Fraction's run on Hawkeye was basically life changing and I love it. Mine isn't directly from that so much as more recent comics, but his personality is structured from those comics almost 100%. He's great. :)
Tony might very well be the sort who might have been a client (although thats not a thing he'd ever have paid for) at some point in his life. Right now, I can't say for sure how he'd react to flirting! Quill might respond better because he's chill like that.
No worries. the best part about pan fan is you don't need to know the characters in order to play with them! Get to love them while you learn them!