Lindsay Lohan Through The Years

Congratulations are in order for Lindsay Lohan who just announced that she & her husband Bader Shammas are expecting a baby. Lindsay & Bader started dating in 2022, announced their engagement in November 2021 & officially got married in 2022. Lindsay Lohan has undergone such a transformation over the years. The starlet skyrocketed to fame after playing dual roles in the 1998 film ‘The Parent Trap.’ From there, she became a Disney darling, starring in films like ‘Get A Clue,’ ‘Freaky Friday,’ and ‘Herbie Fully Loaded.’ Lindsay seriously showed that she had talent and range in the 2004 comedy ‘Mean Girls,’ which has since become a classic among the millennial generation.

The actress also took to singing, with hits like ‘First,’ ‘Rumors,’ and ‘Drama Queen (That Girl)’ from her 2004 film ‘Confessions of a Teenage Drama Queen.’ But Lindsay’s life quickly took a turn when she started dabbling in a lot of parties and a hard lifestyle, which led to her taking a break from Hollywood.

While no longer acting, Lindsay started expanding her empire and opened the Lohan Beach House in Mykonos, Greece. The star documented the entire journey on her series ‘Lindsay Lohan’s Beach Club.’ After years away from the spotlight, she seems poised for a return, dropping her first single in 12 years ‘Back To Me’ in 2020. To see more images of Lindsay through the years, check out the rest of the gallery!

Lindsay Lohan on the set of ‘The Parent Trap’

Lindsay Lohan on the set of ‘The Parent Trap.’ She played dueling roles as twin sisters Hallie Parker and Annie James — and the film skyrocketed Lindsay to fame!

Lindsay Lohan at the HBO film premiere of ‘Dinner with Friends’

Lindsay Lohan attends the HBO film premiere of ‘Dinner with Friends’ in New York on July 28, 2001. Lindsay rocked camo pants and a black top for the outing.

Lindsay Lohan in a promotional photo for ‘Mean Girls’

Lindsay Lohan in a promotional photo for the film ‘Mean Girls’ in 2004. She played Cady Heron in the now-classic millennial film.

Lindsay Lohan at the ‘Herbie Fully Loaded’ film premiere

Lindsay Lohan glows on the red carpet at the ‘Herbie Fully Loaded’ Film Premiere in Los Angeles on June 19, 2005. Lindsay looked amazing in her orange maxi dress.

Lindsay Lohan at the Heart Truth Red Dress Collection 2006 show

Lindsay Lohan attends the Heart Truth Red Dress Collection in 2006. She wore a gorgeous red gown and styled her hair black and down for the event.

Lindsay Lohan at the Whitney Museum of American Art Gala and Studio Party

Lindsay Lohan is photographed at the Whitney Museum of American Art Gala and Studio Party in New York on Oct. 19, 2009. She wore a comfortable pink coat and black heels.

Lindsay Lohan leaving a Beverly Hills Courthouse

Lindsay Lohan is seen exiting the Beverly Hills Courthouse in Los Angeles on Oct. 22, 2010 following some legal trouble. She wore sunglasses to remain incognito while leaving the building.

Lindsay Lohan at the ‘Liz and Dick’ film premiere

Lindsay Lohan attends the ‘Liz and Dick’ film premiere in Los Angeles on Nov. 20, 2012. Lindsay, who played the iconic Elizabeth Taylor in the TV movie, look beautiful in her silk dress.

Lindsay Lohan attends Z100’s Jingle Ball

Lindsay Lohan at  Z100’s Jingle Ball presented by Aeropostale in New York on Dec. 13, 2013. She looked super cute with her high boots and a top that said ‘Same Old Chic.’

Lindsay Lohan at the Elle Style Awards

Lindsay Lohan poses in front of a group of fans at the Elle Style Awards in London on Feb. 24, 2015. Lindsay wore a stylish long black dress that she covered with her white coat.

Lindsay Lohan at amfAR’s 24th Cinema Against AIDS Gala

Lindsay Lohan dons a radiant ball gown at amfAR’s 24th Cinema Against AIDS Gala at the 70th Cannes Film Festival on May 25, 2007. Lindsay showed off her sweet smile as she posed for a photo at the event.

Lindsay Lohan at the Saint Laurent show

Lindsay Lohan attends the Saint Laurent show during Paris Fashion Week on Sept. 25, 2018. She looked gorgeous in her all black ensemble from Saint Laurent.

Lindsay Lohan at A Place at the Table: The Ali Forney Center’s Annual Fall Gala

Lindsay Lohan steals the show at A Place at the Table: The Ali Forney Center’s Annual Fall Gala in New York City on Oct. 25, 2019. Lindsay glistened in her glittering dress as she posed on the red carpet.

Lindsay Lohan At Melbourne Cup Day

Lindsay Lohan sits at the Birdcage during Melbourne Cup Day at Flemington Racecourse in Melbourne, Australia in Nov. 2019. She wore a lacy dress and stunning headpiece.

Lindsay Lohan Attends the Melbourne Cup Day

Lindsay Lohan attends the Melbourne Cup Carnival in Australia in 2019. She wore a flirty dress as she posed for photos at the event.

‘Good Morning America’ TV Show, New York, USA – 08 Nov 2022

Lindsay Lohan seen exiting GMA
‘Good Morning America’ TV Show, New York, USA – 08 Nov 2022
Wearing Akris Same Outfit as Kate Walsh

Lindsay Lohan at NYFW

Lindsay Lohan attended the Christian Siriano Fall/Winter 2023 show at Gotham Hall in NYC during New York Fashion Week on Feb. 9, 2023, when she wore this baggy bronze silk outfit featuring a ruffled blouse & matching wide-leg trousers.