I'm super duper socially awkward to my crush HELP!!!

Marie
So, I've been having this problem where I would ask a guy or a girl out (yes, I'm bi) and the relationship would be a win-win or be a total failure ever since my first not really relationship. And so now I really like this one guy who's in a few of my classes we sorta flirt on occasions but I'm too shy and scared to ask what should I do!