I have yet to decide for myself as I have never gone on a date before.
But I am sure that I will not be wearing any of those sports shoes on a date. I honestly prefer to be a bit old style gentleman. Formal shoes, with a suit on. Although because of my height, I may not look that good in a suit, I would really like to try.
But the attitude and behavior would be that of a gentleman, for sure. She should feel special, now and hopefully, afterwards too.