How to style: Plaid Shorts!

Has anyone ever had a hard time styling with plaid shorts ? Because I have! :(

I always have such a hard time styling plaid anything. I bought these shorts a while ago but I'm never entirely sure what I'm supposed to do with them.

Am I supposed to make myself look like a school girl....

(she looks excited to go to school hehehhe)

Or.....have a punk look.

 ( Nevermind, too badass in broad daylight for me )

That's how they'd wear it...but this is how I figured I could wear it: 

Forever21 Plaid Shorts

White Printed T-shirt

Thigh High Socks

Target Combat Boots 

+ Gmarket Denim Shirt

+ Winner's Half Pleather Cardigan

+ Black Tanktop 

How do you wear your plaid?

-Pam