Yeah, I hear you, its always better to just put yourself out there. Get it over with and women will respect you more because of it if you do it properly.
One tip, which I mentioned in another thread. Sounds like you need to clean up your game though. (I realize you're just trying to blow off some steam)
the convo went like this
Me: "I know you said you weren't interested by anyone but would you be down to go on a date before you leave to study abroad for 4 months?"
Lack of confidence, its subtle, but look at the difference between what you said and, "Hey, when are you free to get together?"
You s9und incredibly unsure in comparison. You should naturally assume women want you, without being arrogant or until they've made it clear they don't want you.
Sometimes that can be the difference between a kept and broken date.
Cheers bud. And happy dating.