Who Wears Short Shorts?

Gossip Girl's Leighton Meester showed a more mature sartorial side at a recent CW event at Madison Square Garden. The actress sported a Jil Sander suit with shorts, which was significantly more sleek and chic than anything her on-screen, Upper East Side-dwelling persona would wear. The look paired just enough business with flesh-baring to blend in on the red carpet.

Jennifer Graylock / AP Photo

galleries/2009/05/26/who-wears-short-shorts/shorts---blake-lively_zzvtrv

Fellow Gossip Girl (and former Vogue cover girl) Blake Lively showed just as much leg as Meester at the same NYC event. Though Lively opted to show a bit more skin with a revealing blue romper by ADAM.

Ref: NY Magazine

Zak Brian, Sipa / AP Photo

galleries/2009/05/26/who-wears-short-shorts/shorts---chloe-sevigny_yirxud

Big Love star Chloe Sevigny has been photographed sporting shorts to red-carpet events on numerous occasions, but her style of choice is Chloe's scalloped shorts. Sevigny wore a navy pair to the label's Los Angeles store opening just a few days prior to wearing this camel scalloped-shorts suit, also by Chloe, to a Big Love event at L.A.'s Paley Center.

Charley Gallay / Getty Images

galleries/2009/05/26/who-wears-short-shorts/shorts---anna-faris_ldestz

Anna Faris could take the cake as having worn the least fashionable shorts. Following in Lively's foosteps with a denim romper, Faris didn't win many fans with this look; it landed her on The Fug Girls' blog, 'Go Fug Yourself.'

Sara De Boer / Retna

galleries/2009/05/26/who-wears-short-shorts/shorts---olivia-palermo_pno1vu

Star of The City and card-carrying Manhattan socialite Olivia Palermo debuted her black brocade shorts at a New York event honoring the launch of Brit designer Matthew Williamson's line for H&M. Paired with a simple black blouse, the shorts look epitomized Palermo's signature Upper East Side style.

Ref: Jezebel

Astrid Stawiarz / Getty Images

galleries/2009/05/26/who-wears-short-shorts/shorts---gwyneth-paltrow_dhsqne

Actress and GOOP mogul Gwyneth Paltrow sported a pair of belted, high-waisted black leather shorts back in February to the Two Lovers premiere in New York. Paltrow caught quite a bit of fashion blog flak for the look, which was head-to-toe Proenza Schouler.

Ref: Bittenandbound.com

Jim Spellman, WireImage / Getty Images

galleries/2009/05/26/who-wears-short-shorts/shorts---byrdie-bell_ycgl6y

New York social fixture and aspiring actress Byrdie Bell brought booty-short denim back at a Saks Fifth Avenue event in NYC. Bell paired her cuffed shorts with another 2009 must-have clothing item: thigh-high boots.

Ref: NY Magazine

Andrew H. Walker / Getty Images

galleries/2009/05/26/who-wears-short-shorts/shorts---emma-roberts_seb71b

Hannah McGibbon has found another Chloe scalloped-shorts fan in Nancy Drew's Emma Roberts. The actress wore the Spring 2009 style to the L.A. premiere of Hotel for Dogs earlier this year.

Ref: Zimbio

Sara De Boer / Retna

Who Wears Short Shorts?

Forget Michelle’s arms—bare legs are in for summer. From tailored minis to soft scalloped pairs, stars are walking tall in shorts this season. VIEW OUR GALLERY.