
The Book of Life(1998)
New Year's Eve takes on new meaning when the Devil, Jesus Christ, and Christ's assistant Magdalena discuss and debate the End of the World.


“A decidedly different look at the age-old relations between men and women.”
Chauvinistic businessman Leo Blockman picks up a woman who shoots him, causing him to fall into a river and inexplicably emerge as a woman. Renaming herself Cleo Clock, her female personality gradually begins to take over, and she's forced to navigate a sexist world while attempting to find a way to transform back into a man.

Veronica Hart
Cleo Clock

Scott Baker
Leo Blockman

Kevin Thomsen
Bob Miller
Alan Naggar
Marvin Blockman

Ginger Lynn
Karen
Frank Stewart
Benedict

Ruth Collins
Sally

Jennifer Delora
Bernice
Joe Giardina
Earl

Paul Borghese
Fred
Cleo/Leo is a comedy, fantasy film released in 1989. Directed by Chuck Vincent, it stars Veronica Hart, Scott Baker, Kevin Thomsen. Chauvinistic businessman Leo Blockman picks up a woman who shoots him, causing him to fall into a river and inexplicably emerge as a woman. Renaming herself Cleo Clock, her female personality gradually begins to take over, and she's forced to navigate a sexist world while attempting to find a way to transform back into a man.
Discover titles like Cleo/Leo — ranked by similarity and community votes
We found 15 movies similar to Cleo/Leo
If you enjoyed Cleo/Leo, you'll love these handpicked recommendations. Each title below shares similar themes, tone, and storytelling style. Our algorithm analyzes genres, keywords, director filmography, and cast connections to find the closest matches. Whether you're looking for the same emotional depth, narrative structure, or visual style, these picks are curated to deliver the best viewing experience for fans of Cleo/Leo.

New Year's Eve takes on new meaning when the Devil, Jesus Christ, and Christ's assistant Magdalena discuss and debate the End of the World.

A well-meaning but rather inept angel named Gabriel meddles in the lives of a struggling gig worker and a wealthy capitalist.

When his father dies, poor Fella is left at the mercy of his snobbish stepmother and her two no-good sons Maximilian and Rupert. As he slaves away for his nasty step-family, Maximilian and Rupert attempt to find a treasure Fella's father has supposedly hidden on the estate. Hoping to restore her dwindling fortunes, the stepmother plans a fancy ball in honor of the visiting Princess Charmein whom she hopes will marry Rupert. Eventually, Fella's Fairy Godfather shows up to convince him that he has a shot at winning the Princess himself.

Set to the intoxicating rhythms of Brazil, "Woman on Top" is a spicy, sexy comedy about the magic of food, love and music. Meet Isabella, a sultry enchantress born with the special gift of melting the palates and hearts of men everywhere. When she decides to break free from her rocky marriage and the stifling kitchen of her husband's restaurant in Brazil, she spirits off to San Francisco in pursuit of her dreams of a real culinary career.

An Inuit hunter races his sled home with a fresh-caught halibut. This fish pervades the entire film, in real and imaginary form. Meanwhile, Axel tags fish in New York as a naturalist's gofer. He's happy there, but a messenger arrives to bring him to Arizona for his uncle's wedding. It's a ruse to get Axel into the family business. In Arizona, Axel meets two odd women: vivacious, needy, and plagued by neuroses and familial discord. He gets romantically involved with one, while the other, rich but depressed, plays accordion tunes to a gaggle of pet turtles.

Jack McCall is a fast-talking literary agent, who can close any deal, any time, any way. He has set his sights on New Age guru Dr. Sinja for his own selfish purposes. But Dr. Sinja is on to him, and Jack’s life comes unglued after a magical Bodhi tree mysteriously appears in his backyard. With every word Jack speaks, a leaf falls from the tree and he realizes that when the last leaf falls, both he and the tree are toast. Words have never failed Jack McCall, but now he’s got to stop talking and conjure up some outrageous ways to communicate or he’s a goner.

Stanley Ipkiss, an insecure banker who has lost his zest for life stumbles upon an ancient mask, that turns him into a confident suave cartoon-like character who upsets his ordinary life.

A woman named Kit moves back to her parent's house, where she receives a mysterious invitation that would fulfill her childhood dreams.

Calvin is a young novelist who achieved phenomenal success early in his career but is now struggling with his writing – as well as his romantic life. Finally, he makes a breakthrough and creates a character named Ruby who inspires him. When Calvin finds Ruby, in the flesh, sitting on his couch about a week later, he is completely flabbergasted that his words have turned into a living, breathing person.

In Victorian England, a bored young girl dreams that she has entered a fantasy world called Wonderland, populated by even more fantastic characters.

A young girl discovers a secret map to the dreamworld of Slumberland, and with the help of an eccentric outlaw, she traverses dreams and flees nightmares, with the hope that she will be able to see her late father again.

Neil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life femme fatale, his mundane world gets turned upside down and the line between reality and the movies quickly begins to blur.

Daisy Gamble, an unusual woman who hears phones before they ring, and does wonders with her flowers, wants to quit smoking to please her fiancé, Warren. She goes to a doctor of hypnosis to do it. But once she's under, her doctor finds out that she can regress into past lives and different personalities, and he finds himself falling in love with one of them.

Skeeter Bronson is a down-on-his-luck guy who's always telling bedtime stories to his niece and nephew. But his life is turned upside down when the fantastical stories he makes up for entertainment inexplicably turn into reality. Can a bewildered Skeeter manage his own unruly fantasies now that the outrageous characters and situations from his mind have morphed into actual people and events?

Lewis, a young amateur theater director, is offered a job with a governmental program for the rehabilitation of mentally ill patients in a Sydney institution. His project is overrun by one of the patients, who wants to stage the opera Cosi Fan Tutte by Mozart, despite the fact that none of the patients can sing or speak Italian. A comedy of errors ensues, but one which unifies the patients and their director in unexpected ways.