1. Sunglasses

Celebs wear sunglasses year-round -- and you can, too! Wear these ($10.50, alloy.com) when you wanna lay low, and sneak peeks at your crush on the sly -- or when you're simply having a bad make-up day.

2. Long Pea Coat

Pea coats never go outta style -- especially if they're sleek and black. Find one that fits like a glove, like this one from Alloy ($99.50, alloy.com). It's long enough that it'll cover your tush when the weather gets chilly!

3. Black Nail Polish

Black nail polish ain't just for goth girls and rockers. Hollywood fashionistas like Jess are going black now, too! Wanna hop on the bandwagon? Try O.P.I.'s Nail Lacquer in Black Onyx ($7.50, available at fine salons nationwide).

4. Gray Skinny Jeans

This is probably stating the obvious -- but skinny jeans are totally hot right now! Don't wanna blend in with the rest of the crowd? Opting for a gray wash like Jessica's could separate you from the bunch. Try on this pair from Alloy (on sale for $43.60)!

5. Tall Black Boots

Calf-hugging boots are cute 'n' practical -- especially on those brisk days. Whether you wear 'em under or over your jeans, you can't go wrong. We dig this pair from Delia's ($79,delias.com) cuz they're made of real leather, and have a sturdy, supportive heel.