Most Helpful Guy
You should wear what you love most and feel most comfortable in. There is no good in wearing something you are not happy or not comfortable in just because the fashion style changed. You want to feel happy and comfortable in because it will give you confidence which is very important.
Most Helpful Girl
Wear whatever you want. Most guys aren't going to know if what you're wearing is trendy or not... but they will know if they like how it looks. I do my own thing. Hobo-chic all day, everyday.