Meet Casey Affleck’s young actress girlfriend, Caylee Cowan, who’s 22 years his junior: Ben Affleck’s brother is dating the Frank and Penelope star – but why did they skip Bennifer’s 2022 wedding?

Jul 3 , 2024

Caylee Cowan and Casey Affleck have been dating since 2021. Photos: Getty Images, @cayleecowan/Instagram

Ben Affleck and Jennifer Lopez may be in the news for their rumoured marriage woes, but Affleck’s brother Casey and his relationship with Caylee Cowan has been less covered by the media.

Caylee Cowan and Casey Affleck outside Dior Homme during the Paris Fashion Week menswear spring/summer 2025 event on June 21. Photo: Getty Images

Casey and Cowan, who are much more low profile than Ben and his pop star wife, appear to be the epitome of couple goals – not least because their fashion game is always on point.

Caylee Cowan is an actress. Photo: @cayleecowan/Instagram

Most recently, the pair 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 trousers and strappy heels, while her beau opted for a colourful print jumper and grey trousers.

Caylee Cowan rocking 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 who is best known for portraying Penelope in 2022’s Frank and Penelope. She’s also appeared in Willy’s Wonderland with Nicolas Cage, and Sunrise in Heaven.

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

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

Cowan and Affleck have a pretty large age gap of 22 years. The LA-born actress is 26, while her beau is nearly in his 50s, at 48 years old.

When did Caylee Cowan and Casey Affleck start dating?

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

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

“A year ago, we met. A few months ago, I got smart. Thank God, it wasn’t too late,” Affleck previously gushed on Instagram.

“My girl, you make me a better man every day. You could push me and you could drag me and you could carry me, but instead you just walk with me and talk with me and make me laugh,” he continued. “While 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

Casey and his girlfriend didn’t go to the Good Will Hunting actor’s 2022 wedding to J. Lo, according to US media.

Caylee Cowan at a YSL Beauty event in New York, in February. Photo: @cayleecowan/Instagram

Casey apparently missed his brother’s nuptials because he had to take his son from a previous relationship, Atticus, to football practice. Cowan shared a since-deleted comment underneath her boyfriend’s Instagram tribute to Bennifer, saying. “Hey, if you weren’t in town Saturday to take Atty to soccer practice then who would’ve helped the kid who broke his arm?” she wrote. “You’re a good man. I love you.”

Sex and relationships

Casey and his girlfriend Cowan were just spotted looking stylish as ever at the Dior menswear spring/summer 2025 show at Paris Fashion Week
Cowan, who’s 22 years younger than Ben Affleck’s brother, is also an actor who’s starred in Frank and Penelope, Sunrise in Heaven, and Willy’s Wonderland with Nicolas Cage