Lindsay Lohan Turns 27: Her 5 Biggest Roles (Video)

Lindsay Lohan
Eric Charbonneau/Invision/AP

The troubled starlet wore a form-fitting Dolce &G abanna cocktail dress to the Hollywood premiere. After striking a plea deal in her most recent court case, the Liz & Dick actress is set to report to three months of locked rehab next month.



In honor of the starlet's birthday, THR looks back on the cinematic endeavors of Ms. Lohan.

As of late, Lindsay Lohan is best known for her off-screen persona and seemingly unending run-ins with the law, but in honor of the starlet's 27th birthday on Tuesday, let us not forget the Lindsay Lohan that exists outside the ankle monitor and stints at Betty Ford.

Here are five important films (the good, bad and the ugly)  from Lohan's colorful career. 

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1. The Parent Trap (1998)

The remake of the 1961 of the family comedy was Lohan's motion picture debut. 

Famed critic Roger Ebert gave the film three stars and praised Lohan's performance saying, "Lindsay Lohan has command of flawless British and American accents, and also uses slightly flawed ones for when the girls are playing each other. What she has all the time is the same kind of sunny charm Hayley Mills projected, and a sense of mischief that makes us halfway believe in the twins' scheme."

2. Freaky Friday (2003)

In another Disney remake, Lohan plays the angst-riddeled teenage daughter of Jamie Lee Curtis.

Director Mark Waters cited Lohan's Friday audition as "the worst" of the five teenage stars in contention for the role. Waters went on to say: "However, we also agreed she was a star. She had this amazing turbulence and energy, which we thought was going to be really interesting for the character."

The film remains Lohan's most successful movie to date, grossing $160 million worldwide.

3. Mean Girls (2004)

The Tina Fey-penned high school comedy was another critical and commercial success, and marked Lohan's second collaboration with Freaky Friday director Waters.

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The uber-quotable film's plethora of "fetch" catch phrases are now a main staple in pop-culture lore.

4. A Prairie Home Companion (2006)

Robert Altman's ensemble comedy marked the first adult film role for Lohan, playing opposite Hollywood heavyweights including Meryl Streep, Woody Harrelson and Tommy Lee Jones.

In an on-set interview, the then-19-year-old Disney darling was overjoyed about the prospect of working on a more mature project, saying, "I want to work with these great actors and be in ensemble pieces, be able to indulge myself. This just feels so good -- this whole new experience [of] an independent where you don't have a huge trailer and you don't have all this money for the cast and the crew."

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5. Liz & Dick

After years of tabloid troubles, the Lifetime original movie was meant to be Lohan's triumphant return to acting, playing the infamous screen legend Elizabeth Taylor.

Unfortunately, both critics and audiences panned the film, with The Hollywood Reporter's Tim Goodman writing, "You can’t take your eyes off of Lohan playing Taylor, which the producers clearly thought would work because they share similar backstories. Except for the part about Taylor being a gigantic movie star and Lohan not being one. Not even a star bright enough to transport you at least halfway to believing she’s Elizabeth Taylor."