Wealthy lawyer Newland Archer (Daniel Day-Lewis) is engaged to sweet socialite May Welland (Winona Ryder) in 1870s New York. On the surface, it is a perfect match. But when May's beautiful cousin Countess Ellen Olenska (Michelle Pfeiffer), who is estranged from her brutish husband, arrives in town, Newland begins to question the meaning of passion and love as he desperately pursues a relationship with Ellen, even though she has been made a social outcast by Archer's peers.
9. Night on Earth, 1991
This film presents five stories, each involving a cab ride and set in a different city around the world. In Los Angeles, no-nonsense taxi driver Corky (Winona Ryder) gets an engaging customer in the form of a Hollywood casting agent (Gena Rowlands), while a Parisian cabbie (Isaach De Bankolé) must contend with some rowdy African diplomats. Among the other tales, a standout is the Italian taxi ride that finds quirky driver Gino (Roberto Benigni) making a lively confession to an ailing priest.
8. Black Swan, 2010
Nina (Natalie Portman) is a ballerina whose passion for the dance rules every facet of her life. When the company's artistic director decides to replace his prima ballerina for their opening production of "Swan Lake," Nina is his first choice. She has competition in newcomer Lily (Mila Kunis) however. While Nina is perfect for the role of the White Swan, Lily personifies the Black Swan. As rivalry between the two dancers transforms into a twisted friendship, Nina's dark side begins to emerge.
7. Heathers, 1988
Veronica (Winona Ryder) is part of the most popular clique at her high school, but she disapproves of the other girls' cruel behavior. When Veronica and her new boyfriend, J.D. (Christian Slater), confront clique leader Heather Chandler (Kim Walker) and accidentally poison her, they make it appear a suicide. Soon Veronica realizes that J.D. is intentionally killing students he does not like. She races to stop J.D. while also clashing with the clique's new leader, Heather Duke (Shannen Doherty).
6. Mermaids, 1990
Fifteen-year-old Charlotte Flax (Winona Ryder) is tired of her wacky mom (Cher) 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 (Bob Hoskins), Charlotte and her 9-year-old sister, Kate (Christina Ricci), 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.
5. Edward Scissorhands, 1990
A scientist (Vincent Price) builds an animated human being -- the gentle Edward (Johnny Depp). The scientist dies before he can finish assembling Edward, though, leaving the young man with a freakish appearance accentuated by the scissor blades he has instead of hands. Loving suburban saleswoman Peg (Dianne Wiest) discovers Edward and takes him home, where he falls for Peg's teen daughter (Winona Ryder). However, despite his kindness and artistic talent, Edward's hands make him an outcast.
4. Beetlejuice, 1988
After Barbara (Geena Davis) and Adam Maitland (Alec Baldwin) die in a car accident, they find themselves stuck haunting their country residence, unable to leave the house. When the unbearable Deetzes (Catherine O'Hara, Jeffrey Jones) and teen daughter Lydia (Winona Ryder) buy the home, the Maitlands attempt to scare them away without success. Their efforts attract Beetlejuice (Michael Keaton), a rambunctious spirit whose "help" quickly becomes dangerous for the Maitlands and innocent Lydia.
3. Little Women, 1994
In this 1994 adaptation of Louisa May Alcott's classic, the March sisters confront growing pains, financial shortages, family tragedies and romantic rivalries in mid-19th-century Massachusetts. Jo (Winona Ryder) struggles for independence and sometimes clashes with her beloved mother and her sisters Meg, Amy and Beth. She also contends with their cranky Aunt March, their impulsive neighbor Laurie (Christian Bale) and kindly linguistics professor Friedrich Bhaer (Gabriel Byrne).
2. Bram Stoker's Dracula, 1992
Adaptation of Bram Stoker's classic vampire novel. Gary Oldman plays Dracula whose lonely soul is determined to reunite with his lost love, Mina (Winona Ryder). In Britain, Dracula begins a reign of terror and seduction draining the life from her closest friend, Lucy (Sadie Frost). Together they try and drive Dracula away.
Set in the changing world of the late 1960s, "Girl, Interrupted" is the searing true story of Susanna Kaysen (Winona Ryder), a young woman who finds herself at a renowned mental institution for troubled young women, where she must choose between the world of people who belong on the inside -- like the seductive and dangerous Lisa (Angelina Jolie) -- or the often difficult world of reality on the outside.
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