Quick background on me. I'm 28, I'm a virgin, and I've never done anything with a girl. I've been afraid to talk to girls since I was 10. So anyways I went to a restaurant last week and my friend dared me to tell a girl the truth. So I looked this waitress in the eyes and said "I'm a big pussy and I'm scared of girls. Can you give me an icebreaker to use?" she was stunned, then said she would ask her coworkers. She also almost fell over the table next to her while walking away. Anyways she came back with a couple ideas. One of them was to kick her. My friend told me she kept staring at me after that and she was attracted to me. It's hard for me to believe any girl could be attracted to me so I kinda shrugged it off. Fast forward to today and I went there with the sole purpose of trying to see if he was right. We walk in and they offer to sit us at the bar and she overhears and says she'll take us. She makes eye contact on several occasions. So I started by telling her I liked her hair today. She comes over to the table and my friend tells me to say something, but I kinda froze because she seemed busy. Eventually I asked her why she didn't wear a name tag to hint that I wanted her name. She didn't bite. I got her name off the check and then said "I don't want to kick you, but I do want your phone number." as she was walking by and she said "Nice" and kept walking. How many things did I screw up here? I assume I should have tried to build more rapport before asking for her number and in hindsight I should have found a way to stop her before asking for her number as well. Anyways any insight would be appreciated. Also can I recover from this or should I move on? I was thinking about trying again in a couple weeks, but obviously I don't want to come off as needy.

Its tough when they are working because they have to be nice.

I would suggest take a week, go out with your friend W-S for 4 hours a night and game HARD. force yourself to really jump that barrier and just say screw it, i am going to give it my all. Make that mental jump fully commit to start getting laid like a rockstar.

When it comes to going back to that restaurant, think about it after that week when you talked to all those girls.

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Well, to say at least, you caught her attention. I mean this in a positive way.

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You can't buy sophistication.

Not to make excuses, but I only have 1 friend and he is currently with someone.

Well since you seem a bit new to this, I would recommend some learning material. Check out Mystery's M3 model and Gambler's Stealth Attraction stuff. Very solid material. After learning, go do the newbie mission. If you don't know what it is it has a sticky post on one of the threads. After that, re watch or read everything you first did. Then go out and try it in public. It will take time and effort but eventually you will have it down to a science and it will just flow. By that time, you will be able to get any girl you want.

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Social interactions and fun, that's why I'm here.

Thanks for the advice. I've read quite a bit already. My biggest issues are lack of confidence and lack of social skills. I've read about the newbie mission before and I think that's a bit too novice for me. I'm not knocking it. I just don't think saying "Hi" is enough to improve my confidence or my social skill.

Oh and for what it's worth I think I'm decent at faking confidence in spurts, but I get anxious after awhile and then I start to doubt myself.