Anytime Outfit((:

This outfit is great, because you know there are three basics that a lot of people have, and if you don't they're super super easy to get.
1) A plaid shirt. My personal favorite is the red+black check. But they're all super cute and so versatile.
2) A brown belt. These come in handy so often, and are a lot of people's must-haves because just put it on some jeans, toss on a shirt, and leave. The braided leather belts are cute, along with just regular un-designed brown belts. Anything works.
3) Jeans. I really haven't met anyone who doesn't have these. But when putting with plaid shirts, you can use faded jeans or dark jeans and it'll look great either way.

The plaid shirt is amazing because you can pretty much wear it with any bottoms. It'll still look good tucked into navy jeans, making shorts stand out (which looks great because they balance each other perfectly with the length difference). It even looks cute with a black mini skirt.