Heath Ledger

Set in the present day, director Terry Gilliam's fantastical morality tale follows the traveling show of the mysterious Dr. Parnassus (Christopher Plummer) -- a man who once won a bet with the Devil himself, and possesses the unique ability to guide the imagination of others. Many centuries ago, Dr. Parnassus won immortality in a bet that found the malevolent Mr. Nick (Tom Waits) coming up short. While few would be foolish enough to try their luck against the powers of darkness a second time, Dr. Parnassus did precisely that -- this time trading his mortality for youth on the understanding that his firstborn would become the property of Mr. Nick when the child reaches his or her 16th birthday. Flash-forward to the present day, and Dr. Parnassus' daughter, Valentina (Lily Cole), is about to celebrate her sweet sixteen. Dr. Parnassus is desperate to save his little girl from her fiery fate, and when Mr. Nick arrives to collect, the good doctor presents the Prince of Darkness with a wager too enticing to refuse: Dr. Parnassus and Mr. Nick will each compete to seduce five souls, with possession of Valentina going to whomever manages to complete the task first. As the competition begins to heat up, Dr. Parnassus promises his daughter's hand in marriage to any man who can help him successfully navigate the surreal obstacle course that lies ahead and finally help him undue the many mistakes of his past. While the sudden death of prominent Imaginarium of Dr. Parnassus player Heath Ledger in January of 2008 left Gilliam and company scrambling to find a means of salvaging the film -- which was already well into principal photography at the time -- the cavalry soon arrived in the form of Johnny Depp, Jude Law, and Colin Farrell, who each serve as alternate-dimension versions of the character originally set to be played by Ledger when the character crosses through a paranormal mirror. ~ Jason Buchanan, All Movie Guide

Director Todd Haynes' unconventional biopic of the legendary singer/songwriter Bob Dylan features different actors playing the part of the Minnesota native at various stages of his remarkable career. Among the actors playing the singer are Cate Blanchett, who portrays the man during his Don't Look Back era incarnation; Heath Ledger, as an actor playing one of the fictional Dylans in a movie within the movie; Christian Bale, as the Dylan beginning to chafe at being associated so strongly with political causes; Richard Gere, portraying the post-motorcycle accident period; and Marcus Carl Franklin as the young Dylan who passed himself off as the second coming of Woody Guthrie. Each section of the film not only has a different lead actor, but offers different looks that reflect various aspects of popular culture at the time. ~ Perry Seibert, All Movie Guide

The true story of the kids who created modern skateboard culture is recreated in this drama. In the early '70s, skateboards were seen as a fad of the 1960s that had all but died out, but in a rough-and-tumble Venice, CA, community known as "Dogtown," that was about to change. Tony Alva (Victor Rasuk), Stacy Peralta (John Robinson), and Jay Adams (Emile Hirsch) were three guys who liked to surf the rugged beaches around Venice and hung out at the Zephyr Surf Shop, a store run by Skip Engblom (Heath Ledger) that stocked gear for adventurous surfers and skateboarders. With the advent of new urethane wheels that connected with concrete in a way old metal and rubber wheels could not, Tony, Stacy, and Jay began exploring ways to translate radical surf style to skateboarding, and the guys invented a new way to skate inside the smooth, round surfaces of empty pools, employing vertical moves and edge flips that added a new and dramatic spin to skating. It didn't take long for word to spread about the wild new style of the Z-Boys, and they quickly became local celebrities, and later nationwide skating stars, though sudden fame took its toll on these young men. The true story of Lords of Dogtown was previously the basis of the acclaimed documentary Dogtown and Z-Boys, directed by former Z-Boy Stacy Peralta, who like Tony Alva served as a consultant on this project. ~ Mark Deming, All Movie Guide

History's most renowned ladies' man finally meets his match in this historical romance laced with comedy and adventure. In Venice in 1753, Giacomo Casanova (Heath Ledger) is a notorious playboy whose way with women goes too far when he's caught leaving the bedroom of a novice nun, and one of the leading prosecutors of the Inquisition, Pucci (Jeremy Irons), puts him on trial. The Doge (Tim McInnerny), Venice's political point man, is a friend of Casanova's and pulls strings to get him off the hook and allow him to stay in the city, but under one condition -- he must take a wife and remain faithful to her. Casanova sets his sights on Victoria (Natalie Dormer), a lovely young maiden who is obviously taken with the handsome ladykiller, but he's not the only one who wants her hand. Giovanni Bruni (Charlie Cox) is a young man who is very much in love with Victoria, and in order to move him out of the picture, Casanova challenges him to a duel. However, when Casanova is bested in swords in the challenge, he discovers he's actually been parrying with Giovanni's sister, Francesca (Sienna Miller). As Casanova gets to know Francesca, he discovers she's a gifted writer and a bright and independent woman as well as a good hand with a sword, and he comes to the realization that she's the woman he wants to take to the altar. However, Francesca has already been promised to the vain and chubby Papprizzio (Oliver Platt), a man she's never met, and she doesn't seem at all interested in the notorious Casanova. Casanova also stars Lena Olin, and Omid Djalili. ~ Mark Deming, All Movie Guide

