Dressing the sissy
This is part of a full-length novel I will be serialising over an entire year. These first chapters are not mine because I took over later to voice a female character when ‘Matthew’ gets to ‘his’ final long and arduous session of submission and use.
It was a commissioned piece we have been working on together for months. I did give this section a light edit for content.
Coming back into the room Margo had my wig in one hand and silver dangling earrings in the other saying “this should look cute on you; I like the wig a lot”.
I didn’t know how to feel about what she said, I was still processing what I looked like in the mirror.
Margo slipped a wig cap over my hair tucking it into place, then wrapped a wig band around the top of my head just above my forehead fitting it snuggly in place. Then she flipped the wig around and slid it over my head humming to herself a bit as she adjusted and settled it into place.
“So, how many men have you slept with?” she asked making final adjustment to the wig.
“Ummm…well sort of four times”, I confessed feeling embarrassed.
“Wait. Sort of four times? What does that mean Matthew?” Margo asked, her hand hovering above my new hair with a comb.
“Well, I’ve had two experiences with transvestites, they were both really cute, lovely bodies with breasts and still able to get hard. Both fucked me and I sucked them off. Their cocks were maybe 6 inches. They were great experiences.”
“Ok. That’s two. And the other sort-of-two?” Margo asked, comb still frozen just above my hair.
“I had a three way with a man and woman, and I went down on him. He was larger maybe 7 inches and thicker, but he was my first time, and I decided not to ask him to fuck me”.
“Ok… and the fourth?” Margo asked with what appeared to be growing concern.
“Another transvestite, she face-fucked me but wasn’t able to get hard enough to fuck me, I think she couldn’t get hard because I’m so fat” I said feeling my face flush under the makeup.
“So…you’ve been fucked twice, by small cocks, and given four blow jobs?” Margo asked sounding both stunned and concerned, which triggered a bit of panic in me as I rushed to explain.
“Yeah…but I’ve had many dommes fuck me with strap-ons large and small, and they’ve face fucked me sometimes with two dommes at once, a massive dildo in my ass while another shoved her strap-on down my throat. I’m pretty good at deep throating.” I explained sounding maybe a little defensive and realizing even as I said it how strange it sounded.
Margo turned away from me but realized she was just looking in the mirror so couldn’t hide the concern on her face.
“What’s the matter Margo?”
“Matthew…I’m just worried you are in over your head. Tonight its…it’s not going to be anything like what you described. You don’t get to say stop; you don’t get to change your mind. Alex and Anthony, they are intense and they really really like fucking and fucking hard.”
His Complete Submission Chapter 1
Goddess takes him to his next level, for today he becomes a human toilet…
