well,
flirting for a few weeks before hand definately makes the girl feel a lot more comfortable towards you. She'll get the chance to get to know you and it'll make her feel like you're asking her out because you think she's sweet, not just because she's hot. If you barely know a girl and you ask her out you'll seem really shallow to her and she'll probably say no. That's just what I'm saying, every time a guy I barely knew has asked me out he's got rejected.
Flirt, give her sometime to like you back.
It depends on whether or not he does it confidently, or cockily. One time this guy who was 10 years older than me would not leave me alone, and continually tried to get me to "go see a movie" with him. My not liking him, however, was cemented BEFORE he asked me, because I knew he was a sleazy guy. I do think this is a good idea, but try to do it humbly, without being unconfident. Basically you can ask her, but do it in a "Jim from the Office" and not "James Bond" sort of way, if you know what I mean.
If you ask a girl out directly either she'll think you're weird and she'll say no, or she'll feel pressured into saying yes which means she won't know you that well and you'll have an awkward dinner. My advice is to get to know her, and flirt if you want, but don't wait too long or else you'll turn into her really good friend which would be like a brother. And in my opinion it's really awkward if a girl goes out with her brother.
Love it. If a guy came up to me and just asked me out I would hesitate and say "are you joking?" but when I know he's sincere I would say yes yes yes I'd love to. Direct approach all the way just dragging a girl along is so annoying.
I do that all the time, if I just meet a girl and maybe seen her with friends or something before, I'll walk up to her and say hey let me take you to dinner Friday night what do you say. That's all you have to do it works go for it. Why would you want to flirt with her first for a week? Flirt with her when your on a date with her.
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perhaps it would work best if you decide on a day or a range of dates and ask, "are you busy (say this wednesday)?' if not lets have dinner, I've been wanting to try out this place (insert) and would be lovely for that evening." etc
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