The finale made me almost as sad as when Hawkeye and B.J. try to say goodbye in the final episode of M*A*S*H.
I was always one to fall hard when I really liked a girl. I tended to put them on pedestals. Winnie is Kevin's "girl who got away." I had a couple of those, so I can really sympathize with him. You love the girl who you end up with in the end, but you never forget those special girls from along the way.