Fifteen-year-old Charlotte Flax is tired of her wacky mom moving their family to a different town any time she feels it is necessary. When they move to a small Massachusetts town and Mrs. Flax begins dating a shopkeeper, Charlotte and her 9-year-old sister, Kate, hope that they can finally settle down. But when Charlotte's attraction to an older man gets in the way, the family must learn to accept each other for who they truly are.

Great Balls of Fire!

1989

English

6.3

♡ 16

65%

older man younger woman relationship

religious fundamentalism

rock 'n' roll

train

Jim McBride Director

Steve Allen as Himself

Dennis Quaid as Jerry Lee Lewis

Alec Baldwin as Jimmy Swaggart

Winona Ryder as Myra Gale Brown

The story of Jerry Lee Lewis, arguably the greatest and certainly one of the wildest musicians of the 1950s. His arrogance, remarkable talent, and unconventional lifestyle often brought him into conflict with others in the industry, and even earned him the scorn and condemnation of the public.

Looking for Richard

1996

English

7.3

♡ 17

85%

Al Pacino Director

Kevin Kline as Self

Kenneth Branagh as Self - Interviewee

Winona Ryder as Self / Lady Anne

Al Pacino as Self / Richard III

Al Pacino's deeply-felt rumination on Shakespeare's significance and relevance to the modern world through interviews and an in-depth analysis of "Richard III."

Reality Bites

1994

English

6.6

♡ 41

61%

Ben Stiller Director

Winona Ryder as Lelaina Pierce

Ben Stiller as Michael Grates

Joe Don Baker as Tom Pierce

Ethan Hawke as Troy Dyer

A small circle of friends suffering from post-collegiate blues must confront the hard truth about life, love and the pursuit of gainful employment. As they struggle to map out survival guides for the future, the Gen-X quartet soon begins to realize that reality isn't all it's cracked up to be.

Sarah Cooper: Everything's Fine

2020

English

5.5

♡ 6

67%

Natasha Lyonne Director

Ben Stiller as

Aubrey Plaza as

Helen Mirren as

Winona Ryder as

Comedian and Trump lip-synching sensation Sarah Cooper tackles politics, race and other light topics in a sketch special packed with celebrity guests.

The Dilemma

2011

English

5.3

♡ 34

24%

Ron Howard Director

Jennifer Connelly as Beth

Winona Ryder as Geneva

Kevin James as Nick Brannen

Channing Tatum as Zip

Longtime friends Ronny and Nick are partners in an auto-design firm. They are hard at work on a presentation for a dream project that would really launch their company. Then Ronny spots Nick's wife out with another man, and in the process of investigating the possible affair, he learns that Nick has a few secrets of his own. As the presentation nears, Ronny agonizes over what might happen if the truth gets out.

How to Make an American Quilt

1995

English

6.3

♡ 33

62%

Jocelyn Moorhouse Director

Jared Leto as Beck

Winona Ryder as Finn

Dermot Mulroney as Sam

Claire Danes as Young Glady Joe

Soon-to-be-wed graduate student Finn Dodd develops cold feet when she suspects her fiancé is cheating on her. In order to clear her head, Finn visits her grandmother, Hy, and great aunt, Glady Joe Cleary, in Grasse, Calif. There, Finn learns that Hy and Glady Joe are members of a group of passionate quilters, and over the course of her visit she is regaled with tales of love and life by women who have collected rich experiences and much wisdom.

The Last Word

2008

English

6.2

♡ 9

40%

Geoffrey Haley Director

Winona Ryder as Charlotte

Katherine Boecher as Clara

Wes Bentley as Evan

Kurt Caceres as Sammy

An odd-but-gifted poet, Evan Merck makes his living writing suicide notes for the soon-to-be departed. So when he meets Charlotte, the free-spirited sister of his latest client, Evan has no choice but to lie about his relationship to her late, lamented brother.

Author: The JT LeRoy Story

2016

English

7.1

77%

Jeff Feuerzeig Director

Winona Ryder as Self

Asia Argento as Self

Michael Pitt as Self

Bruce Benderson as Self

New York magazine’s October 2005 issue sent shockwaves through the literary world when it unmasked “it boy” wunderkind JT LeRoy, whose tough prose about his sordid childhood had captivated icons and luminaries internationally. It turned out LeRoy didn’t actually exist. He was dreamed up by 40-year-old San Francisco punk rocker and phone sex operator, Laura Albert.

