Lindsay Lohan, Lisa Ann Walter, and Elaine Hendrix Just Reunited 27 Years After ‘The Parent Trap’

Lindsay Lohan may be reprising one of her many iconic roles alongside Jamie Lee Curtis in her latest movie, Freakier Friday, but the Y2K screen queen just had another surprise reunion on the red carpet. During the movie’s premiere on July 22, LiLo ran into her co-stars from The Parent Trap, Lisa Ann Walter and Elaine Hendrix.

Let’s have a moment of silence for this legendary lineup in our good year, 2025:

Aaaand again in video format:

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Of course, Lisa and Elaine, who have remained close friends since The Parent Trap dropped in 1998, pulled up to the Freakier Friday premiere to support Lindsay. Lisa, who is now known for her role as Melissa Schemmenti on Abbott Elementary, praised the actors when she reposted a sweet image of the trio on her Instagram Stories, writing, “So proud of these gorgeous ladies.”

As for Elaine, she playfully reposted a fan’s reaction to their reunion with the caption, “This is important to millennials everywhere,” and reminded us to reapply our retinol treatments when she whipped out these pics with IMDb:

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In case you need a refresher, Lindsay played the dual breakout role of twins Hallie and Annie in the remake of the 1961 movie when she was 12. Lisa played The Parent Trap’s fan-favorite housekeeper Chessy. Elaine took on the role of Meredith Blake, a young socialite vying for Annie and Hallie’s dad and his riches.

During an interview with Entertainment Weekly, Elaine shared that Freakier Friday’s director, Nisha Ganatra, hit her up to be in the movie, which happened to be the first time she saw Lindsay since the ’90s.

“I got to physically see her, and we spent a lot of time together on set, hanging out, reminiscing, and catching up. Now, we’re better about staying in touch with one another,” she shared, explaining that they didn’t stay in touch after starring in The Parent Trap due to their age gap at the time.

Elaine continued, “She lives on the other side of the world and has a family and is busy. We both have full lives, but particularly through social media and texting, we’re staying in touch, which is quite lovely. I’m so happy for her and where she is in her life. It’s nice, in these new chapters of our lives, to be in contact.”

Freakier Friday hits theaters August 8, nearly 22 years after the first movie came out in 2003.

Get tickets to ‘Freakier Friday’