I have had men send me pics of their little head which is what they were thinking with. Can't imagine someone sending a picture of their cock and thinking it will be a turn on for any lady. I have heard other ladies mention getting such a present in their in box as well.
Is he a real escort or a wanna-be since there is a big difference. If he's legit his advances could be legit and not playing games. He might have some financial interest you might share. Also many men would rather pay than get involved and he is no different than the vast majority of men who feel this way. Lots of ladies would love to get paid by a handsome hunk so see what he has to say before you send him to your spam folder.