Disable your Ad Blocker! Thanks :)
Chapter 31
by Wolf Keeper
The morning jog
Unfounded fears of discovery
Fully stretching out, and admiring your beautiful wife as she does the same. When you're both finished you start to jog down your driveway at your regular pace, with Jane right next you as you start jogging. Getting about a quarter of the way through the route you both regularly take, it starts feel like you wearing your lingerie at work. No one is commenting, giving you odd looks, or acting disgusted. In fact, you see both women and men give you and Jane a second look sometimes.
By the time you've finished your jog, you're not out of breath, but you found it a nice work out. Unlocking your front door, you both walk over to the sink to refill your water bottles before you both down 2/3 of the bottles. You have a short rest and a light breakfast before heading into the gym for your regular work outs here. Taking off the cropped workout jackets as they were mainly to provide you with a bit of protection from the cooler morning air. Both of you go through your regular work out sets for a saturday.
Through out the run, and works outs in the gym, there has been one thing that has you paying attention to it above everything else. The plug has been an ever felt pressence since it was inserted earlier this morning, and while you would still prefer it be taken out. You have to admit, the larger size is definitely enjoyable, and you feel very horny. Looking over to Jane as you both finish your last sets, even though your both sweating and breathing semi heavy from the exertion, you want to pull all the clothes of your wife right now and fuck her until she is unable to walk.
Walking out of your gym to the sofa, you sit down in a flop. Jane is standing in front of you at the moment with the remote in her hand looking for something to watch while drinking from her water bottle. You decide that with your wife has been taking charge all day, and for the past few weeks. You raise your hips up, then pull your leggings and thong down in one motion. Almost as if you're you will it. Your clitty, after being soft this entire time, goes fully erect.
Moving quickly, you stand up behind her while pulling her leggings and panties down at the same time. You then quickly line yourself up and enter her pussy from behind, but you wrap your arms around her waist and pull her back down with you. Letting out a small yelp of surprise from your sudden aggressiveness, before the long sultry moan from you entering her. The fall back onto the sofa not only sends a massive jolt to your prostate from the impact, it also causes your wife to slam down hard on your clitty, before the bounce off the sofa forces her back up again. You just manage to keep a hold of her, as your hands slip from her waist to her hips. You keep her from going far enough for your clitty to slip out, and pull her back down on you again.
You get into a rhythm thrusting your hips up, and then pulling out slightly for her to fall back onto you. It's during this that you realise you can't feel anything from your clitty again. It's like your clitty is a dildo, and you could fuck her for for awhile if this holds up with how horny you are right now.
Stopping your thrusting, you stand Jane up with you as you slip out of her. This causes a disappointed moan from your wife as the past 10 minutes of intense fucking you've given her, has her juices flowing out of her like a tap left wide open. You turn her around, pick her up in your arms forcing her to wrap her legs around you, before lining yourself back up and dropping her enough to **** her all the way down on you. Turning around you set her down onto the sofa and start fucking her hard.
After 30 minutes of fucking her, and quite a few orgasms for her. You finally start to feel something from your clitty as your thrusts are slowed to hard deep thrusts. You finally orgasm after another 10 minutes of this, causing her to have one final orgasm with you. Collapsing next to her on the sofa, your both panting heavily and are looking at each other with highly content in one of the best fucks you had in a while.
"Well... that was... certainly an experience..."
Having to take a breath in between her words.
"...I don't... know... what brought that on... but... whatever it was... that was... wow..."
Her eyes start closing, as she barely finishes speaking before falling asleep next to you. While you're hardly full of energy, you manage to stand up. Pulling your leggings and hers up. You pick her up in your arms, and while she cuddles into you after you pick her up, one arm under her knees the other holding her back. You slowly climb up the stairs and carry her to your bedroom. You set her down onto the bed on her side, then remove her trainers, before removing yours and getting into bed behind her. Before you join her in sleep, you feel her turn over and cuddle herself up against you again.
A nap interrupted.
Disable your Ad Blocker! Thanks :)
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.
- Tags
- 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
You can customize this story. Simply enter the following details about the main characters.
- All Comments
- Chapter Comments