So there's this pretty girl at work...

I met my current girlfriend in college. We'd been sitting together in certain classes for two years when my ex and I broke up.
It took us a couple of months to start dating. Don't ask me how exactly it happened and whether I did anything because I haven't a clue.
And my girlfriend won't tell me. She's been keeping that secret for seven years now.

Anyway, my example won't be much use to you. Still, go for it. The worst she can do is say no; any further awkwardness is likely to stem from your inability to accept no as an answer. So let me correct myself: if you can take no for an answer, go for it. If not... well, weigh the booty against the possibility of you making an idiot out of yourself if she should turn you down.

Do it! (mandatory fggt) If she rejects you, just be chill, be yourself and accept the rejection like a man. It doesn't have to be weird after rejection, wtf. :P

Test the water and try to become good friends with her. The best relationships come from good friendships and it gives you a way to work in to it.

Asking her out for a midday coffee is a great icebreaker, not a date, just a getting to know you thing.

try something neutral, be creative. Since you will have to work with this person anyway, no matter whats her answer will be, you should be careful with "direct" date proposal. Say something like that your retarded friend dumped you and have to go to the cinema/hockey/theatre alone and you have 2 ticekts, so maybe she will help you out

is she even single?

So what dafuq happened? Just ask her out.... it's not that hard. If she says no, then F"%k her (not literally)