Lots of posters above, including [del]OP[/del] Skald the Rhymer are questioning what emotional damage may result if, for example, she dumps him after a short while.
But for someone nerdy like that, he has to make his cost/benefit prediction analysis as best he can with the available data he has. If he turns this down, will be be even worse off for being alone, love-starved, and sex-starved for the rest of his life? How otherwise-hopeless is the guy?
He could well end up like that old guy that Loach knows!
ETA: Oh, BTW, as for this:
A certain commercial provider I did business with some years ago (who I wouldn’t at all describe as a “random call girl” however) was conversant with me about COBOL. Whoda thunk?