn around, showing that ass with the straps outlining it, I hop off the bed and smack your ass hard, leaving a handprint.

Mine Mine Mine

Oh, you sure do entertain your Mistress. You are such a good, good boy. We’re going to have a most delicious Saturday together.

Show me that pretty ass again, boy.