I am as far away from a fashion guy as they get. Although I don't wear black socks with shorts, my clothes are wrinkled constantly. I tried to use an iron once and burn myself in 3 places. Those devices are pure evil.
Take the shirt off first. <img src="/ubbthreads/images/graemlins/laugh.gif" alt="" />
I too am a wrinkled jeans and t-shirt kind of guy.