NEVER send a man pictures. NEVER EVER. It's not worth it, you don't need to prove anything to him. If he asks for pictures, just know that that's the only thing he wants from you and he doesn't care about you, he's just a horny mf who wants to fuck around. There are also lots of ways that he can save or keep your picture, either by taking a picture from another device or downloading an app that allows him to take secret screenshots so JUST DON'T. Also, don't sell yourself like that to a boy just to satisfy him. If he needs your nudes to be satisfied, then you're better off without him. Speaking from experience to all my girls, but I obviously said no, and if you happen to be in the same position, you should do the same.
Same goes for guys that are in the same or similar position.
The message is DON'T SEND PICTURES to anyone.