Shorts, sweats, and a monogram Louis Vuitton handbag? Er…okay. Jessica Simpson glammed up her casual outfit with a classic Louis Vuitton, which I of course worship. The bag is the perfect size for everyday activities and even weekend getaways, though I have to say it looks much better when it's paired with a more dressed-up outfit. Bust out that LBD, Jess! Photo from People.com.

Last time we saw Jessica Simpson carrying a Louis Vuitton handbag, she was wearing sweats. This time, the newly single starlet got it right, pairing her monogram purse with a summery floral frock on a recent night out. Okay, so the clashing prints are a bit of a hiccup, but it's good to see Jessica smiling again. Nothing like a little Louis Vuitton to perk a girl up! Photo from People.com.