Don Quixote acquired a new chastity device. The last one had not worked so well. The new one was The Boy Trainer Silicone Cock Cage from Mr. S. It had some nice reviews, I liked the way it looked and I was looking forward to trying it out.
We decided to experiment one evening at his place. Putting it on was not easy. His dick stuck to the silicone. I suggested some lube and it went a little easier but it still took quite a bit of tugging to get his dick in it. This is not so bad as it is not something that you put on regularly; it is just something that should stay on. Once his dick was in the device, the strap that holds the balls came up and locked easily to the strap that went around the cock and balls. I like how everything but the lock is made of soft silicone. And it felt good to him. Very snug.
We went to sleep and I kept the keys close by. Wearing a chastity device overnight is usually the true test. If it will be uncomfortable, it’s usually through the night. DQ woke me up early, the Cock Cage was too uncomfortable. Maybe it was the hair that pinched or maybe it was too snug, but I unlocked it and released him. I went back to sleep.
I woke up a little later feeling his body up against mine as he worked his hard cock. I reached back and began to play with it. When he was close to coming, he asked permission to come. I paused and thought about it. And he came!
I was annoyed and asked him why he bothered to ask permission if he was just going to come anyway. He sheepishly told me that he had waited too long to ask. I lay in bed and thought about that while he got up. I heard him grinding coffee beans in the kitchen and mulled my options.
When DQ came back with coffee, I told him to get me a cane. He brought his case to me and I picked his meanest cane, one made of delrin. I explained that there would be no warm-up. I would not be nice. If he wanted to play a Dominance/submission game of asking permission to come, I would have to play the punishment game because he came without permission.
He lay across the bed. I brought the cane swiftly down on his ass. He cried out in shock. I paused so that he could feel the full effect of the stroke. And then I hit him again. Slow and hard I continued. I did not count the strokes. It was too early in the morning for that, and I was only then having my coffee. But, man, I gotta tell you, that is my favorite way to wake up and have coffee.