The most preferred date destinations for men are movies. If you have a habit of dressing up sharply, then take some efforts in choosing your right outfit, but see that you don't go overboard as it is not like you have to compete with those sleekly dressed male characters in the movie. Those guys who tend to go for casual jeans with nice sneakers should avoid sprucing up. After all, if you wear more tailored clothing when your fashion statement is usually more laid-back and loose, you are setting the standard for how your mate will expect you to dress up in future. You can even go for cargos and tee which will looks stunning.