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Chapter 57
by Wolf Keeper
The next day
No reactions
Waking up next to Jane you get out of bed to do your normal morning routine when you realise that you're still wearing the corset and can't undo it. Walking back to the bed, you gently wake up your wife so she can help you with the corset. With the corset off, you take off the rest of the lingerie you were wearing and complete your normal morning routine. Coming back into the bedroom you notice that there is an entire white set of lingerie on the bed including another corset. Though this corset wasn't an underbust like the pink one, this has a full bodice and will partially push up your now attached breasts.
"Into the wardrobe Mary and grab the lacing bar like yesterday. I decided this morning that I'm going to add a new rule for the rest of the week. You have to be wearing a corset every day, as it'll help train your body into a more feminine shape through the day. I'll send you an updated list of rules today."
Once laced into the corset, you slid your stockings up your legs and attached them to the corset suspender straps. Then you took the panties laid out and slid them on as well, noting that they have a large bow on the back in the middle of your arse. If it were undone it would leave your arse exposed and ready to be fucked. Getting dressed in the rest of your work clothes, you head downstairs and have a quick breakfast before heading to work. Giving Jane a kiss on the way out the door, she gives you a spank on your arse as you leave and a wink when you look back at her.
Nervously walking into the office as you're expecting some type of reaction from your colleagues. You get greeted as you normally would, with no one making any comments that you can hear. Once in your office you manage to relax slightly, and carry on with the rest of your day. Keeping your suit jacket on the entire day as you are working, you get occasional visits from people poking their head in asking you to confirm if you've received or sent something. You get a visit from the mail guy as well, who leaves a small parcel on the table by your door before quickly ducking out of the room.
Collecting the parcel and sitting back in your chair, the label on the parcel has your home adress and wifes name as return to sender. With your interest peaked you open the box and find a an evelope on top of 2 plain boxes, with a hand written message that says 'Read me before opening the boxes'. Inside the envelope is a hand written note from Jane, that has instructionsat the bottom.
'Hello Mary,
Inside the two boxes are instructions for how this game is going to continue, before coming back home you are to have followed the instructions.
Enjoy the surprises'
The instructions written indicate that you need to open box 1 and follow the instructions inside fully, before opening box 2.
Box 1
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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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