How to wear chastity cage. Sex wife Advice. At first, we were doing things all wrong. And I didn't even know it. ?For starters, you might need to shop around a little to find a chastity cage that fits property. A lot of cages come with different-sized rings to fit around the scrotum. Naturally, if you try to shove a penis in a cage that is too small, it might cause some problems. The cage is supposed to be restraint and discomfort, not a very uncomfortable device. ?Secondly, just because you have a chastity cage and you get your man to wear it, that doesn't necessarily mean he's using it co... Show more