My wife and I have been part of the chastity lifestyle for several years. Each year, she wears the cockcage for a few months—typically one or two—at my behest. She enjoys feeling desired by her husband and experimenting with different dynamics between us. It takes roughly ten days for the mental stimulation to peak and for me to fully submit to her control.
This time was distinct. I requested the cage again, and she was thrilled. However, we were heading on a 12-day holiday within two weeks, joined by our daughter. We booked a small apartment with a pool, meaning regular swims together, which makes wearing the device less comfortable. Keeping everything clean amidst all that swimming is also tricky, so removing the cockcage seemed necessary.
Meanwhile, she had discovered prostate milking, and I showed her a film that really got me going. She was utterly captivated by it—a wonderful experience.
The vacation arrived, and indeed, the cockcage came off. But we both felt chastity should continue; it was too enjoyable to stop now. So currently, I’m roaming around without the cage, pleasing her in the evenings while holding back my own release, all under constant teasing from her. What a challenge! She promised to peg me if I manage this throughout the holidays until we return home. It’s something I’ve wanted for ages—my first time.
I also spotted a pair of latex gloves in our luggage; I suspect she’ll be using them on me during the trip.
These will be 12 thrilling days for me. Any tips you have for these 12 days are greatly appreciated? Currently on day two, and still no orgasm yet. link to the video that got her excited ->