Chaste Slave’s Strap On Fucking

Let’s talk about strap-on fucking for chaste slaves. I’ve known for a long time that I’m submissive, but I never quite thought that I’d end up in the position that I’m in now. I’m the slave of a Femdom Mistress who keeps me locked up in male chastity almost all the time. It’s a strange feeling, really.

Don’t get me wrong. I love being my Mistress’s slave and serving her in every possible way. But, on the other hand, I think every man feels a little odd about having his ability to masturbate or have sex taken away from him. When your orgasms are no longer in your hands, even if you’ve been chaste for a long, long time, it’s still a strange feeling.

I’ve heard stories about Mistresses who lock their slaves up in chastity and basically forget about them, which sounds horrible to me. In that respect, I’m lucky, I guess, because Mistress pays plenty of attention to me when I’m locked up. Sometimes, I’d probably tell you that she pays me TOO MUCH attention, given how much she loves tease and denial when I’m all locked up!

But just being locked in chastity, while challenging, does eventually start to get tedious by itself, no matter how much teasing one’s Mistress incorporates into the routine. But my Mistress is not one of those women who lets things get stale and boring. Oh, no, she’s always busy thinking up new ways to give me a “hard” time, and the time I’m going to tell you about now is no different.

Enter The Strap On

Before the day that this occurred, Mistress had long known that I’d been harboring not-so-secret strap on fantasies. Sometimes, while she was teasing me while I was locked up, she’d even say things like, “I can’t wait until I decide to fuck you with a strap on.” You can imagine the kind of effect that that sort of talk had on me.

But while I knew that she probably would one day want to try it, I had no idea that she was actively planning to do so until the day she ordered me into her bedroom. I had my chastity device on, of course. I knew she wanted to play, but I didn’t know what was in store for me…at least, not until she pulled out her newly-purchased strap on harness. My eyes widened when I saw it.

“Are you ready to give this a try, since you’ve been wanting to do it for so long?” she asked, a mischievous grin on her lips.

My cock immediately got as hard as was possible inside the chastity device I wore. I couldn’t believe this was happening to me. All I could do was stutter out, “Y-yes, Mistress.”

Without wasting any more time, my strap on Femdom had me get up on my hands and knees on the edge of the bed. My lower legs hung off the mattress. She came up behind me and began teasing my hole with her finger. I can’t deny that I felt a little apprehensive. After all, we’d engaged in anal play before, but this was a whole new dimension we were about to explore! I trembled a little in anticipation.

Strap On Mistress Fucks Me

She moved a little closer and positioned her dildo in just the right spot. Then, she started pushing forward. It felt fantastic as it started slipping inside me. My poor cock tried to leap inside my chastity device, but, of course, it really couldn’t do a whole lot. So began an incredibly frustrating and somewhat painful strap on sex session with my devious Mistress.

She knew perfectly well that it was making me crazy. That’s why she made it a point to go slowly and make long, deep strokes in and out of me, strokes that were designed to draw out my agony even more.

With each inward thrust, my cock jerked–or tried to–inside its bonds, but that only made it worse. My dick was painfully constricted by the device. It was hell…chastity hell. The strap on felt so good going in and out of me, but I couldn’t enjoy it because of the restriction on my cock.

Mistress was obviously enjoying every minute of it. She milked the moment (not my cock) for all it was worth; she only stopped because she was exhausted. I know that she loved it and that it became one of her favorite things to do to me that very day. How do I know? Because not a week goes by now that she doesn’t fuck me, her chaste male slave, with her strap on at least a couple of times.

Give one of our Chastity Mistresses a call, today!