OK so why a chastity belt? Tucking hurts bad enough sometimes. Even with an "orchi".
Like I said before we have to tuck when wearing a dress or skirt. Tight enough jeans we may be able to get away with if they are women's jeans. Or shorts even if they aren't too short.
I mean I tuck and it is the art of pushing the testes back into the pelvic holes from which they dropped. Sounds painful guys? Not really. Go outside in -20 F naked and see if they don't suck back up.
Those openings in the pelvis are always there. What hurts is getting turned on and your cock when you have it tucked gets a little hard either in panties or tight jeans. I mean I only tuck when I wear a skirt or dress just in case. It is rare but on fucking time will out you if noticed. In jeans I just push it as far back as I can and between the panties and the jeans, it will stay no matter how wet or horny I get. Oh plus a thong helps a lot because it is way tighter in the crotch than "granny panties".