Lindsay Lohan, 39, Looks Effortlessly Stunning Nearly Three Decades After ‘The Parent Trap’ Made Her a Star

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Lindsay Lohan started her career very young, becoming a child model at age three with Ford Models. She appeared in ads for well-known brands like Calvin Klein Kids and Abercrombie, and was in over 60 TV commercials – including one for Jell-O featuring Bill Cosby – for companies like Pizza Hut and Wendy’s.

By the age of ten, she was already a working actress, having appeared on the soap opera Another World as Alexandra “Alli” Fowler. Soap Opera Magazine even called her a “show-business veteran” at that young age. After a year on the show, she got her big break in the 1998 Disney comedy The Parent Trap, playing both twins who try to get their parents back together.

The movie was a financial success, bringing in $92 million globally. Critics particularly liked Lindsay Lohan’s portrayal of two very different characters. This performance earned her a Young Artist Award and led to a deal with Disney for three more films, solidifying her status as a promising young actress.

Lindsay Lohan gained widespread recognition in 2003 when she starred in Freaky Friday with Jamie Lee Curtis. The film featured the pair as a mother and daughter who magically swapped bodies, and Lohan even suggested changes to her character. Critics, like Roger Ebert, praised her performance, noting her maturity and comparing her to Jodie Foster. Freaky Friday was a major box office success, earning $160 million globally, and Lohan won an MTV Movie Award for her breakthrough role. She also recorded a song, “Ultimate,” which was used to promote the film.

In 2004, she starred in the films Confessions of a Teenage Drama Queen and, more notably, Mean Girls, a funny teen movie written by Tina Fey. Mean Girls was a huge success, earning $129 million globally and receiving positive reviews, which firmly established her as a teen idol. She received several Teen Choice and MTV Movie Awards, and her popularity exploded, with the media closely following her personal life and social activities.

Lindsay Lohan

— JumpTrailers (@JumpTrailers) February 9, 2026

Lindsay Lohan started her music career at 17, releasing her first album, Speak, in 2004. It sold over a million copies in the US, and singles like “Rumors” and “Over” were popular, despite receiving mixed reviews. She continued acting, starring in the Disney film Herbie: Fully Loaded in 2005, which grossed $144 million worldwide. Later that year, she released a second album, A Little More Personal (Raw), and also co-wrote and directed the music video for its first single.

Lindsay Lohan’s career hit a rough patch not long after its initial success. Films like Just My Luck (2006) weren’t well-received, and her personal problems started to affect her work. While she received positive reviews for roles in smaller, independent films like A Prairie Home Companion and Bobby (both 2006), she continued to battle personal issues. 2007’s I Know Who Killed Me was a particularly low point, receiving harsh criticism and even earning her Golden Raspberry awards. Frequent arrests and time in rehab further damaged her public image. She had to drop out of several projects, including A Woman of No Importance and The Edge of Love, due to these difficulties, demonstrating the instability she was facing at the time.

From 2008 to 2013, Lindsay Lohan worked on a variety of projects, including independent films and TV shows. She starred in the movie Labor Pains (2009), made a guest appearance on Ugly Betty, and had a role in Machete (2010). She also narrated a BBC documentary called Lindsay Lohan’s Indian Journey (2010). While working on films like The Canyons (2013), she experienced difficulties with production and getting the films released. She hosted Chelsea Lately and appeared in Scary Movie 5, but reviews were mixed.

In 2014, Lindsay Lohan starred in the OWN docu-series Lindsay, which followed her life after completing rehab and as she moved to New York City. That same year, she also began her stage career in London with the play Speed-the-Plow, receiving a variety of reactions from critics.

Lindsay Lohan slowly regained public interest by focusing on fashion, business ventures, and reality television. She started her own clothing line, 6126, and collaborated with brands like Jill Stuart, Fornarina, and Allbirds. Expanding her entrepreneurial efforts, she opened beach resorts in Mykonos and Rhodes and created lines of jewelry and baby accessories. Lohan also explored digital platforms with her game app, Lindsay Lohan’s The Price of Fame (2014), and her lifestyle website, Preemium (2017). More recently, in 2022, she began hosting the podcast The Lohdown.

She came back to acting with roles in Netflix films. In 2022, she landed a leading part in Falling for Christmas, her biggest role in over ten years, and even sang on the movie’s soundtrack. The film quickly became the most popular holiday movie on Netflix in the U.S. that year.

She continued her acting career with roles in the 2024 films Irish Wish and Our Little Secret, where she received positive reviews. In 2025, she teamed up again with Jamie Lee Curtis for Freakier Friday, which became a hit around the world. She’s also starring in and producing Count My Lies, a new series for Hulu, and this will be her first leading role in a television show.

As a film fan, I’ve always been fascinated by Lindsay Lohan’s journey. She hit it big so young, going from a child model to a total Disney star with The Parent Trap, but then faced a lot of public struggles. What’s really impressive is how she’s managed to keep reinventing herself. She’s not just an actress anymore; she’s diving into music, fashion, hotels, and even streaming. It just shows her talent and determination – she’s still captivating audiences almost thirty years after that breakthrough role, and it’s great to see her thriving in so many different areas.

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2026-02-10 16:23