Help please!! How do i chat up a girl, so she will go out with me?

Im a 27 year old man and i have never had a proper girlfriend the only type of relationships ive had are horrible flings with girls i didnt really like but threw themselves at me! I think ive learned from them not to sleep with someone you dont want a relationship with. Ive recently lost some weight and have been going out with my mates on 'the pull'. They always seem to get these gorgeous girls and i dont know how? Im attracted to girls in their early 20's and try to talk to them but it always feels awkward like im auditioning to b their mate. Im a funny guy but i dont think it comes across coz i have an out there personality and unless you know me it seems nuts!! When im chatting 2a girl, sometimes the talking stops and it feels awkward and i dont know what to say?? When should i try and kiss her or ask her out? It might b2soon or she mite laugh and say no way!! My friends say im a good looking guy but i am losing some hair? Advice please, I want a girlfriend to?Help please!! How do i chat up a girl, so she will go out with me?
Ok well, First off, it seems like you could do with holding back a little of your personality. Let the girl get to know the out their personality a little at a time after she has gotten more comfortable with you. Girls will judge you on how serious you are. They don't want to get involved with a clown. You need to shoe both a serious side and a fun side but not too extreme either way at first. Maybe you could sort of emulate a person you know. Like Nickolas Cage the actor. He's pretty cool. Anyway, gorgeous girls are great but have just as many personality problems as any girl. Start out just wanting to get to know the girl. Put your attention on getting to know her and forget about the fact that she's hot. This hot young thing could potentially make you the saddest most miserable guy in the world if you don't pay attention to how she behaves. I have that experience with a bikini model I dated. She was awful and all I saw was how cute she was. Looks don't make a girl nice to be with.

Get comfortable with being quiet some of the time. You don't have to fill every minute with chatter. Show her you are comfortable just sitting quiet and contemplating the universe. Give her time to tell her tails. Don't over power the girl. My experience is that girls are addicted to being paid attention to by a nice guy. Be that guy.