It's tough to go up to a pretty girl and just talk to them....it takes some courage and confidence.....you'll get rejected for a variety of reason's not limited to you looks, personality etc....sometimes they're not in the mood to talk. Try not to take it personally...there are lots of other women to try right after. Confidence is dusting yourself off and trying again.
Here are some things to consider:
Watch for eye contact....women pick usually.....If you're not looking at women you won't appear to be available.
Smile, women are interested in men who are approachable. Leave your stone or street or don't ask me for money as I'm walking downtown face at home...try to smile and have fun.....girls are very attracted if you look like your having fun not stone faced. Bringing a friend its easier.
If you get some eye contact try to look back and smile....look for a smile....if you get it you must act....or they'll seek out another prospect.
Move around, don't grow roots to a spot so you can see a number of women.
Generally women looking go in pairs, sometimes more but less often.
If you're with a friend go over to the pair together. Tell your friend who you like and get him to talk to the other girl. He may not be interested in the other girl...that's ok...he's doing you a favour and you'll do the same for him some other time.
Smile and just say Hello or Hi. To Both of them not just the one you like. If she made eye contact you are responding to she should smile...she wanted you to come over. Most guys don't....shows confidence on your part. +1 for you.
Ask a question, it doesn't matter what..
Are you having fun?
What brings you to this place, I hear the XXX (food , music.etc) is great.)
If they are interested they'll start talking....let them.
Soon introduce yourself and your friend.
The'll do the same...remember their Names and use them.
Pick any topic you like (travel, movies, sports, tv shows, music, books ...) and ask if they've done/seen/bought any of it lately.
When they start talking listen.....ask questions about what they are saying. Try not to talk too much let them talk more.
The dialogue will become stale eventually, it's ok to get drinks, let them dance or dance with them. Dialogue for hours is hard so break it up a bit.
If you get good body language that indicates interest then you should be confident enough to ask for a number. She looks at your eyes, her diretion faces you, she touches her hair and face, she touches you while talking.
Be very direct and casual, assume you will get a number.
(You should have a pen and card or something to write on)
Say something like
"I had a great time with you and I'd like to continue this conversation sometime can I have your phone number Name?
Sometimes they are shy about a phone number, ask for email, otherwise offer your card. Women worry about their safety and may not feel comfortable to give you a number.
...then leave and call them in 2 or 3 days.
Bars are hard, parties are the easiest, work,clubs and classes are good to.