Well I would not have guessed this. I have been having chastity fantasies. The last couple times I have been in chastity have been positive. I have a Mistress that cares for me and about me while I am in chastity. It's amazing how a random comment and an occasional tease goes a long way. Positive experiences like this will go a long way and will likely have we begging for chastity in the future. That got me thinking about still being sexual while my cock is locked up. These is something so hot about having sex and pleasing my Mistress all while my cock can't feel a thing. These images came to mind.
This first image is the most powerful. It shows just how hard the guy is. She is rubbing his prostate gland from the outside. I'm betting if she keeps going long enough, he will eventually have an orgasm without his cock ever being touched.