driven1,
First I want to say, PLEASE be patient with yourself. You're learning a new skill/habit so give yourself time to develop.
Second, you did approach someone so congrats on that.
Third, NEXT TIME you go out, I want you to rehearse in your mind an entire conversation with a pretty girl, what you're going to say when you open, how you're going to interact with her, and then see her giving you her number.
I think one of the reasons you didn't get some numbers last night was because you weren't prepared. You were operating from the same level as before. I want you to have a "go-to" script for when you first meet women.
By the way, NEVER underestimate the simplicity of just saying "Hi, what's your name? I'm driven1, nice to meet you". Smile your good smile, look her in the eyes, and start talking. Then say, "you seem pretty cool, give me your number and I'll give you a call". Keep it simple. You're just getting a number, don't make it into a huge thing in your head.
I hope that helps!
BTW, this just came into my head. If you don't ask, how can you get the number? The girl's not psychic, she needs you to ask so she can give it to you (unless she gives it to you without you asking).
Jack Canfield of The Success Principles and The Chicken Soup for the Soul book has this to say about asking:
1) Ask someone who can give it you
2) Ask as if you expect to receive it
3) Assume you can
4) Be specific.
5) ASK ASK ASK!!!
The Success Principles: How to Get ... - Google Book Search