Dating

i am assuming you are not going anywhere that requires formal wear. im thinking dinner and a movie kind of date right? in that case..wear a clean pair of jeans or dress slacks or khakis, as long as there are no holes of course. and a nice button down shirt always looks nice, and shows that you thought about it. you dont have to wear anything that makes you feel uncomfortable..BUT, you dont want to wear something that you are very comfortable in either lol! when guys wear something they are very comfie in, they tend to look a bit scruffy and certainly not "date ready" just try to wear something that shows you made an effort to appear clean and presentable, by the way...that also tells her that you are attracted to her enough to want to look nice for her...women LOVE that.

You should wear some Formal or Casual outfit depending upon her choice. She would feel concerned.