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Chapter 3
by Wolf Keeper
Do you reconsider wearing her panties?
No
Whille upsetting Jane is not how you wanted this day to start. You have a meeting today, and the distraction of wearing her panties isn't what you need. Even with it being a haf day.
Getting dressed in your work clothes, you go downstairs to find breakfast is ready, and your wife slowly eating hers while reading one of the art magazines she enjoys. Sitting down next to her, you lean in to kiss her cheek, which she accepts.
"I'm sorry that I rejected your idea Babe, but with todays meeting. I didn't want to be nervous about someone noticing the panties."
"I understand John, I shouldn't have pushed it, but I wanted to spice things up. Perhaps we can try this idea of you wearing panties under your boy clothes on the weekend, when we'll be together. May then you'll be less nervous and we can make it a fun game together."
While saying this, she looks at you still disappointed, but with a hint of hope in her eyes that you will be open to this idea. Realising that it sounds like a better option, you smile at her.
"Sure Babe, how about this weekend? It's a bank holiday weekend, so we'll have 3 days to play."
This immediately perks Jane up upon hearing it, and leans over to give you a quick smooch and a hug.
Finishing up your breakfast, you kiss your wife goodbye and go to work.
End of the week
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Are you willing to try this?
When your wife gets more into your feminisation.
You and your wife have always been adventurous, and willing to have fun together in and out of the bedroom. While you're not exactly the peak of masculinity, you're not complete enfeminate. You won't get called buff, but you won't get mistaken for a women when dressed as a guy. You've always been willing to accept the kinks your wife introduces, as they've always led to fun for both of you. Are you going to make decisions that will push you quickly through the changes, or will you need a longer time to accept the changes that your wife is introducing. This story will involve minor and , and will involve the main character taking on the role of a sissy. Either in all or some situations depending on the choices you make. For now I'll be keeping this as a private story, but may allow others to submit chapters in the future. I'll try and make sure updates are semi regular, but as this will be done in my free time they will probably be every few months.
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- Chastity, fucking machine, fuck machine, Sissy, Feminization, Cuckold, Submissive, Pegging, strap-on, dildo
Updated on Jun 7, 2025
by Wolf Keeper
Created on Apr 12, 2023
by Wolf Keeper
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