Ok I searched for this post I saw a while back that really impressed me. It’s about shy guys approaching girls and it’s info will help you with asking her out. It’s by Apollo and it’s the best advice on the subject I’ve ever seen. I’ll copy and paste it:
Meeting women and knowing what to say is like running on the track. The more you do it, the easier it gets and the faster you get.
You’ve spotted this one. Don’t get nervous. She still takes her pants down to take a dump. She’s a human person, not a goddess or a gilded statue or anything like that. Just a person.
Spot something decorative she’s wearing and approach, summoning up all your captain kirk confidence… (women have their accessories in order to be noticed.)
“Hey, I’m [your name].” {offer her your handshake. She’ll most likely tell you hers.}
“I really like your [earrings, other appearance accessory, (NOT HER BOOBS, THOUGH)]. They look exotic? What’s the story with them?” {there’s always a story.}
Pick out keywords from what she’s saying and ask follow up questions. Don’t say too much. You win the day the more you let her talk and actively listen to her.
After a bit, though, you have to make a cool exit, because you want to stay just long enough to meet her but not be the guy who wouldn’t go. 10 - 20 minutes is my standard intro conversation time.
“You’re really awesome. Listen, I gotta run, but it’s been really great talking to you. I’d really love to do this again.” {Most likely, she’ll understand, smile, and say ‘me, too!’}
Then, and this is the bravery part, but it’s just this…
“Let me get your number and I’ll call you and we can do something fun!” {Say this like it’s the most obvious thing in the world, because at this point she thinks it is.} {At this point, she’ll either tell you she already is taken or she’ll give you a number. If she’s taken, it’s all good. Tell her her boyfriend’s a lucky guy and tell her you had a great time talking to her. If not, hey, you got a number.}
Then, split. Go to the other side of the room or find some reason not to continue hanging out there. Go outside or head for the bathroom. You’ve got a number (hopefully). For the rest of the time you’re both in the same room, don’t hang out with her unless she approaches you. Don’t flirt with her. Call her in a few days when you think of something fun to invite her to, and spend 10 minutes on the phone with her then and go have some coffee (or whatever you both enjoy).
Be bold, like Captain Kirk. Captain Kirk isn’t the best fighter in the world, but he always wins. He’s not the smartest guy in the world either, but everyone knows he’s the leader, because he knows he is. What would Captain Kirk do in this situation? If you’re any kind of nerd, you know. Be like him. Just don’t talk like him or try to get the red shirt crewman killed (unless he’s really annoying).
It took me a while to figure out not to hang out with strange women all night. Don’t overstay your welcome. 10 - 20 minutes. If you make positive eye contact with someone you find attractive, make sure she knows you’re on the way (with your obvious moves in her direction) in a very short period of time, just to make sure she doesn’t think you’re not interested. Go quickly before you talk yourself down with all the BS we always tell ourselves {she’s out of my league, she’s got a boyfriend, she’s way too cool to be seen with me}. If nothing else, you get to spend the next quarter hour hanging out with someone cool and nothing happens except a smile. Nothing wrong with that.
Finally (at least for now), if you get rejected, and you will, it’s not personal. Never think a woman is rejecting YOU. A whole bunch of factors could play into whatever is going on in your dynamic. She doesn’t know you. She can’t really tell whether or not you’re worth knowing. So, when you get rejected, don’t take it as a referendum against you, in the same way that you shouldn’t get one of those old-people scooters just because you fall on the sidewalk (It doesn’t mean you suck at walking, but hey, everyone trips). She doesn’t know you, so you’re just a stranger and so is she. If she’s snarly or bitchy or aloof or cold or has a boyfriend or whatever her deal is, it’s all good. You’re still the man. Move on to someone else who deserves your attention more. In the same vein, if you hit on every girl in the room, most of the girls in this room will notice, so after your 20 minutes are up with this one, if you want to talk to more of them in the room, give yourself a few minutes doing something else before making a non-obvious move in the direction of someone else.
Hope these tips help. Good luck, brother.
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