2005

Mary-Kate Olsen

October

Broken Heart

Greek shipping heir Stavros Niarchos III, whom Mary-Kate dated for about six months, starts seeing Paris Hilton, and Mary-Kate is devastated. "I miss him and I love him and I don't speak with him anymore. It's a hurtful and painful subject. . .This is a hard time for me," she tells W. As for Hilton, Mary-Kate says, "We're not talking." After the breakup, she takes a leave of absence from NYU.

2006

Mary-Kate Olsen

April

Made to Model

Mary-Kate and Ashley model in a print campaign for couture design team Badgley Mischka. "Ashley and Mary-Kate have grown up to become America's young style icons," the designers say in a statement. "They have an amazing sense of fashion and individuality that intrigued us."

September

Downtown Duo

The twin is seen around New York with Maxwell Snow, heir to the de Menil oil fortune. His long hair, hipster style and art-collecting family pedigree make him a rising presence on the New York social scene. By October, they are an item.

December

Designing Women

Mary-Kate and Ashley launch a high-end women's wear line called The Row, which is sold at Barney's New York and L.A.'s Maxfield. They codesign the knitwear collection of tees, cropped jackets, skinny pants and cashmere vests with their friend Danielle Sherman. "We think women look best in simple pieces," Mary-Kate tells Vogue. The following year, they launch Elizabeth and James, a lower-priced alternative to The Row.

2007

Mary-Kate Olsen

February 26

Mini-Moguls

The twenty-year-olds top Forbes' list of Young Hollywood's Top Earners and place 37th on Forbes' Most Powerful Celebrities list. In 2006, they pulled in a combined $40 million from their Dualstar earnings and fashion ads.

Mary-Kate Olsen

September 17

Mary-Kate on Weeds

After celebrating her 21st birthday, Mary-Kate makes a multi-episode guest appearance on Showtime's drug-dealing drama, Weeds. She plays Tara, a Christian girl who is new to the neighborhood, and the mogul is excited to prove herself as an actress: "To say that I got to work with those people – with Mary-Louise Parker! – is a great thing."

Mary-Kate Olsen

October

A Bazaar Cover Girl

Mary-Kate opens up to Harper's Bazaar about her love for running around her house naked and her unique fashion sense. "I dress the way I feel instead of looking for what's the new handbag," she tells the magazine, revealing that men inspire her fashion-wise. "Heath Ledger, Johnny Depp – men, they just dress the way they want, and they don't think about Who Wore It Best."

2008

Mary-Kate Olsen

January 22

Heath Ledger's Death

Heath Ledger – who is romantically linked to Mary-Kate – is found dead in his apartment. Police sources confirm that the masseuse – who discovered Ledger's body and knew he was friends with Mary-Kate – spoke to Mary-Kate three times on the phone before dialing 911. "Heath was a friend. His death is a tragic loss. My thoughts are with his family during this very difficult time," she says in a statement.

Mary-Kate Olsen

July

Keeping Mum on Heath

Olsen appears on the cover of Elle, where she refuses to speak about the fact that she was the first person called after Heath Ledger's death. "I won’t give you a word about that in the nicest way possible," the 22-year-old actress says. "Let’s move on." Of her celebrity, she says, "It’s very weird...There’s like a character, almost, and then there’s me."

Mary-Kate Olsen

October 28

Mary-Kate & Ashley's Influence

The 22-year-old twins release their coffee table book, Influence. "We interviewed the people who have inspired us, with the hope that they will inspire and teach others," Mary-Kate says. "We want to explain culturally how ideas evolve."

Photo Credits

BIOGRAPHY (top to bottom): Flynet; Courtesy Badgley-Mischka; Clint Spaulding/PMC; Everett Collection; Credit: Jeff Vespa/WireImage; Cliff Lipson/Showtime

Edited by Julia Wang

Mary-Kate Olsen

Celebrity Central / Top 25 Celebs

 

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