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Chapter 4
by Wolf Keeper
What's next?
Breakfast, and work arrival
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, though keeping the panties on to avoid upsetting Jane by taking them off without telling her. 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 finishes, Babe says to stay seated as she gets up and heads up stairs. After about 10 minutes she comes back down wearing a long robe and walks in front of you. Opening the robe, she reveals a set of red lingerie that looks gorgeous. She has one a red lacey bra that is showing a hint of her nipples underneath. Matching the bra she is wearing a matching 4 strap lace suspender belt, which is holding up the match red lace topped stockings. A small lace front g-string completes the lingerie, as she turns around showing you the back.
She has you stand up to pull the jogging bottoms you put on down revealing your own panties underneath. She pushes you back onto the sofa, making sure to have you positioned for her to give you your promised blowjob. With your legs spread, she kneels down between them and starts to run her hands up your thighs slowly. Then grasping the waistband of the panties, you raise your hips as she starts to pull them down. With them out of the way, you sit back down and look at Babe as she leans forward to give you the blowjob.
"I'm glad you kept the panties on Sweetie. I hope it made your day interesting for you at least. Reminding you of my promise, I'm sure the picture I sent also helped with that reminder."
Giving you a sultry smile while looking up at you. She leans over and takes the head of your dick in her mouth. Running her tongue around the head, she then pulls off the head with a pop and starts licking from your balls up to your head. Doing this slowly a few times, like she's licking a lollipop, she eventually takes you further into her mouth. She takes you down until only about 2 inches of your dick is out of her mouth. She slowly works up and down your dick, making sure to lick the underside as she does so, and paying attention to the head.
As the blowjob goes on your moans only encourage her further. She starts to work up the tempo of her blowjob, going faster than she has ever before. Gagging slightly as she does so, she's definitely trying to make this one of the best blowjobs you gotten from her so far. Nearing your limit you let her know you're about to cum in a moan. This stops her at the head of your dick, as she strokes your shaft and licks all around the head until you do cum in her mouth. You feel yourself pulsing several times as she catches it all in her mouth.
Looking up at you while you were orgasming, and then as she cleans your dick once your finished. She releases you before swallowing your cum in front of you, something she very rarely does. You feel her pulling the panties back up, and as it reaches your thighs, you lift up again for her to finish. She tucks your dick back into the panties as she gets them into place. Keeping you lifted up, she then pulls your jogging bottoms up as well. Once your redressed she gets onto the sofa next to you and cuddles up into your arms.
"I hope you enjoyed that Sweetie. I figured as you rarely get a blowjob from me, I'd make it special. Lets cuddle her for a bit then we can have dinner, watch a movie, and then go to bed. After all, you don't have any more half days this week."
Getting up, the rest of your day goes as she said it would. After she picks her robe up off the floor and puts it back on, you have your dinner together. During dinner you mention forgetting what you were wearing all day, but you couldn't imagine it being every day. After dinner you go upstairs to watch a movie in bed together. That way you can go to sleep whenever you're tired enough. You change out of the comfort clothes and take off the panties before getting into your pyjama bottoms. You eventually fall asleep after Jane does, as she fell asleep cuddled up next to you while watching the film.
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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