From Date Night to Brunch, Exactly What to Wear This Weekend

12/06/2013 at 07:23 PM ET

Last weekend was full of dress-up opportunities, and there are plenty more coming down the pike. So we decided to give your sparkly minis and chandelier earrings a break, and opt instead for cool-girl, low-key looks that are comfortable and casual.

REese Witherspoon jeans
Ramey

Saturday night: Reese Witherspoon holds the unofficial title for best “Dressed-Up-But-Not-Really” everyday looks. We love this for a date night because it’s deceptively laid-back — your date will think you’re one of those cool low-maintenance chicks, when in reality every element was strategically chosen for maximum impact. Perfectly fitted jeans, sexy skin-baring pumps and a sheer black tee under a stylish jacket with leather pumps will definitely make the impression you’re hoping for.

This Ann Taylor jacket gets all of the fun details right for $159, these Charles David shoes were made to go with everything in your closet, and we know you’ve got the red lipstick to give it that final kick.

Jessica Biel jeans
Pacific Coast News

Sunday brunch: This is the second appearance in two weeks from Jessica Biel in the “Sunday Brunch” spot, and that’s for a good reason: She’s really got the look down to a science. Comfy straight-leg jeans (hers are Paige), a slouchy print cardi over your coziest tee and a cozy coat get a major pick-me-up from some polished accessories, like her textured satchel and piped Oxfords.

Grab your favorite jeans and coat, then pop on this cardigan (marked down even further thanks to this sale!), then add some oxfords with similar panache (thanks to the patent trim) and this quilted satchel also has classic “doctor’s bag” feel.

Emmy Rossum dress
Splash News Online

Monday morning: First things first: If you’re not in L.A., you should pop on some tights before leaving the house. Otherwise, we love Emmy Rossum’s look as-is: It’s perfectly put-together, but the mod details on the swingy dress and chic accessories (suede booties, gold-accented bag and Carrera by Jimmy Choo sunglasses) give it a little extra spice.

This way-marked-down Club Monaco dress has a similar look with a more fitted shape (though this one looks awfully cozy), and we like these booties for just the right touch.

Tell us: Which look will you wear this weekend?

Alex Apatoff

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