Chapter 5
by Wolf Keeper
The day
Breakfast, work, home
After walking down the stairs, you head to your office to sort a few things before work. Then join Jane in making a quick breakfast and sit down to enjoy it together. When breakfast is finished you give her a hug and a quick kiss before walking out the door to your car. As you start to pull away from the front of the house you see Jane closing the front door.
The drive to work is easy as your starting an hour later for the half day, you're at your office quicker than normal. Walking inside the building you head to your office, set your bag next to your desk and spend the first hour working before needing to attend the meeting. The meeting is the standard dull affair, nothing major to be reported.
When you get back to your office your phone vibrates in your pocket with a message from your wife. She's sent a picture of her flashing her panties while out shopping for food. Along with the picture she also messaged saying 'Figured the view might make your day more fun. See you at home when your finished. ;)'. Smiling and appreciating the view of the panty flash for a few minutes, you close the message and finish typing a few reports before the half day is over and leaving for home.
Getting home just as quick as you got to work. You find Jane working in her office on a commision drawing. Kissing her as she takes a brief pause when she hears you come in. You then head to your office, set your work back down and walk out to the kitchen to have a quick late lunch. You then head upstairs and change into more comfy clothes. As you get back down stairs you find your wife getting cuddled up on the sofa to watch a film together as she's stopped working for the day herself.
After the film Jane suggests that you have an early dinner together and then go up stairs to relax together in bed before sleeping. After dinner you go upstairs to you change out of the comfort clothes getting into your pyjama bottoms. You eventually fall asleep after Jane does, as she fell asleep cuddled up next to you while you were watching a TV series you've both seen before.
End of the week
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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