Over the weekend, BF had Friday off, so I figured it was a good moment to put him through his first full weekend in chastity. When I originally came up with the idea of using the chastity cage for him—to give myself some peace of mind—he agreed to wear it whenever I commanded.
After we did our usual thing on Thursday night, I secured the lock before bed. He asked why, and I pointed out that he had promised to comply when I said so, which was exactly what I was doing. It didn’t seem to upset him at the time.
I woke up Friday morning while he was still asleep, got ready, and headed to work. Upon returning home, I mentioned we were going out for the evening, as is our Friday tradition unless I’m working nights or evenings. He asked me to unlock him so he could freshen up, but I told him just follow what he had read about cleaning himself while wearing the cage. He grumbled a bit but complied.
Once home, I made him ‘service’ me until I reached several orgasms, then turned off the light and said goodnight. When he asked if I was going to ‘return the favor’, I asked for clarification on what that meant, so he explained his desire for release.
I reminded him of the rules we had agreed upon: one key rule being that when in chastity, he must ask for permission before seeking pleasure. Since he hadn’t followed this properly earlier, I decided to add an extra day to his sentence. He asked how long it would last, but I told him I’d decide and let him know by unlocking him. (I had planned to keep him locked until Monday morning anyway, lol.) Naturally, he started protesting, but when I questioned what length of time he expected for being kept in chastity, he went back to sleep.
Saturday morning, after he pleased me several more times and asked to be unlocked again, I said ‘No.’ He complained about having to wash himself, so I told him to do as he did the previous night. I was planning to go shopping with friends, which he knew. Just before leaving, I reminded him about looking at porn sites while I was out and how I had ensured that doing it this time wouldn’t benefit him much, perhaps encouraging him to find something else to occupy himself.
When I returned, we went to the movies. After coming back, I made him ‘service’ me once more and denied his request for release again. He wasn’t happy but didn’t protest heavily, likely remembering my threat of a longer lock-up.
Sunday morning, I didn’t require him to service me immediately; he asked again to be unlocked for the bath, so I told him to clean himself as before. Early that afternoon, he complained about the duration of his confinement. So, I explained: “I’ve said many times that I don’t like you looking at porn or touching yourself. Whenever you want to do either, come to me and I’ll handle it. If I’m not available, learn to control yourself until I am. Yet you continue watching sites and playing with yourself regardless. Since you won’t control your urges, I will control you until you can. You are in chastity because I say so; the more you complain and beg, the longer it lasts.”
Actually, there were moments over that weekend when I felt like climbing the walls myself. While BF is excellent at ‘servicing’ me, I do enjoy the entire dynamic. The thrill of being in control helped me get through those times.
Sunday night, I dressed him up and we went to bed early. This served as a tease because he associates wearing my underwear with sex. It would be the first time he got dressed without expecting sexual release that same night. He ‘served’ me, asked for release, I said no, he complained, I asked if he wanted to stay in chastity for the rest of the week, and then he slept.
I woke him up early Monday morning on purpose, unlocked him, and allowed his pleasure. I was surprised by how quickly and heavily he ejaculated the first time. Does this happen with all men released from long-term confinement? He is capable of multiple rounds, so the rapid initial climax wasn’t an issue, but it was faster than usual when I’ve been away for a few days due to hotel stays.
Anyway, on Tuesday evening when he got home, he said we needed to talk. I thought it would be difficult, but I think things went okay. I’ll share more details later; gotta go now, back at work.