Sean Penn, with daughter Dylan, directs again in 'Flag Day'

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Sean Penn, left, and Dylan Penn pose for portrait photographs for the film 'Flag Day', at the 74th international film festival, Cannes, southern France, Saturday, July 10, 2021. (Photo by Vianney Le Caer/Invision/AP)

CANNES ā€“ Sean Penn is sort of done with movies.

Heā€™s still making them, here and there. But Penn is mostly seeing out commitments he made years earlier. After those? Heā€™s not so sure how much more heā€™s going to be acting or directing.

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Penn, the 61-year-old maverick actor and sometimes filmmaker, is in many ways happily out of step with many of the prevailing winds in Hollywood. Streaming films? Franchise movies? So-called ā€œcancel culture?ā€ All of these things draw his ire, to various degrees. Meanwhile, Penn is dedicating more of his time to Haitian relief efforts and getting people vaccinated than he does to movies.

All of that makes ā€œFlag Day,ā€ a new film Penn directed and co-stars in, a rarity for a once voracious actor who in the past decade has been a co-lead in only a few movies (ā€œThe Professor and the Madman,ā€ ā€œGangster Squadā€). In the father-daughter drama, which MGM will release Friday in theaters, Penn plays a larger-than-life but often absent and sometimes imprisoned father to daughter Jennifer (played by Penn's daughter Dylan Penn).

ā€œIā€™m currently feeling with this movie incredibly lucky to have a movie thatā€™s going to be a movie, thatā€™s going to have a theatrical front,ā€ Penn said in an interview last month. ā€œI, as an audience, can be very into some of the things that are only streaming. But as a practitioner, not at all. To act in something, you take it in a certain stride. But as a director, the way Iā€™ve always put it is: Itā€™s not the girl I fell in love with.ā€

And Penn increasingly sounds like someone for whom the romance of movies has faded. He misses Hollywood films that arenā€™t ā€œjust razzle-dazzle, Cirque du Soleil movies,ā€ he says. On Marvel movies, he laments ā€œhow much itā€™s taken up the space and claimed so much time in the careers of so many talented people.ā€ Arguing that today he wouldnā€™t be allowed to play gay icon Harvey Milk (2008ā€™s ā€œMilkā€), Penn recently said that soon only Danish princes will be playing Hamlet.

And Pennā€™s generally well-regarded directing career (including 1995ā€™s ā€œThe Crossing Guardā€ and 2001ā€™s ā€œThe Pledge,ā€ both with Jack Nicholson; and 2007's ā€œInto the Wildā€) has lately been rockier. His last film, 2016ā€™s ā€œThe Last Face,ā€ with Charlize Theron, flopped, and was loudly booed at its Cannes Film Festival debut. Yet Penn last month returned to Cannes to premiere ā€œFlag Day.ā€

ā€œIā€™ve been on such extreme ends on that. Itā€™s like: whatever,ā€ says Penn. ā€œThe thing is: I am confident that I know as much ā€” more ā€” about acting than almost any of these critics. And Iā€™m very confident in the performance Iā€™m most concerned about.ā€

With that, Penn raises his hand and points toward where Dylan is sitting across an otherwise empty hotel bar off Cannes' Croisette. Dylan, 30, is the star of ā€œFlag Day.ā€ She has dabbled before in acting but itā€™s easily her biggest role yet. In the film, adapted from Jennifer Vogelā€™s 2005 memoir ā€œFlim-Flam Man: The True Story of My Fatherā€™s Counterfeit Life,ā€ she plays an aspiring journalist with a seldom truthful father.

Penn's confidence isnā€™t misplaced. In ā€œFlag Day,ā€ Dylan is natural, poised and captivating. She looks a veteran, already, which might be expected of the child of Penn and Robin Wright. And those critics? Some have been quite complimentary. Variety said the film ā€œreveals Dylan Penn to be a major actor.ā€

Just as Penn is withdrawing from movies, his daughter is stepping forward ā€” even if she didnā€™t immediately seek the spotlight.

ā€œGrowing up, being surrounded by actors and being on set, it was really something that didnā€™t interest me at all,ā€ Dylan says. ā€œI always thought, and still think, my passion lies in working behind the camera. But as soon as I expressed wanting to do that kind of thing, both of my parents said separately: You wonā€™t be a good director if you donā€™t know what itā€™s like to be in the actorā€™s shoes.ā€

Dylan grants that her dad may be ā€œpassing the torch a little bit.ā€ Hopper Jack Penn, her younger brother, also co-stars in ā€œFlag Day.ā€ (The rest of the cast includes Josh Brolin and Regina King. Original songs by Cat Power, Eddie Vedder and Glen Hansard contribute to the score.)

ā€œI have always thought if she wanted to do it, Iā€™d encourage it,ā€ Penn says.

For Dylan, the father-daughter relationship of ā€œFlag Dayā€ ā€” Jennifer tries to help and stabilize her scamming father but also inherits some of his more destructive, conman habits ā€” is a half-reflection of their own bond together.

ā€œShe always strived to have this really honest, transparent relationship with her father which she never got it in return,ā€ Dylan says. ā€œIā€™ve tried to have that with my dad and got it in return.ā€

Penn has recently been shooting Sam Esmailā€™s Watergate series for Starz, with Julia Roberts. He's been vocal that vaccinations ought to be required for everyone on set. During the pandemic, Penn's Community Organized Relief Effort non-profit, which he started after the 2010 earthquake to help Haitians, erected testing and vaccination sites, helping dispense millions of shots.

Perhaps those experiences have made Penn only further repelled by anything artificial.

"My tolerance for the contrived is less and less," says Penn.

But working with Dylan came naturally. Talking about her attentive, even disarming presence, he calls her ā€œas uncontrived as it gets.

ā€œI would be sort of taken about by it sometimes, like: ā€˜Uh, oh. Sheā€™s really listening to this. Is she seeing right through this?ā€™" says Penn.

Penn started out younger ā€” he was starring in ā€œFast Times at Ridgemont Highā€ by the time he was 21. He felt confident from the start in roles that were like him ā€” ā€œyoung and very shy," as he describes. Staying natural while expanding away from himself, Penn says, has been the journey ever since.

ā€œHow do you feel as natural, as free in something where youā€™re going to the role as in something where youā€™re bringing the role to you? To varying degrees of success and failure, thatā€™s what the road has been ā€” to find that original unquestioning,ā€ says Penn. ā€œThereā€™s stuff that I see in Dylan that is so unquestioning.ā€

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Follow AP Film Writer Jake Coyle on Twitter at: http://twitter.com/jakecoyleAP


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