How to wear short shorts

Photo: Richard Majchrzak/Studio D

Short
Inseam: 2.25"
Length: Hits upper thigh
Age Range: 35 and under*

These shorts show lots of leg, so keep the top modest. A stacked heel adds a polished vibe.

Shorts, Sandro, $220. Top, Raoul. Bag, Vince Camuto Signature. Shoe, Paul Smith.

*If you are genetically blessed with gorgeous legs, disregard all age rules!
Short shorts

Photo: Richard Majchrzak/Studio D

More Options for Short Shorts
Left: Save
JCP, $20; JCPenney.com

Right: Spend
United Colors of Benetton, $65; Benetton.com
Mid-length shorts

Photo: Richard Majchrzak/Studio D

Mid-Length
Inseam: 4"
Length: Hits mid-thigh
Age Range: 45 and under*

Perfect for a garden party or a festive lunch. Just make sure they're not too tight in the thighs.

Shorts, 10 Crosby Derek Lam, $375. Jacket, Nic + Zoe. Top, Ann Taylor. Shoe, J. Crew. Clutch, Penelope Chilvers
Mid-length shorts

Photo: Richard Majchrzak/Studio D

More Options for Mid-Length Shorts
Left: Save
$170; ClubMonaco.com

Right: Spend
Rachel Zoe, $225; ShopBop.com
Long shorts

Photo: Richard Majchrzak/Studio D

Long
Inseam: 11"
Length: Hits at or below the knee
Age Range: No Limit!

This length flatters most women, and with a dressy top and accessories goes from day to night.

Shorts, Talbots, $60. Top, ICB. Clutch, Zac Zac Posen. Shoe, Tod's.
Long shorts

Photo: Richard Majchrzak/Studio D

More Options for Long Shorts
Left: Save
Rafaella, $50; RafaellaSportswear.com

Right: Spend
$334; AssemblyNewYork.com
C. Wonder short set

Photo: Richard Majchrzak/Studio D

Try This...
Instead of a dress! This striped set by C. Wonder is stylish, fun and far less prone to wardrobe malfunctions than a mini of the same length. Add heels and glam sunnies and you're good to go.

Top, $118, and shorts, $98; CWonder.com

Adam's Tips


  • Unless you work in a creative environment, don't wear shorts to the office.

  • Pumps or stilettos with shorts are trashy, not classy. Choose wedges, stacked heels or flats instead.

  • Use self-tanner to make your legs look smoother and slimmer. My fave: TanTowel Self-Tan Towelette Full Body Plus ($27 for a five-pack; TanTowel.com). It makes your legs look airbrushed!