LOL - i only ask that b/c i think i'd find that behavior annoying enough that i'd cool off my friendship w/that guy. unless he were my only friend or Best Friend.

when i've been on your side of this issue i've become fucking annoyed by the entreaties for sex after i've been clear that it ain't happening.

i have an acquaintance like that now - we only see each other out and about but we used to be closer. i put distance between us b/c his 'jokes' about wanting to fuck me had become tedious. it was clear his interest in sex had clouded his ability to relate to me on just about any other level. he was mostly cool but just couldn't stop throwing around little comments about how sexy i am or how good the sex between us would be or whatever whatever. it was flattering at first and then it just wasn't and now it's kinda creepy.

but your friend might not be such a creep about it.