The heiress turns it up with boyfriend Benji Madden on the red carpet with a pair of leggings and knee-high boots at the grand opening of Haven, a new NYC nightclub.

Getting rid of her greasy Mafioso playboy has given the usually shy actress a jolt of bad-ass syndrome. She rocks this hot trend at a taping for TRL in New York.

Latex, leather, and ladylike? The designer pulls it all together with a long black and white houndstooth coat and heiress-worthy jewels at the Bra Boys premiere in LA.

Stopping by MTV’s TRL, this Disney pop princess makes her leggings young and fun with punky accessories and bursts of bright pink.

Fresh from her Grammy wins, this R&B singer shines with a semi-matte pair worn with a sparkling top and Gladiator-inspired heels.

The pint-sized designer/actress shows us a casual take on this hip trend at the Rock and Republic Spring 2009 runway show. (P.S. - Loving the heels MK!)

Who would have thought that sultry leggings would play on the red carpet? This it-Brit makes them work while celebrating AngloMania at the Costume Institute Gala.

Best known for drama on The Hill’s and her California-cool style, this starlet dressed in a pair while she presented her fall 2008 collection at Bloomingdales.

The actress (pictured with designer Wichy Hassan) reinvents the typical black fashion uniform with her glossy leggings and neutral accessories while backstage at Miss Sixty’s Fall 2008 runway show.

Wearing too many trends at once can seem excessive unless you’re as poised as this beautiful actress. Theron looks rather stunning at Conde Nast’s 5th Annual Fashion Rocks event.

Never one to shy away from bold trends, the 20-year-old Bajan singer goes all out wearing her latex leggings under her feathered Elizabeth & James jacket at Da Silvano in NYC.