So. He has a foot fetish. Lots of guys seem to have a thing for womens feet. Not something I understand, but not real uncommen.
As for finishing inside of you, there are a couple of things going on.
First, it is good that he is asking and not just apologizing for it afterwords. But it is not good that he keeps asking. That is clearly hoping that you will find his sexing you so incredible that you will eventually break down and say yes.
Second, I hope you are not using pulling out as a contraceptive, thats unsafe.
And third, I understand what he was asking. For me, during sex, I only have orgasms if I can ejaculate inside a woman. Otherwise it is just masturbation. Nice masturbation with ejaculation but not orgasm. If it would have been me, and you said no to finishing in you, I would have said lets do something else.
Please practice safe sex.