Lohan put a twist on sophistication at the GQ Man of the Year Awards in Hollywood on Nov. 29.

A dreamy dress and bountiful bling helped Lohan shine at the Venice Film Festival premiere of Bobby in Italy on Sept. 5.

A graceful, floor-grazing gown proved golden at the premiere of A Prairie Home Companion in New York City on June 4.

Lohan put the red carpet to shame at the “Heart Truth Red Dress” fashion show during Olympus Fashion Week in New York on Feb. 3.

Lohan sparkled in a short sequined shift at the American Music Awards in L.A. on Nov. 22, 2005.

Lohan showed off in a plunging LBD at a benefit screening of Proof in New York City on Sept. 14, 2005.

Cat power. Lohan slipped into a wild Alexander McQueen for the MTV Video Music Awards in Miami on Aug. 28, 2005.

Right on track. Lohan pulled out all the stops for her glamorous arrival to the premiere of Herbie: Fully Loaded in Hollywood on June 19, 2005.

Lohan gleamed at Cartier’s 25th anniversary event in Beverly Hills on May 9, 2005.

Pairing dark locks with a dark wash, Lohan posed backstage at MTV’s Total Request Live in New York City on Dec. 7, 2004.

Lohan channeled her inner Marilyn at a screening of Mean Girls in New York City on April 23, 2004.

Stunning sea blue played perfectly against Lohan’s coloring at the premiere of Mean Girls in L.A. on April 19, 2004.

A youthfully playful ensemble fit the bill for the MTV Video Music Awards in New York City on Aug. 28, 2003.

Lohan played the casual teen at the premiere of Treasure Planet in Hollywood on Nov. 17, 2002.