When it comes to clothes, Rachel Roy knows her stuff. She's built a successful fashion empire from the ground up and sets new trends every where she goes. The style star recently stepped out on the red carpet at the 'Blue Valentine' premiere after-party in a style combination you don't see very often. Rachel mixed a typically casual gray sweatshirt with a structured, ladylike pencil skirt and an over-sized gray clutch. The result? An effortlessly cool look, with a hint of sophistication.

To recreate Rachel's casual chic look, look for a sweatshirt that's fun and comfortable, without a lot of bulk. Pair the sweatshirt with a feminine pencil skirt and add great accessories like a pointy heels, a classic watch, or a great gray bag.

Get Rachel Roy's look for less with these affordable options:


1.) Jelly Brights Watch ($19.99, www.tillys.com) 2.) Ann Taylor Bling Bracelet ($38, www.anntaylor.com) 3.) Delia's Sequin Sweatshirt ($39.50, www.delias.com) 4.) Dillard's High Waist Skirt ($24.99, www.dillards.com) 5.) Industry Bag ($43.97, www.piperlime.com) 6.) Jones New York Suede Pump ($49.95, www.dsw.com)