Hi Taylor,
Correct me if I'm wrong but it sounds to me like you're trying to attract girls that already know you right?
If so I would say this: It's harder to get numbers and go on dates with girls that already know you as a friend. I would suggest you sarge and meet new girls who don't know you. You might meet them in the street or at a shopping centre (whatever suits you).
You are young and I don't know how experienced you are and there is a lot to consider so I can't really give you comprehensive advice, but with regard to asking for a number, it's pretty simple really. If you're having a good conversation and all seems to be going well (ie IOIs, jokes, playfulness, etc) just jump in and ask for her number as though it's the most natural thing in the world to do. For example you could smile, look into her eyes and say something like:
"Hey, it's been great talking to you, we should meet up again."
Or you could be slightly more forceful/"alpha" and say:
"Hey, it's been great talking, we should meet up again, give me your number and let me take you out."
Both work well for me but then again you can say anything, the important thing is HOW you say it.
By this I mean: to ask at a high point in the conversation when she has positive feelings about you, project your voice, stand tall, have good body language, smile, and maintain eye contact. All these will demonstrate confidence. It would also be good for you to talk a little after getting the number so she remembers you for more than asking for her number.
I hope this may help and I wish you good luck
