Chapter 4
by Wolf Keeper
Do you accept the additions?
Yes, you do.
As nervous as this makes you, you can't help but admit you are turned on as well. Your body is definitely giving all the signs to say you are, and while you may make a different choice more clear headed. You can't help but follow you're wifes suggestion. You know she wouldn't do anything to risk your job, or the life you have together.
"Okay, I'll accept wearing both Babe. However, as I'm going to be in a meeting today, I will need to take the plug out before the meeting to ensure I'm not going to be too distracted by it. I know you wanted me to wear it the entire time, but I can't be thinking about it, the panties, the cami, and you while I'm in there. Agreed?"
"I only agree, if you promise to tell me when you're going to your meeting, and when you've finished it, with picture proof you've put the plug back in. Deal?"
"Fine... though it'll awkward taking a picture of it in the mens, once it's back in."
"I'm sure you'll figure out a way."
With that comment, she directs you to bend over so she can insert the plug. Once inserted, she gives it a quick pull and push back in just to get you more worked up, while handing you one of her promised panty liners to soak up the precum you're already starting to slowly leak. Holding the cami up for you to get into while standing back up, you slip your arms in and let her settle it around your torso, adjusting the straps to make sure it fits correctly.
"There, you look so cute in the white lingerie. I wish you didn't have to work, as I'd love to have you fully dressed as my naughty girlfriend all day."
With you dressed in your lingerie, your wife gives you bum a gentle pat, making sure you feel it in the plug. Putting your suit on over the lingerie, is a unique sensation for you. Not familiar with the feeling of satin lingerie beneath your work clothes, you wonder whether it will be noticeable or not during the day.
Joining your wife in walking down stairs for breakfast. She sets about making some scrabbled egg on toast for you both, with your morning glass of juice. You enjoy a relaxed breakfast with Jane before kissing her goodbye at the door and heading to work.
Off to work I go.
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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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