Oscar-winning screenwriter Brian Helgeland writes and directs the religious thriller The Order. Heath Ledger portrays a priest from a secret religious order called The Carolingians. He's sent to Rome to investigate the mysterious death of the head of the Carolingians, whose body was found with strange marks on its chest. While in Rome, he asks for help from an old friend (Mark Addy) and an elusive artist Shannyn Sossamon to help solve the murder. The priest ends up at the Vatican, where he learns of a sect that may be responsible for many mysterious deaths. Peter Weller and Benno Fürmann round out the cast. ~ Perry Seibert, All Movie Guide

A.E.W. Mason's perennially popular tale of honor and adventure is brought to the screen yet again in this lavish period action-drama. In 1884, Harry Feversham (Heath Ledger) is a young officer-in-training in the British Army who is soon to graduate and is expected to be shipped of to the Sudan, where the King's military are battling Muslim insurgents who are attempting to overturn English colonial rule. Feversham, however, has developed a serious case of cold feet, and on the eve of his departure, he resigns his commission. Feversham's best friend and fellow officer Jack Durrance (Wes Bentley) in response presents him with a white feather (a symbol of cowardice), and two of his classmates follow suit. Ethne Eustace (Kate Hudson), Feversham's fiancée, presents him with a fourth white feather shortly before breaking off their engagement. Sufficiently humbled, Feversham attempts to win back his honor and the respect of his family and friends by secretly becoming an undercover operative in the Sudan. His initial attempts to pose as an Arab are not especially convincing, but he makes friends with Abou Fatma (Djimon Hounsou), a local sympathetic with the British cause who proves to be a valuable source of insider information and advice on how to blend with the rebels. Meanwhile, Durrance is briefly ordered back to England to help recruit new soldiers for the colonial forces, and he takes the opportunity to begin wooing Eustace, the former flame of his former friend. This adaptation is the fifth film version of The Four Feathers, following two silent screen adaptations (released in 1915 and 1928), Zoltan Korda's memorable 1939 version, and a 1977 made-for-TV movie. ~ Mark Deming, All Movie Guide

Director Marc Forster, winner of Best Feature at Slamdance for his debut film Loungers (1996) and the "Someone to Watch" Independent Spirit Award for his indie drama Everything Put Together (2000), follows up those acclaimed projects with this intense, racially charged romance. Billy Bob Thornton stars as Georgia prison guard Hank Grotowski, a hard-drinking racist ex-cop whose father, Buck (Peter Boyle), is dying of emphysema and whose son, Sonny (Heath Ledger), works the execution detail at the prison's death row. When Sonny commits suicide, Hank is devastated and quits his job, spiraling into a deep depression until, one night, he comes to the aid of Leticia (Halle Berry), a beautiful African-American woman whose son, Tyrell (Coronji Calhoun), has been hit by a car. When Tyrell dies, Leticia and Hank find themselves to be unexpected soul mates linked together by tragic grief. It's not long before Hank discovers that Leticia is the widow of Lawrence Musgrove (Sean Combs), the man whose execution by electric chair he and his late son helped to orchestrate. Monster's Ball (2001) is based on a screenplay by actors Milo Addica and Will Rokos, who spent five years developing their script into a feature. Their title refers to the name of an English tradition requiring jailers to throw a party for a condemned man on the night before his death. ~ Karl Williams, All Movie Guide

As Shakespearean adaptations go, it's not quite as odd as moving The Tempest to another planet (as in Forbidden Planet) or Hamlet to a Canadian brewery (the secret subtext of Strange Brew), but it's still safe to say no one was expecting a version of The Taming of the Shrew set in an American high school. But unlike the previously mentioned films, 10 Things I Hate About You at least gives the Bard screen credit for his contribution to the story. In 10 Things I Hate About You, Bianca Stratford (Larisa Oleynik) is a tenth grader who has never gone on a date, as her parents have a little rule where Bianca isn't allowed to go out with boys until her older sister gets a boyfriend. The problem is, while her older sister Kat (Julia Stiles) is attractive and intelligent, she's also a mean-spirited misanthrope who rubs nearly everyone the wrong way -- especially boys. But Bianca and the guy she has her eye on, Joey Donner (Andrew Keegan), are eager to get their romance on the road, so Joey fixes Kat up with Patrick Verona (Heath Ledger), a new kid in town who may be just bitter and mysterious enough to suit her. 10 Things I Hate About You is the first feature film for director Gil Junger, who previously worked extensively in television, including episodes of Dharma and Greg, Ellen, and Blossom. ~ Mark Deming, All Movie Guide