E-whoring
Damn, he's straight up.
For anyone who doesn't know what e-whoring is, it's pretending to be a girl online and replaying tapes to people privately for money. Basically being a fake whore online. Double whammy. It's generally considered unethical, and can be illegal in certain parts of the world. I guess if you're fine with this, then I don't really see a problem besides the possibility of you getting scammed. If OP will not go firstm use escrow.