This idea that comic fans cant get smokin chicks is rather silly. Heck, theres a couple of gorgeous girls that post here that are as big of dorks as the rest of us. If the girl isnt a dork (I use the term as a compliment) then you have to just tone it down until she likes you, and then hit her with the surprise that you have a life size rendition of Supermans funeral in your den once you get engaged.
I STRONGLY reccomend against trying to date your boss. Much like my prom, it can only end in tears.
However, people are easy...and figuring out your angle is all it takes. Can you draw? Llet the girl see you draw "accidentally" and when she goes on about how great it is, theres your opening, AND it gives you a (much later) angle to get her into comics. Everybody has SOMETHING about them that makes them interesting to others. If you dont, go find something. Its kind of a lame thing, but you have to accentuate what makes you awesome when you first meet someone. Let them realize what a bum you are later on. Dont talk about your love of Nazi propaganda films and encyclopedic knowledge of Dragonball Z episodes...let them find that stuff out on their own.