What does one wear on a date?

I would wear a pair of really nice jeans and a pretty top. Maybe a nice blouse instead of just a shirt. Also, wear great shoes or boots. If he asked you out, he must like your hair, so I wouldn't do anything different with it. Wear it the way you usually do. Guys want a girl to look the way they remember that she looked in school rather than seeing you with a new hairstyle when he comes to pick you up for your date. Have fun, smile at him and be yourself.