He is a proven liar. I doubt he's having any pain or cramps at all, he's making all of this up.

He's clearly just fishing for advice on how to better LARP menstruation.

We need to handmaiden him some wacky ones

Do you feel like giving all your money to an internet stranger? That totally happens to me too!! Tell ya what, you send me your money now and I’ll return it, with all my money, in two weeks when I menstruate. Then we will have sleepovers and do each other’s hair in a nightie.