Re: Cocky funny backfires
I'll try to flip your perspective a bit. You're a feisty sarcastic playful guy, what if she is the same?! Don't let her put the fire under your feet causing you to apologize, just ease out of it. "If you don't like what's being said, change the conversation".
Instead of sorry, I would've said "Yeah, I guess I'm a bit of a jerk. I'm just trying to see if you have a sense of humour though. You're a fiesty one huh?"
I've read of people cancelling dates because they get flaked on so much. If anything, it seems to make you look more desirable.
Discovering PUA one step at a time.
Feel free to disagree with my opinions. I encourage it!