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Dylan Penn

Dylan Penn Ready to Direct Her Father Sean Penn After ‘Flag Day’ Debut

The first time Sean Penn approached his daughter, Dylan, to take on the role of Jennifer in a project called Flag Day, she was just 15 years old. “It was a hard no,” Dylan tells The Hollywood Reporter of the film that her father never completely abandoned. “Fifteen years later, I’m 30 now, and I […]

Josh Brolin, Miles Teller Join Sean Penn in ‘Flag Day’

Sean Penn's next directorial venture 'Flag Day' is heading into production and rounding out its cast. Joining Penn and his daughter and son, Dylan and Hopper, onscreen will be Josh Brolin and Miles Teller, as well as Norbert Leo Butz, Dale Dickey, Eddie Marsan, Bailey Noble and Katheryn Winnick.

Rep Sheet Roundup: CAA Signs Dylan Penn

CAA has signed model and actress Dylan Penn, the daughter of Sean Penn and Robin Wright.

Coachella: Emily Ratajkowski, Kiernan Shipka Party It Up in the Desert

Hollywood is coming out in full force for the hottest parties during weekend one of the annual music festival.

Coachella: Dylan Penn Bought Her First Coach Bag for $10 on the Street

While hanging poolside at Coach's Coachella bash on Friday, the model/actress shared the story of her first Coach purchase ever — along with why her famous parents actually want her to be an actress.

‘Pretty Little Liars’ Star Ashley Benson Joins Kevin Spacey in ‘Elvis & Nixon’ (Exclusive)

Tate Donovan, Poppy Delevingne and Dylan Penn also join the indie.

Dylan Penn Dishes on Stuart Weitzman’s New Short Film (Exclusive)

The 23-year-old model, who stars in the luxury shoe label's flick directed by Julia Restoin Roitfeld, talks dancing topless with Poppy Delevingne and sharing shoes with mom Robin Wright

Dylan Penn Lands New Modeling Gig

The daughter of Sean Penn and Robin Wright has signed with a London-based modeling agency.