ok rolan, what i am about to tell you is what i would tell my own sons or their friends...
if you are socially awkward, dont go up to the "hottest" outgoing girl who has tons of guys hitting on her. what you want to do is talk to the socially awkward girl who you might have have things in common with. i dont say this to offend you... but all you need to do is just try again and again until you become comfortable. rejection will suck, but just learn from it. good luck bro.