[26M] locked me in chastity to take my [23M] virginity again

I had been his sub for a while. Regular fucking, giving oral on command, the whole routine. It almost wasn’t fun for him anymore. He decided that he was going to cage me until I went back to “normal” again. He wanted me to get tight again so it was like our first time.

We had an open relationship, so he had plenty of other subs he could have sex with. Men, females, sissies, all of it. He called me up to his room like normal. Instead of taking off my clothes, he had a bag sitting on the bed. The first thing he got out was a chastity belt. I stepped into it. He put my dick inside the cage, and locked it. Not super small, but enough that I wouldn’t be able to get an erection. Next, he locked the belt on top of my hips. This was right. I couldn’t move it below my hips, no matter how hard I tried. He tightened it by one more notch, just to be sure. Finally, there was a metal bar that went underneath me/between my legs. It sat snugly against my asshole. No butt plug. Just a metal bar. He told me to try to touch my asshole. I could touch it. He tightened it. I tried again and could barely slip my finger under the metal. He tightened it once more. It was really tight now. I tried again and couldn’t. He tightened it once more. It was squeezing me now. Above my hips, and between me. He took out his phone and took pictures of the numbers, that way he knows how tight to make it next time.

He handed me a pair of panties and I put them on, no hesitation. It was normal for me to dress like a girl. He reached into the bag and pulled out a bra. I put it on, but it didn’t come close to fitting me. “You’ll fit into these soon. I’m going to get you implants!” I was scared. But I said okay. I wore the bra and looked down at all the empty space. “Sir, what size are they?” “G! The biggest I could get a surgeon to go.” I looked down and tried to relax. The final thing in the bag was an outfit for me. It was a tight red dress. I put it on. It fit me.

Now, you’re going to live with this chastity belt on, for a long time. No more sex, no touching yourself, no anal, nothing. “Sir, how long do I have to stay like this?” He stood up and came towards me. He ran his fingers through my hair. “I want you to have long hair for me. You are going to stay abstinent until your hair is long and beautiful. Until your hair goes down past your beautiful ass.” I knew that would take months. Maybe even a year or two.

“While we’re waiting for your hair to grow, you’re going to work on your perfect body. Every day, we will go to the gym together. I’ll undo your chastity cage so you can exercise properly. But I’ll be watching you. No touching yourself. I have cameras too. We will sleep in the same bed every night, unless I have company. Then you will sleep on the floor next to us. Every morning, we will wake up and go to the gym. When we come back, you will shower, dry off, and act like a lady. Makeup, nails, outfits, shaving your ENTIRE body. Every day.”

“Yes sir.”

“You will be taking estrogen as well. I want your voice to get higher, face to become feminine, boobs to grow even bigger, hips to get wider. And once your hair is long enough for me, you will be my perfect virgin sissy. Long hair, implants as big as they can get, a perfect huge ass with wide hips and a skinny waist. And most importantly, the tightest little ass and smallest clitty ever. A real virgin.”

Source: reddit.com/r/eroticliterature/comments/w2h0jo/26m_locked_me_in_chastity_to_take_my_23m

1 comment

  1. Me a trans girl- if only estrogen made my voice higher just like that. Good story though 👍

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