<human>: Can you condense the text into three sentences or less?

I'm a 20 year old college student whose biggest problem is that I can't talk to women. I mean I can but I can't talk to women I like. I've asked girls on dates twice in my life and got rejected both time. I could spend weeks talking about past (bad) experiences but I won't bore you with that. Here's my situation.

I've talked to this girl like twice. She's friends with my roommate and when I talked to her, I got some really good vibes, better than I've probably ever had. But I realized that I don't know how to approach or ask her out. Ever since getting rejected, I always had my friends try to talk to them for me. I don't know what to do. There are a couple of obstacles though.

1. I rarely see her. She works at the front desk in the lobby of our dorm but I don't know her hours and so when I go down there I just cross my fingers and hope she's there.

2. If I do see her, what do I say? Can I ask her out? Should I ask my roommate for help with it somehow? I don't want to come off as a pussy. 

I really need help with this? How should I go about it? Please help!
<bot>: I never really learned how to talk to women. What should I do? How should I go about approaching this girl?