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Chapter 19
by Wolf Keeper
TIme for spanks
A little light punishment
After getting you calmed down, Jane takes your hand and leads you to the sofa. Sitting down in the middle near the edge of it, you feel her tugging on your arm and bending you over her lap.
"Now, to get your mind off going outside, and to properly make sure you realise that while I'm going to be pushing your comfort zone a bit. I think it's time I give you those promised punishments from earlier, and one for being a silly sissy by thinking I'd take you outside before your ready."
As she says that you feel her lifting your skirt over your back, then folding it in on itself to tuck it under the waist band. Leaving your bright white panties in plain view and exposed.
"I believe I owe you some spanks for 3 different times today. The first for taking your plug out without permission... The second for taking advantage of me while we were getting dressed... An the third for not trusting me just now..."
Interlaced with her saying the 3 reasons, you receive a spank on your butt right in the middle. Right where it will put the most pressure on the plug.
"With you having earned 3 sets of spankings. How many am I supposed to give you for each of those 3 sets?"
You look back over your shoulder to see her thinking it over. While she's doing that, you can feel her fingers gently stroking over your bum.
"I think 10 per set sounds good. As that should have your bum nice and pink by the time I'm done."
She gives you a smile while she says this and directs you to turn your head to face forward for you.
"Okay. We're going to follow the same rules as we normally do. With each spank, you're going to count it out. As it's 30 spanks. I'm going to do 10, then a brief pause, then the next 10, then another brief pause, and the final 10."
Continuing to stroke her gentle over your bum while she explains all this. While you're not one for pain, the spanking games you play together do have the effect of turning you both on. You've both been on the giving and receiving end of spanking sessions plenty of times. You can feel your clitty for the first time since you got tucked in your panties this morning, trying to stiffen. A fact not lost on your wife, as she can feel it pushing against her thighs.
"Getting turned on by the thought of being spanked are you? You naughty sissy. I might just have to give you 10 more after the 30 you've earned. Just for being a naughty sissy slut who can't control herself..."
'Slap!' "1"
The first spank hits on your right cheek. About as hard as you're used to you. You just weren't expecting it. At least it wasn't square onto the plug.
'Slap, slap, slap' "2, 3, 4..."
More spanks quickly alternating between your cheeks.
'Slap, slap, slap, slap' "...5, 6, 7, 8."
Four more and you're really starting to leak into your panties, and your clitty is a stiff as it's going to get. You almost forgot to count with how much this is getting you going.
'Slap!... Slap!' "...9!...10!..."
Struggling to count the last 2, as your panting hard from being so excited. The last 2 of the first 10 are squarely in the middle of your bum, and are much harder than the the previous ones. These were definitely meant to push on the plug.
The spanking continues...
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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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