Most Helpful Guy
What I would like a girl to wear. Honestly, though just dress like you normally would. Do not give the guy a impression of something that you are not.
Most Helpful Girl
Think about what everyone will be wearing at the place you are going to. Like the movies for example. Then try to one up it. People at the movies where jeans and t-shirts. It's casual. So you should still looks casual but pick one of your fancier shirts for example and light make up. If you have a certain place you are going to, I would happily help.