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

11/29/2013 at 03:00 PM ET

This weekend’s outfit inspiration is taking into account that Thursday may have been indulgent, and thus we may find ourselves in need flattering blazers, loose fitting tees and slimming all-black outfits. With us in that boat? Then see below for our top picks for tomorrow’s night out, Sunday’s bestie brunch and the Monday back at work after a long weekend.

Kristin Cavallari turtleneck
Hjed/Pacific Coast News

Saturday night: Kristin Cavallari‘s swingy black turtleneck and leather leggings fire on all cylinders: The monochromatic look is flattering, the sweater hides any overindulgence from the day before, and the leggings are not just stretchy, they’re super-warm and super cute for a night out. This is the perfect outfit to pull on to hit the movies with your man, then to get a cocktail afterwards.

Turtleneck averse? Don’t be — they’re so cozy for cold nights. This J.Crew cableknit is roomy enough and feels smart and modern, and is $98. Add these $20 faux leather leggings with plenty of give, then throw on your chicest purse to dress up the whole look.

Jessica Biel plaid
Npg

Sunday brunch: We love Jessica Biel‘s casual brunch look for a juice-only brunch (after so much food, that’s all you can stand) with your high school best friends to catch up. Leaving her plaid Rails top unbuttoned is tomboyish, but the sheer shirt underneath is a little sexy. Short, embellished boots and skinny jeans are all about comfort on a weekend when it seems like a lot of work to put on pants at all.

If you don’t already have a plaid shirt in your closet, we like the unexpected brights of this Levi’s button-up for $25. Add $75 embellished Call It Spring booties to complete the look.

Taylor Schilling blazer
Todd Williamson/AP

Monday morning: There’s nothing harder than getting back in the groove at work after a long weekend. Take it easy on yourself by taking a cue from Taylor Schilling, whose look couldn’t be any easier or more polished. By pairing your best fitting black pants with a matching V-neck and adding a white blazer and black heels (hers are $128 at Ann Taylor), you’ve got an outfit that’s slimming (thanks to the eye-directing white blazer and all-black look), classic and effortless.

Get a similarly chic winter white blazer here for $25 — and then we’d check those Ann Taylor heels for a Black Friday sale — they’re super-cute and classic and sure to be marked down.

Tell us: Which look will you wear this weekend?

Alex Apatoff

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LW on

I love these what-to-wear posts. Please don’t ever stop. Favorite post of the week, every week.

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