Turks & Caicos

2014

English

6.5

♡ 14

Action

british prime minister

David Hare Director

Ralph Fiennes as Alec Beasley

Christopher Walken as Curtis Pelissier

Bill Nighy as Johnny Worricker

Winona Ryder as Melanie Fall

The second movie in David Hare's Johnny Worricker trilogy. Loose-limbed spy Johnny Worricker, last seen whistleblowing at MI5 in Page Eight, has a new life. He is hiding out in Ray-Bans on the Caribbean islands of the title, eating lobster and calling himself Tom Eliot (he’s a poet at heart). We’re drawn into his world and his predicament when Christopher Walken strolls in as a shadowy American who claims to know Johnny. The encounter forces him into the company of some ambiguous American businessmen who claim to be on the islands for a conference on the global financial crisis. When one of them falls in the sea, their financial PR seems to know more than she's letting on. Worricker soon learns the extent of their shady activities and he must act quickly to survive when links to British prime minister Alec Beasley come to light.

The Informers

2008

English

4.9

♡ 19

Gregor Jordan Director

Winona Ryder as Cheryl Moore

Amber Heard as Christie

Theo Rossi as Spaz

Billy Bob Thornton as William Sloan

A collection of intersecting short stories set in early 1980s Los Angeles, depicts a week in the lives of an assortment of socially alienated, mainly well-off characters who numb their sense of emptiness with casual sex, violence, and drugs.

The Private Lives of Pippa Lee

2009

English

6.3

♡ 9

69%

Rebecca Miller Director

Keanu Reeves as Chris Nadeau

Monica Bellucci as Gigi Lee

Julianne Moore as Kat

Winona Ryder as Sandra Dulles

After her much older husband forces a move to a suburban retirement community, Pippa Lee engages in a period of reflection and finds herself heading toward a quiet nervous breakdown.

Experimenter

2015

English

6.6

♡ 28

85%

breaking the fourth wall

Michael Almereyda Director

Mamoudou Athie as Crying Man

Taryn Manning as Mrs. Lowe

Winona Ryder as Sasha Menkin Milgram

John Leguizamo as Taylor

Yale University, 1961. Stanley Milgram designs a psychology experiment that still resonates to this day, in which people think they’re delivering painful electric shocks to an affable stranger strapped into a chair in another room. Despite his pleads for mercy, the majority of subjects don’t stop the experiment, administering what they think is a near-fatal electric shock, simply because they’ve been told to do so. With Nazi Adolf Eichmann’s trial airing in living rooms across America, Milgram strikes a nerve in popular culture and the scientific community with his exploration into people’s tendency to comply with authority. Celebrated in some circles, he is also accused of being a deceptive, manipulative monster, but his wife Sasha stands by him through it all.

Ben Lee: Catch My Disease

5.6

Amiel Courtin-Wilson Director

Winona Ryder as Self

Claire Danes as Self

Zooey Deschanel as Self

Michelle Williams as Self

Charming, intelligent and iconoclastic, Ben Lee is an Australian singer-songwriter whose creative growth since his early adolescence has undergone almost relentless media scrutiny. This is a playful yet deeply intimate portrait of Lee, exploring his meteoric rise to pop stardom and the issues of celebrity and spirituality that arise when launched into the spotlight.

Lucas

1986

English

6.9

♡ 21

76%

David Seltzer Director

Gary Cole as Assistant Coach

Garrett M. Brown as Mr. Kaiser

Winona Ryder as Rina

Jeremy Piven as Spike

A brilliant but socially inept 14-year-old experiences heartbreak for the first time when his two best friends – Cappie, an older-brother figure, and Maggie, the new girl with whom he is in love – fall for each other.

Little Women

1994

English

7.3

♡ 32

92%

parent child relationship

pregnancy

Romance

sister

Gillian Armstrong Director

Eric Stoltz as John Brooke

Winona Ryder as Jo March

Christian Bale as Laurie

Kirsten Dunst as Younger Amy March

With their father away as a chaplain in the Civil War, Jo, Meg, Beth and Amy grow up with their mother in somewhat reduced circumstances. They are a close family who inevitably have their squabbles and tragedies. But the bond holds even when, later, male friends start to become a part of the household.

The Darwin Awards

2006

English

5.9

♡ 3

25%

Finn Taylor Director

Tom Hollander as Henry

Nora Dunn as Mrs. Pearlman

Winona Ryder as Siri Taylor

Robin Tunney as Zoe

After botching the capture of a notorious serial killer, idiosyncratic detective Michael Burrows loses his job with the San Francisco Police. He becomes an investigator for an insurance company and joins forces with a cynical field agent to probe suspicious and unusual deaths.

Boys

1996

English

4.9

♡ 3

15%

Stacy Cochran Director

Matt Malloy as Bartender

Skeet Ulrich as Bud Valentine

Chris Cooper as Mr. John Baker

Winona Ryder as Patty Vare

Fed up with boarding school and frustrated with the way others have planned his life, John Baker Jr. wants a change -- anything to shake up his staid routine. The moment arrives when he stumbles upon a woman, Patty Vare, unconscious in a field. Deciding to risk it, John takes her to his dorm to look after her, much to the disapproval of his friends. John's decision proves fateful as he and Patty grow close to one another. However, she may be keeping secrets from him.