I cannot say that anybody in my life is asking me for photos of myself like that. But when I used to be on trashy dating sites like POF and OkC, it happened often.

You sound like you are saying only sometimes its of the romantic interest type. I'm going to go out on a limb and say probably every single man who has wanted a picture of you has had sexual intent. Like the reason they're asking, is sexual. Especially if he is pestering you and won't leave you alone.

In regards to your dad, I'd need more info.

If you give in and send photos, they will keep bothering you.

I'm sorry you're dealing with this.