The 1995 cult classic featured an all-star cast among its adult and child actors.
Find out the latest on Christina Ricci, Rosie O’Donnell, and more.
The counterpart toRosie O’Donnell’s adult character, young Roberta is a leader among her friend group.

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Soon afterNow and Thenhit theaters, O’Donnell kicked off a six-year run onThe Rosie O’Donnell Show.
Gaby Hoffmann (Young Samantha)
TheField of Dreamsstar joinedNow and Thenas the young Samantha Albertson.
Demi Moore (Samantha)
Demi Moorestarred as the adult Samantha.

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The narrator of the film, Samantha grows up to become an author.
Moore took on the role after previous appearances in 1985’sSt.
Elmo’s Fire, 1986’sAbout Last Night, 1990’sGhost, 1992’sA Few Good Men, and 1993’sIndecent Proposal.

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The star added dozens of lines to her filmography followingNow and Then.
She hit the big screen in 1996’sStriptease, 1997’sG.I.
Jane, 2003’sCharlie’s Angels: Full Throttle, and 2011’sMargin Call.

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Moore also made headlines for her personal life with a 1990s marriage toBruce Willisand a late-2000s relationship withAshton Kutcher.
Her 2019 memoir,Inside Out,was aNew York Timesbest-seller.
The child star played young Chrissy DeWitt, a well-behaved rules-follower who keeps her friends in line.

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She went on to nab a role in 1989’sTeen Witch, and star opposite husbandTom Hanksin 1993’sSleepless in Seattle.
She is also a singer-songwriter, having released multiple albums since 2012.
He had a recurring role on the Syfy seriesChuckyand popped up in a season 2 episode ofHacksin 2022.

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Leachman continued to act well into her 90s.
Leachmandied in 2021at the age of 94.


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