Try not to catch a girl when she's not in a great mood, tired or distracted.
As for what motivates me to better myself, I would say the friends that I keep around me and also my family. They constantly keep me in check with their words and actions, knowingly and also unknowingly.
I personally have a major weakness for guys that use musky smelling cologne.
If I could, I'd wear my sneakers everywhere, even for dinners or events.
Spontaneous dates are the best.
Honestly I prefer dressing for comfort rather than style, so whatever is comfortable and looks decent, that'll do.