You lose some you win some, learn from your mistakes and get better!
its good that you have interests, they will help you to have things to talk about.Approaching isn't the problem but I just have nothing to talk about. I'm interested in basketball, soccer, I'm an actor( theatrical arts is what I'm studying in high school), and I like picking up women. Lol I bring those up in mid-game but I just need a fail proof topic after I open to get the convo going. ( I usually go with "are you a senior?" After I open.). It works but I need more topics than that.
as for a good transition, my favorite one is simple "so what do you do for fun" if she says she doesn't know then I will respond with "what are you, the fun police?" usually the girl will show interest by telling you about her life. try to relate some of her interests with your interests or even to one of your dhv stories.
me: hey, your so pretty I just had to come say hi, I'm meteora
her: (blushes) thanks, I'm Kyra, nice to meet you
me: nice to meet you too, I could get to know a girl like you
me: so Kyra, what do you like to do for fun?
her: well i like to play basketball, I'm on the womans team....... blah blah...
me: really? i play basketball too, this calls for some one on one
her: (laughs) sounds like a challenge to me
building some comfort right away is important if you want her to remember you. don't be afraid to ask questions and to try and relate to her in some way. the faster you can make a connection, the faster you will hook the target.