So, I don't have any problems going up to strangers and hitting on them, but now there's a lady I work with. I'm just not sure how to approach the situation. It's not like we have time to get into a real chat at work, and it seems like our relationship so far is just developing into like a co-worker/friendship deal. If I even want a chance, I have to act...and like now.

What should I do?

Oh, by the way, I've known her very very faintly through various friends for about a year, and her birthday's coming up in a couple days. I have ammunition, but I'm not sure what gun it would work best with, if you get what I'm saying.

Should I be subtle because of the work situation, or should I just be real and go for the kill?

Go for the kill, ask her out to drinks after work, sure to work. Unless, of course, she's completely uninterested in you, but that's a risk you have to take.

Just start flirting with her, you have to start from somewhere.

Key word there; Risk.

Mate, you gotta take risks to get anywhere.

If she says no, or she isn't interested in you; So what?!

It's not the end of the world.

Guys have a fear of rejection and having their ego shrunk.

Trust me, I don't want to sound like a dickhead, but why do you think I get all the girls...

...I have the confidence to go up to chicks and start talking, and Yes, I do get knocked back sometimes, but it doesn't phase me., nor should it you.

Go on! Dive into it Headfirst.

Hey, atleast then she knows how you feel, which can lead to the goods later on in time. :)