A derivitive of the word poindexter, a poondexter is a geeky male with no friends, but gets a lot of pussy because he will literally fuck anyone, even Sarah Jessica Parker.
Jared: Dude, I totally fucked my girlfriend this weekend. It was AWESOME!
John has risen quickly through the company ranks because of his poindextrous ability to communicate equally well with both the developer geeks and pointy-haired bosses. But don't call him a nerd. Erkel is a nerd, John is a proud geek.