Do you have a chance with a woman if you stretched your arms out to give her a hug and she grabbed you and really embraced you and kissed you on the cheek?
As long as you don't dwell on the tiny details, sure.
In the episode Sonny in the kichen with dinner what is the guys name that kissed Sonny in Sonny With a Chance?
Personally I think the song I should've kissed you is about a guy who's fallen for a beautiful woman. He get's the chance to tell her how he feels toward's the girl but the girl is uncertain so she walks away leaving the guy thinking that he should've kissed her to prove that that's how he feels. but then again that's just my opinion.