The first time I took note of leather shorts and leather skirts as a fashion statement was back in 1985, when I watched the movie Mask, starring Cher (aka “Rusty”) as a protective mother with a serious wild side. Back then, after seeing Cher and her biker friends wearing leather shorts while riding on the back of Harleys, all I wanted was to be tall, lithe and cool like they were. But as a pre-teen in the suburbs, I was none of these and nowhere near anything faster than a 10-speed. So leather never made it into my back-to-school purchases that year.

Fast-forward 20-plus years, when sweeter-than-sweet Whitney Port of MTV show The City sported leather shorts on the red carpet and Gwyneth Paltrow wore leather biker shorts paired with a ladylike blazer and grey heels to a movie screening. Now that the look had evolved from biker chick to Hollywood chic, could I pull it off this time? This season? All it took was seeing Whitney’s co-star Olivia Palermo looking super sophisticated embracing more than once to send me looking for leather this fall.

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Whitney Port at a department store event, Los Angeles, October 2009 (Photo by Jason Merritt/Getty Images for Kohl's Department Stores)








 

 

 

 

 

 

 

 

 

Gwyneth Paltrow at a move screening, New York, February 2009 (Photo by Michael Loccisano/Getty Images)

 

 

 

 

 

 

 

 

 

 

 

 

 

 

Olivia Palermo at a launch event, New York, July 2009 (Photo by Bryan Bedder/Getty Images)

The key to making leather look trendy rather than trashy (sorry, Cher) is to take a cue from Hollywood and balance the hard look of leather with soft and feminine pieces—a muted top, a classic quilted bag, a menswear blazer and quality suede heels.

My Leather Shopping List

1. First Things First—Start with the Leather

Proenza Schouler Black Leather Zipper Skirt (starting bid, $199.99)


 

 

 

 

 

 

 

 

 

 

 

 

 

 

Women's Leather Shorts (buy it now price, $14.98)


 

 

 

 

 

 

 

 

2. Add a Quilted Bag. . .

Vintage 80’s Blue Leather Quilted Gold Chain Strap Purse (starting bid, $9.95)


 A Chanel-inspired, ladylike quilted back provides a cool contract to edgy leather.


 

 

 

 

 

 

 

3. A Classic Navy Blazer . . .

American Eagle Navy Blazer (but it now price, $34.99)

The combos of navy/black and preppy/rock are a little street smart plus a little Upper East Side style–just like Gwyneth Paltrow.

 

 

 

 

 

 

 

 

 

 

 

4. And a Soft Flirty Top

Elie Tahari Silk Top (starting bid, $69.99)

Tuck in a neutral top in a soft fabric like silk or cotton.

 

 

 

 

 

 

 

 

 

 

 

5. Finally, Step Into Some Suede Platform Stilettos

Grey Suede Tribute Too Double Platform Pump Stilettos (starting bid, $.99) 

While I long for the originals by Yves Saint Lauren, I may go for a less expensive style to satisfy my need.

 

 

 

 

 

 

 

 

 

A former fashion and beauty news editor at In Touch magazine, New York-based writer Kim Martin has personally interviewed hundreds of celebrities about their style.