I was a little surprised when a strange man asked me out for lunch, but when he said he wanted to talk about Brenda I was suddenly interested. As I arrived at the restaurant he was already there in a cubicle that offered pretty good privacy. We ordered drinks and he began to explain.
“I just want to start by saying that Brenda and I are together and have been for about a year” he began.
Brenda, or Brad as I knew him was my former boyfriend from college. It was an exciting relationship to say the least. First things were normal as we started to get to know each other, but with his prodding things quickly turned as he started to play out some of his rather unconventional sexual fantasies with me. His submissiveness brought out my dominance you could say. Within 6 months I had him locked in a CB 3000, within a year he was locked tight into a custom full belt made in Germany.
It was at that point I started on an experiment. First I made him wear woman’s underwear. Then I made him shave his whole body. Then I slowly started introducing him to more and more woman’s type clothing. Two years later and I was no longer dating Brad, but was now dating Brenda, a full blown sissy boy.
As fun as it was converting him, I was not really interested in girls. I had a real boyfriend on the side and when he found out he was a cuck (I don’t know how it was a surprise to him, we hadn’t had PIV in over a year) he left in a rage. I haven’t seen him at all these past four years. I guess I made him not just a sissy but a faggot considering I was now talking to his boyfriend.
“What I need” continued Brad’s boyfriend “or rather what I wanted to ask was if you still had the key”. This snapped my attention back from my daydreaming about the fun I had converting him.
“Is he seriously still locked in that thing?” I asked incredulously.
“He refuses to get it cut off” he said, “not only was it expensive but I don’t know what you did, but he refuses to steal his cock back from you after he had given it to you all these years. The only way it is coming off is if you give me the key. I have enjoyed being in a relationship where I was always the one doing the penetration, but after a year I desperately want it to be both ways.”
“Yes, I still have the key.” I said. At that point however a really horrible idea came to me. “But if you want it you have to earn it”
“Anything, oh god anything” he said.
An hour later we were leaving my apartment, I just happened to have one of those newer titanium chastity cages, not as secure as a full belt but still pretty much impossible to get out of unless you wanted to do some damage to yourself. “As I said, come back in 6 months and I will give you the key”.
Six months passed, and then, to the day he and Brenda got in touch and wanted to come over. He had fullfilled the bargain, although Brenda was furious at him for even starting it. In my apartment I inspected that it had not been tampered with or removed. I then went over to my desk and retrieved the key to Brenda. “Are you sure?” I asked, they both exploded with “yes”, then I unlocked Brenda. Surprisingly despite being encased in metal for 5 years, the cock seemed to be in okay shape, although I could see that as it was trying to get erect for the first time in so long was uncomfortable, but I was sure it would still be functional. Those Germans make great things.
I wished them good luck and then shooed them out of the apartment.
“Wait, what about me”, Brenda’s boyfriend declared.
“That wasn’t part of the agreement, anyways, I only unlock sissy boys, come back after being a sissy for a couple of years and then we can talk … goodbye” At that I shut the door to the apartment and locked it.
Source: reddit.com/r/sexystories/comments/7wwjfg/brendas_boyfriend_bdsmchastity