I've been chatting with a guy, and given several opportunities to ask me out, none of which he's jumped at or actually asked me out yet.

Ran into a mutual friend who was surprised I was interested and I told him about my attempts to "lead him to water" so to speak... he said his friend was oblivious and mentioned he didn't think "someone as awesome as me would date him" and didn't want to ruin our friendship or our connections by asking me out. Friend assumed I was "progressive" enough to ask him, I explained a little about FDS and he understood but emplored me to "please ask him, pleassse".

What say you FDS? This potential HVM in all other respects, is interested but worried about taking my hints as being friendly, not romantically interested.

Can I do a simple "so when are you going to ask me out?" or no, wait for him to smarten up and do it himself?