Pumps and denim shorts isn't a combo we see often! But the beyond adorable Nina Dobrev totally makes it work and seamlessly combines classy, casual & edgy. You likely have a plaid shirt, basic tee, and shorts in your closet, so this is a super example of how to play them up and get creative with your look - accessories help with that by way of an eclectic silver statement necklace and ladylike chain strap crossbody bag.

Rosie Huntington-Whitely looks runway-fierce in a Paige Denim button down shirt and high rise jeans with a black blazer draped over her shoulders. She amplifies these wardrobe staples trendy rigid sunglasses, suede mules, and a Gucci chain strap shoulder bag. Her personalized iPhone case is from CHAOS for $216, but there are tons of sites like Etsy where you can have one done for much less!