With how lonely you sound, I might exercise caution on the naked pictures until you know the guy well enough to feel safe that he won’t show them around.
This definitely appears to be more of a male thing.
At least, in terms of sending the pictures unrequested.
So no one trusts one another, and it’s easy to be fooled by the right camera angle and filter.
If you like the guy, and you trust the guy, and you want to show him a little skin, go for it, but do so with the understanding that you might not hear from him again and you lose control over the dissemination of the picture.
— Lonely in Alabama Brian: First of all, props to you, hot stuff, for getting back out there in the big, bad world of dating.