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Chapter 5
by
gothamalleyviper
What happenes Wednesday?
A new outfit
Wednesday morning I woke up before dawn and went to the backyard to exercise with Jill in the spandex leggings and top that she had ready for me. Afterwards, we showered together, making sure we were hairless from the neck down and my face was baby smooth. Jill laid out a thong, leggings and a tee-shirt for me wear and for some reason I didn't question it. Around lunch time, I went back to my closet and for some reason got rid of my boxers, all of them. I don't know what came over me, but a lot of my old tee-shirts went out as well. I went back to work and when my wife got home she smiled and said she had a surprise for me. She pulled out two sets of corsets and garter belts from a shopping bag, one in shiny black and the other in shiny pink.
"Wow honey," I started.
"I think you are going to look soo cute in this," Jill held up the corsets to my chest.
"I would look cute in them?" I ask.
"Yes, Take off your clothes," Jill ordered calmly.
For some reason, my body obeyed automatically. Jill watched as I stripped, even taking off the thong. She smiled before handing me the corset and garter belt to put on. I struggled to get them on that first time, but Jill helped me and made sure the corset was nice and tight. She pulled out a package of thigh highs and had me sit on the bed as she put them on and clipped them to the garter straps. The attention from my wife was making my little friend stand up and take notice. Jill smiled once my legs were encased in nylons.
"You know..." she whispered, "Part of why we haven't been getting it on as much as before is because a part of me is no longer craving masculine men... I want a sexy sissy girl house husband."
Before I could respond, Jill pushed me back and went to work sucking my throbbing cock. I didn't move as she bobbed her head up and down as she sucked my cock. I didn't resist as she brought me to the edge, I was about to complain when she stopped. She told me to get up by the head board. I did as told without thinking about it. Jill stripped out of her work clothes and walked over on her knees to me. She grabbed my ankles and folded me over so my stocking covered feet were on other side of my head, my legs along my torso and my cock sticking straight up. Jill squatted down on my cock. She held my ankles with her hands as she rode my cock. She looked me in the eyes and started to whisper about how pretty I was and how good my cock felt in her pussy. I don't know what, but I zoned out just looking in her eyes listening to her but not understanding what she was saying as she rode my cock. We were like this for a while, me watching her as she whispered to me in her erotic moans. My mind blank but for my desire for my goddess. Finally after some time I was allowed to nut in her. I started to come out of my daze as she looked down and kissed me.
"That's a good boy" Jill smiled, holding my nylon clad ankle, "So cute. Come on, I want you to watch something while I get dinner ready."
She gets off of me and goes to the shopping bag and pulls out a shiny pink man thong and tosses them to me.
"Yes Mistress," I say automatically as I get off the bed and pull on the skimpy underwear.
I watch as she pulled on a pair of shiny black booty shorts and a shiny black tank top. She took me to the living room and sat me down before turning on the TV and selecting something for me to watch. The program started with three muscle goddesses sitting on a couch with two femboys in shiny maid outfits kneeling in between them. The center woman introduced her self as Mother Superior Hera and with her were Mothers Athena and Aphrodite. They explained that for a man to be in a healthy and happy marriage, they had to stop being a man and allow himself to be what women really want, a Kori and that I just needed to relax so they could explain how to be a good Kori for my Amazon Mistress. I found myself breathing as she spoke and then I was out.
"My, my, you are hard as a rock again," Jill whispered in my ear as she kissed me from behind the couch.
I looked up at her and realized I was her ****, I needed to obey her.
"Yes Mistress."
"Good boy," Jill smiled.
She pulled me up off the couch and we went to the kitchen to eat. Jill had made a chef salad for us and poured us two glasses of wine. I remember telling her I was a little scared and confused by her making me wear women's cloths and calling her mistress, she patted my hand and told me it will become clear in time. After dinner we went to the couch and watched a romantic comedy while she held my cock in her hand and jerked me off to any scene of the woman taking charge. We went to bed and I found myself snuggling against her as we went to sleep that night.
What happens Thursday?
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Crossdressing Stories
A collection of separate stories that all involve guys ending up in dresses
A collection of separate stories that all involve guys ending up in a dresses
Updated on Feb 22, 2026
by Dayeandknight
Created on Feb 1, 2018
by Dayeandknight
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