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Chapter 6: Sissy Jealousy

The plug thrummed inside of me, the sound filling my ears as much as my body. Harper had finally texted me, telling me that tomorrow I could finally see her again. It had been almost a week since she had plugged me. As she had predicted, I was desperate for her. I had been thinking about putting on lingerie almost non-stop — when I wasn't thinking about what else she had said.

"Another sissy."

Something about it made me feel almost jealous, which was an odd feeling to have when I was thinking about my friend's wife. But what Harper and I had was special. Or at least I thought so until she had said that to me. It was probably someone from her past. I guess in retrospect it was obvious — she was so confident with everything she did, there was no way I could be the first sissy she'd been with.

The really messed up part about it all was that I wasn't even sure I wanted to be her sissy. Sure, the sex was hot and every time I thought about it, I got more turned on than I'd ever been in my life. And yes, I'd let her put a remote-controlled vibrating butt plug in me. And yes, I had been fantasizing about wearing lingerie while she rode my cock again.

But that didn't mean I was going to be a sissy.

I spent the week looking into sissy videos online — strictly for research, of course. I'd never seen so many pretty outfits before. One video showed a sissy in a gorgeous pink dress, skirts held aloft by an explosion of white silk. She was on her knees, mouth buried between the legs of a stunning woman wearing a tight skirt hiked up around her waist. She was grinding herself against the sissy's pink, glossy mouth, her hand on the back of the sissy's head.

I wondered if that's how Harper had used the other sissy. If she'd pushed her slut down to the ground and ridden her face. I could see the sissy's cock poking out of the frilly dress, burning with need and completely ignored while Harper face fucked her. The feelings of jealousy came pouring back into me, but this time they were tinged with something new: need.

Now I was there too, watching the two of them. Harper was grinning at me, her expression a charged mix of arousal and ferocity. She wanted me to see her use this other sissy. She wanted me to know that I was so under her control that she could fuck someone else and I'd still like it. I was so under her sway that even if she fucked another sissy right in front of me, I'd still thank her for it.

Fuck, I want to cum.

But I had already let Harper down once. I wasn't about to do it again by masturbating. Anyway, I only had one more day left before I was going to see her again. She hadn't exactly said I was going to cum, but after everything I'd been through for her, she was definitely going to let me.

Right?