Ukfew1
Winning as defined in the contest of Keith versus Kristin
Winning(N) - When Keith flirts with Kristin for any period of time, either in person, via email, or text, and eventually, Keith is able to kiss Kristin. This fits the following classical definition of the term:
"Winning" - Attracting; adapted to gain favor; charming; as, a winning address. The act of obtaining something, as in a contest or by competition. The money, etc., gained by success in competition or contest, esp, in gambling; -- usually in the plural.
Why winning is better when Keith wins
edit1) kissing is involved and he is a very good kisser. 2) Kristin gets to enjoy herself while still having the knowledge that she put up a good fight. 3) Kristin actually wants Keith to win all the time but is too scared to say so. Instead, she just says that "she doesn't know what she wants". 4) Keith tries ridiculously hard to win, so the effort and persistence put forth should be enough to impress and overwhelm Kristin every time, making her happy to receive so much attention and gladly lose.
New definition of winning for Kristin
edit1) letting Keith win because you can and should. You should feel both proud and happy to do so. 2) refer to number one. Because you could actually be with a guy: who's not an asshole, treats you good, makes you laugh (a lot!, is a sexy bitch, can cook for you, gives a mean massage, who will be diesel one day, knows how to drive you crazy, will keep the relationship interesting, your parents love (they just don't know it yet), has a sweet ride (it's fine, you can love me for my car!), is very smart, has a nice metrosexual flare, can do things to you you've never imagined, and a million other things that you want in a man but just don't know it yet.