Asking the first time wasn't the fuckup. Trying to wear her down by asking her over and over was.

Ask once for a date, being specific it's a date and not just two friends having dinner or whatever, if she says no move on with your life, don't harass the shit out of her.

I also don't think it's being shitty to spend less time with that person afterwards especially when you find someone who is interested in dating.