Cindy Crawford attending the "Hooray for Hollywood" Gala to Benefit amfAR on April 5, 1988 at Bloomingdale's in New York City
The model stunned in a red mini dress as she attends the Second Annual Revlon's Unforgettable Women Contest Winner Annoucement on August 2, 1990.
The bombshell glowed as she rocked a black high neck dress with a high thigh spilt to the Fifth Annual California Industry Friends of AIDS Project Los Angeles Fashion Show and Dinner.
The model opted for a sexy Parisian-esq number as she attends the 44th Annual Primetime Emmy Awards.
At the 10th Annual MTV Video Music Awards, the model chose a sexy sequin and sheer ombre slip dress to show off her incredible figure.
Cindy attends the Fourth Annual MTV Movie Awards, in an all-red look featuring a mini dress with matching neck scarf and open-toe sandals.
The model looked radiant dressed in a simple stripped midi dress while she walked the red carpet during Nickelodeon's 10th Annual Kids Choice Awards.
Cindy attends the 19th Annual St. Jude Children's Hospital Benefit Gala in a sexy silver animal print slip dress. She paired the look with a pair of silver sandals and minimal to no jewelry.
Cindy attends Marc Anthony Pilots Jaguars Tribute to Style on looking effortlessly stylish herself.
Dressed in a playful pink strapless feathered dress, Cindy poses on the red carpet of the 10th Anniversary Dream Halloween Los Angeles Fundraising Event.
Cindy keeps her look sexy and sweet as she takes a walk on the wild side during Roberto Cavalli Beverly Hills Store Opening in Beverly Hills, California.
The model opted for a LBD to host the University of Wisconsin Children's Hospital Benefit.
The bombshell stuns at the "Ocean's Thirteen" Los Angeles Premiere.
Cindy keeps it simple with a side of sexy dressed in a black maxi dress, featuring a high thigh split.
The ageless beauty donned an intricate red one-shoulder frock by Roberto Cavalli as she and her husband, Rande Gerber, attend The Ides Of March premiere during the 68th Venice Film Festival.
At the Opening Night of The 66th Annual Cannes Film Festival, Cindy opted for a white Robert Cavalli mermaid gown featuring a gold embellished neckline.
Cindy flaunted her eternally-sexy figure in an blue Versace gown, featuring crisscross ruching and a thigh high slit at the 72nd Annual Golden Globe Awards.
Cindy arrived to the Marie Claire's Image Maker Awards in a jaw-dropping black sheer-panaled dress by Balmain.