Kai was once again alone with Kate. Being in a woman’s bed was not unusual for Kai, but this felt very different. For a start, he was handcuffed to her bed and locked in a chastity cage. But it was more than that. This wasn’t some girl he’d picked up at a club. This was a girl who owned him. While there was an undeniable physical attraction between them, everything resolved around Kate. Kate’s control of his cock gave her...

It was too good to be true. My daughter, who lived about three hours away, needed someone to house-sit for her for a couple of weeks. I was quasi-retired and able to do what work I did from “home” (read: anywhere I could get an internet connection). My wife had to pull the old nine-to-five grind at a brick-and-mortar business, so that left me to my own devices. It would be a perfect opportunity to indulge in my true passi...

The evening draped itself around me like a lonely shawl, the last light of day fading into an indigo sigh. My apartment, usually a haven of solitude, now echoed with a palpable silence that seemed to amplify my longing—a yearning not just for company, but for the fiery touch that could ignite the smoldering embers within me. I wandered aimlessly from room to room, each step a muted plea against the hardwood floor. The reu...

It was early evening and Kai and Ellie were the only people left in the office. Kai had switched his browser to ‘incognito’ mode and was searching for possible weaknesses that might let him escape and have a brief respite from his remote-control chastity cage. The results only confirmed what he already knew, and he was shaking his head as Ellie breezed into his office. Since discovering her boss’s chastity cage, Ellie had...

Eventually, Thomas was able to cum. A deep, satisfying orgasm, with his dick surrounded by the soft velvety folds of his sister’s pussy clamping down. Unfortunately for him, however, since there was still some time left before then, that particular account will have to wait for another while. Another couple more months of frustration perhaps, during which he would simply have to put up with the fullness in his balls. In t...

On the third week, they rolled another three. Not a three for him or for Sarah, but a three altogether. Thomas felt like crying. He could hardly believe it. Already, it had been three entire weeks since he had been locked up in chastity, and the only thing he was able to get was another dry and painful handjob without the slightest hint of relief. His body couldn't take it anymore. Being forced back into his chastity cage...

An eternity seemed to pass before the next weekend came around again. Sitting at his desk at school, Thomas drummed his fingers absentmindedly against the surface. It was Friday, the last period of the day, and in another thirty minutes or so the bell was due to ring. Mrs. Parkins, their English teacher, droned on at the front of the class. Her chalk squeaked silently across the blackboard, and he tried to tune out the ir...

The weather was perfect, so I got everything ready and set up so that I could start grilling as soon as Cheryl got home. She welcomed the idea when she arrived and went upstairs to change into more comfortable clothes while I got things started. Watching her climb the stairs, I wondered how successful her outfit had been in attracting attention and how much she had enjoyed seeing all those eyes turn and jaws fall open. I...

I left an absolute wreck. I only pulled on enough clothing so as not to arouse any suspicion should I encounter anyone on the way out of the building. At home I took a quick shower, releasing myself from my cage to properly clean up. After that first sissygasm — even out of my cage — my cock didn’t even attempt to get hard. I locked it back up before leaving the bathroom and slipped into a pair of pink panties and a short...

It was Friday evening, which meant that the weekend was just around the corner. That meant two long glorious days of no more classes, no more homework, and no more school. Thomas couldn’t ask for anything better. It was a dream come true. Pure unadulterated relaxation, with hardly a single care in the world. Well, save for one other thing. Sure, the weekends were the perfect time to lay back and relax, of waking up late a...

So Begins My Life In Chastity. It had been over a year, almost two years since my relationship with Kate. I was feeling extremely lonely and depressed one day. Here I was in my thirties, single, never married, and with no kids. Everything I dreamed of and wanted in my life was pretty much just not happening. My best friend Stacey since my mid-twenties was always trying her best to console me and be uplifting to what I was...

Jess looked at her phone screen, and a tremor of excitement went through her. There were a few simple pleasures that never failed to brighten up her day. A good game, a relaxing night, anything she could do on a quiet night. But she knew what her favorite was, and from the message, she knew she would get it soon. Katie had texted her, 'Please miss, please!!! I need it! I don't know how much more I can take!!' That moment...

I felt the wetness as he spit on my asshole and the head of his cock. He slid the head back and forth, spitting several more times. “Please, Miss Katie,” I pleaded, “I have lube in my bag.” “Hmmm. I don’t think I want her first time with a black cock to be the ‘prison bitch’ experience. Let’s give her a break, Devin.” Katie rooted through my bag and easily located the lube. I looked back over my shoulder and watched Devin...