Trying Extended Chastity Again

My girlfriend and I have experimented with chastity before. We never went very long, capping out at ten days. It began when we were watching some femdom videos together; a guy in one of the clips was wearing a chastity cage. She asked if I would wear one for her. It wasn’t really something I’d considered or felt strongly about initially. I reluctantly agreed to give it a shot. She ordered a CB-3000 knockoff from eBay, and when it arrived, I felt both excited and nervous. The first time she locked me up was truly intense. Although it only lasted for the weekend, she made it memorable. There was plenty of teasing, lots of femdom play (which I really enjoy), and naturally many orgasms for her. We went out to a nice dinner, and she wore a low-cut dress with the key resting around her neck. For something I was initially quite leary about, it turned out to be incredibly hot! After that, we played on and off over the next few days. She really enjoys tease and denial play and LOVES ruining my orgasms. Controlling when I cum is a huge turn-on for her. Although we’ve discussed trying extended chastity, we always end up stopping just before the predetermined release date. While it’s definitely a relief to finally let go, sometimes I wish we had stayed locked longer. Having her in 100% control of my orgasms is a massive turn-on for me. I LOVE giving her pleasure while she denies me. The complete power shift when I’m locked up feeds into my submissive fantasies, and the dynamic changes intensely whether she fucks me with her strapon while I’m confined or if I fuck her using the strapon, providing her the pleasure I crave but can’t quite have—that drives me insane! The last time we played, the plan was for me to stay locked for at least two weeks, possibly longer. It was entirely up to her decision. I was extremely excited about the prospect. However, a few days in, my cage broke, so that ended the game rather abruptly. After discussing it, I ordered a CB-6000s knockoff from Amazon and while browsing there, I came across The Keyholders Handbook. I asked if she’d be interested in reading it. She said yes, so I ordered both books. This Sunday marks our restart. I will be locked 24/7 for at least two weeks. At the two-week mark, we’ll decide whether to continue. Needless to say, I’m extremely excited about finally giving extended chastity a serious try. Wish me luck.

Good luck. As I pass the two-week mark and head into the third with no future release date set (oops):D I can say it gets easier physically but harder mentally. And just a tip: cleaning and moisturizer are extremely important, especially for us plastic cage guys. Do them daily and you will enjoy endless amounts of locked-up time. Another tip: save up for a metal cage. Others here say it's worth every penny.