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Meet Casey Affleck’s Young Actress Girlfriend Caylee Cowan, Who’s 22 Years Younger Than Him: Ben Affleck’s Brother Is Dating The Frank & Penelope Star – But Why Did They Skip Bennifer’s 2022 Wedding?

Posted on by angelo
Meet Casey Affleck’s Young Actress Girlfriend Caylee Cowan, Who’s 22 Years Younger Than Him: Ben Affleck’s Brother Is Dating The Frank & Penelope Star – But Why Did They Skip Bennifer’s 2022 Wedding?

Caylee Cowan is an actress. Photo: @cayleecowan/Instagram
Most recently, the couple were spotted attending the Dior Menswear Spring/Summer 2025 show at Paris Fashion Week on June 21. Cowan wore an Eiffel Tower print top with black pants and strappy heels, while her man opted for a colorful printed sweater and gray pants.
Caylee Cowan wears a Betsey Johnson dress. Photo: @cayleecowan/Instagram

Here’s what we know about Caylee Cowan and her romance with “the other Affleck.”

Why is Caylee Cowan famous?

Caylee Cowan and Casey Affleck announced their relationship in 2021. Photo: @cayleecowan/Instagram
Cowan is an actress best known for portraying Penelope in the 2022 film Frank and Penelope. She also appeared in Willy’s Wonderland with Nicolas CageAnd Sunrise in paradise.

What is the age difference between Caylee Cowan and Casey Affleck?

Caylee Cowan is 22 years younger than Casey Affleck. Photo: @cayleecowan/Instagram

Cowan and Affleck have a significant age difference of 22 years. The Los Angeles-born actress is 26, while her beau is in his late 50s at 48.

When did Caylee Cowan and Casey Affleck start dating?

Caylee Cowan starred in Frank and Penelope in 2022. Photo: @cayleecowan/Instagram

According to People, the lovebirds launched their relationship with an Instagram post in November 2021.

“A year ago we met. A few months ago I realized the situation. Thank God it wasn’t too late,” Ben Affleck exclaimed on Instagram.

“My daughter, you make me a better man every day. You could push me, pull me, carry me, but instead you walk with me, talk to me and make me laugh,” he continued. “As long as it beats, you have a place in my heart. I hope you stay that long.”

Did Caylee Cowan and Casey Affleck go to Ben Affleck and Jennifer Lopez’s wedding?

Casey Affleck missed Jennifer Lopez and Ben Affleck’s 2022 wedding. Photo: AFP
Caylee Cowan at a YSL Beauty event in New York City in February. Photo: @cayleecowan/Instagram
Casey apparently missed his brother’s wedding because he had to take his son from a previous relationship, Atticus, to football practice. Cowan shared a since-deleted comment under his boyfriend’s Instagram tribute to Bennifersaying. “Hey, if you weren’t in town Saturday to take Atty to soccer practice, who could have helped the kid who broke his arm?” she wrote. “You’re a good man. I love you.”