A play date in drag…
- February 24th, 2021
- Posted in Crossdressing . Play
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There’s a certain level of fun when combining some of my interests – BDSM and crossdressing, in this case. A few months ago, I got to do that when visiting a friend for a little play date. For this, Jennifer wore her slinky little red dress and black heels, and we had fun putting me in various positions on the different equipment for the camera as well as doing some light flogging and other such teasing.
My absolute favorite time, however, was when I was simply handcuffed behind my back and forced to look at myself in the mirror. There’s something about looking at myself when I’m dressed as Jennifer that absolutely turns me on. I was feeling so many pleasurable sensations while my arms were locked behind me. It didn’t matter that I was wearing heels, either – I could have stared at myself all night.
After a while, we changed my position just a little bit. My arms were released, and I was handcuffed again more directly, without the pole in there. Then a collar with a leash on it was placed around my neck. The other end of the leash was attached to the pole. This was slightly more comfortable, not having the pole in there and all, and it gave me a slight bit of space to move around, though I was still very much restrained.
For some reason, when I play in drag, it intensifies everything for me. Seriously, I love it. I imagine that it’s like how, when I’m watching fetish videos online, I always imagine myself as the captive, and this helps me get into that role a little bit more when I’m actually playing. Who knows.
All in all, a fun time was had by everyone involved.