The Ultimate Denim Wardrobe

If you borrow one thing from your boyfriend’s closet this season, make sure it’s a distressed denim shirt. Actually, forget him. Buy your own tailored chambray shirt, Ms. Independent. If you’re brave, try the “Canadian tuxedo” look: denim-on-denim (just make sure you choose two different washes).

Our Pick: Madewell Perfect chambray ex-boyfriend shirt, $68.00

There’s a reason 1970s frat boys bought that Farrah Fawcett poster en masse: high-waisted flares and a red swimsuit are oh-so-sexy. Bring the seventies back into your closet with a pair of these ultra-flattering jeans—the waist-cinching silhouette makes anyone look taller and thinner.

Our Pick: Gap 1969 super lightweight pintucked trouser jeans, $79.95

Perfect for warm summer days and, when paired with tights and boots, winter evenings as well, denim shorts are a low-maintenance closet staple. This pair is perfectly frayed so it looks like you’ve loved it for years.

Our Pick: Forever 21 Distressed Denim Short, $24.80

Like the little black dress, dark bootcut jeans are a must-have wardrobe item. Free of fading or whisker marks, this style is chic on any figure.

Our Pick: Ann Taylor Curvy Denim Bootcut Jeans, $98

Baggy boyfriend jeans aren’t just for farmer’s-market Saturdays anymore. The style can can also work for a casual office environment too when you pair them with statement heels and a blazer.

Our Pick: J.Crew Vintage straight jean in old faithful wash, $168.00

Jean leggings, or “jeggings,” might seem like one of those impossible trends only an Olsen twin could wear. But the comfortable, stretchy fit works wonders on curvy and skinny figures. Tuck into knee-high boots for a sexy equestrian style that will rock your world.

Our Pick: Paige Denim ‘Verdugo’ Stretch Denim Leggings, $179.00

Although denim jackets seem informal, throwing one over your cocktail dress is a fail-safe date outfit. The mix of casual and fancy exudes a chic, “oh, this old thing?” vibe—total catnip for the man in your life.

Our Pick: Old Navy Dark Worn Jacket, $29.50