Not many people know this, but I literally own only one pair of heels!
Spontaneous dates are the best.
I personally have a major weakness for guys that use musky smelling cologne.
Confidence is key. Always. Even when we might have messed up.
Honestly I prefer dressing for comfort rather than style, so whatever is comfortable and looks decent, that'll do.
If I could, I'd wear my sneakers everywhere, even for dinners or events.