For all of my relationships but one, I've been the one to be asked out. I am HORRIBLE at initiating things. The one girl that I did ask out, we'd been flirting with each other non-stop for weeks, so finally asking her out was an easy next step. We were walking back to our dorm, playfully flirting again, and I just grinned at her and asked if she wanted to go out with me. Simple as that.
But yeah. I'm much more the "flirt and drop hints until she asks me out" type.
But yeah. I'm much more the "flirt and drop hints until she asks me out" type.