Most Helpful Girl
Me and my friends can all agree that we like guys in khakis. Usually any shirt works with khakis but we it when a guy wears a long sleeve shirt, more specifically a white one (it's weird, I know but it's true for all 3 of us), with khakis. We also like a guy in sweatpants and plaid flannel, don't know why, but we do.
Most Helpful Guy
Well your style sounds like mine, plain but acceptable. But, you could mix it up with a jacket or something like that, Try different types of jeans, etc.. I don't know.
Honestly dude, I know it sounds like a drag, but go to the mall (maybe by yourself) and try a few things on, just replacing one item at a time. The reality is you just never know what will look good on you until you try it.