Best movies like Cleo/Leo

A unique, carefully handpicked, selection of the best movies like Cleo/Leo Starring Veronica Hart, Scott Baker, Kevin Thomsen, Ginger Lynn Allen, and more. If you liked Cleo/Leo then you may also like: 18 Again!, Vice Versa, Waitress!, Necromancer, Just One of the Guys and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.

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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.

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Know any good movies to watch like Cleo/Leo 1989. With a similar plot or stoyline. Suggest it.
5.7 / 10 1988 Fantasy Comedy
suggested by: SunflowerSphinx

18 Again!

18 Again! is a 1988 comedy film starring George Burns and Charlie Schlatter. The plot involves a grandson switching souls with his grandfather by means of an accident. This was one of a series of unrelated films, including Like Father, Like Son and Vice Versa, produced in the late 1980s involving a similar plotline.

Vice Versa

A mysterious oriental skull transforms a father into his son, and vice versa.

Waitress!

Three lovely waitresses contend with a drunken, slovenly chef and mutinous patrons.

Necromancer

Julie, a college student, is sexually assaulted by two fellow students. Desperate for revenge, she makes contact with a necromancer, who begins using her demonic powers to get rid of any guy Julie hates.

Just One of the Guys

When Terry Griffith loses her high school's writing competition, she's convinced that it's because she's a girl. So Terry decides to change high schools and pose as a boy to prove her point. Her brother, Buddy, helps her pass as a guy so well that she is soon making friends with the boys at school, including the attractive Rick, who becomes her new best friend. But her gender-swapping makes things difficult when she falls in love with him.

K-11

Raymond Saxx Jr., a powerful record producer, wakes from a drug-induced blackout to find himself locked up and classified "K-11." Plunged into a nightmarish world ruled by a transsexual diva named Mousey, Raymond is truly a fish out of water. Complicating matters are a troubled young transgender named Butterfly, a predatory child molester and the ruthless Sheriff's Deputy, Lt. Johnson. Ray's struggle to contact the outside world and regain his freedom seems impossible, but he must learn to navigate this new power structure if he is ever going survive and be in control of his life again.

M. Butterfly

In 1960s China, French diplomat Rene Gallimard falls in love with an opera singer, Song Liling – but Song is not at all who Gallimard thinks.

Prelude to a Kiss

A couple fall in love despite the girl's pessimistic outlook. As they struggle to come to terms with their relationship, something supernatural happens that tests it.

Dr. Jekyll and Ms. Hyde

A scientist creating perfumes inherits his great grandfather Dr. Jekyll's formula and decides to use modern technology to improve it. He ends up as an ambitious, ruthless woman. She tries to prevent returning into the spineless man.

Dr Jekyll & Sister Hyde

In foggy London Dr Jekyll experiments on newly deceased women determined to discover an elixir for immortal life. Success enables his spectacular transformation into the beautiful but psychotic Sister Hyde who stalks the dark alleys of Whitechapel for young, innocent, female victims, ensuring continuation of the bloodstained research. With each transformation Sister Hyde becomes the more dominant personality, determined to eventually suppress the frail, ineffectual Dr Jekyll forever.

The Hot Chick

Not only is Jessica Spencer the most popular girl in school -- she is also the meanest. But things change for the attractive teen when a freak accident involving a cursed pair of earrings and a chance encounter at a gas station causes her to switch bodies with Clive, a sleazy crook. Jessica, in the form of the repulsive Clive, struggles to adjust to this radical alteration and sets out to get her own body back before the upcoming prom.

Ice Angel

The film tells the story of Matt, a male hockey player who dies in a game and comes back to life as Sara Bryan, a female figure skater due to an accident made by an angel that caused the hockey player to die. Both share the dream of competing in the Winter Olympics. The male hockey player specified that if he returned to earth, he wanted to have a chance to win an Olympic Gold medal on ice leaving the detail that he wanted to be on the hockey team implied. With time running short Matt has to get skating lessons from Sara's one-time rival if he wishes to earn gold.

Let Me Die a Woman

A documentary on the work of sex-change specialist Dr. Leo Wollman, including interviews with Dr. Wollman and a few of his patients, with an illustrated lecture on the various aspects of transsexuality plus actual footage of a sex-change operation, which is what gives the film its notoriety

Myra Breckinridge

Myron Breckinridge flies to Europe to get a sex-change operation and is transformed into the beautiful Myra. She travels to Hollywood, meets up with her rich Uncle Buck and, claiming to be Myron's widow, demands money. Instead, Buck gives Myra a job in his acting school. There, Myra meets aspiring actor Rusty and his girlfriend, Mary Ann. With Myra as catalyst, the trio begin to outrageously expand their sexual horizons.

The Swap

Based on the book by Megan Shull, The Swap follows the adventures of a rhythmic gymnast named Ellie with a make-it-or-break-it competition, and the younger brother named Jack in a hockey family who's vying for a varsity spot on his school team. But when a simple text causes the two to swap bodies, their paths take an unexpected cross.

Switch

Steve Brooks, a sexist womanizer, is killed by a group of his angry former lovers. In heaven, he makes a bargain with God for redemption and agrees to return to Earth. Once there, he must have a sincere relationship with a female and make her fall in love with him. If not, Steve's soul will become the property of the devil. But the devil hedges his bet, and Steve is reincarnated as a woman named Amanda Brooks.

Tomboy

A budding female race-car driver finally meets her racing idol and unbelievably they fall in love...a love that's quickly put to the test when, having received the chance to show her racing talents, the two find themselves in a race for a multi-million dollar sponsorship contract.

Sexual Chemistry

Robert, a chemist, experiments on himself with a new drug that has an unexpected side-effect: it turns Robert into a woman whenever he gets sexually aroused!

Tiresia

Based on the legend of Tiresias, it tells of a transsexual who is kidnapped by a man and left to die in the woods. She is then saved by a family and receives the gift of telling the future.

It's a Boy Girl Thing

A visit to a natural history museum proves catastrophic for two high school rivals, an overachiever and a jock, when an ancient Aztec statue casts a spell that causes them to switch bodies and see exactly what it's like to walk in the other's shoes.

Sunset Cove

At the end of the school year, a group of students head out to Sunset Cove and do everything they can to save their favourite beach.

Outer Touch

Four earthlings are kidnapped and imprisoned by three alien women and are guarded by a seemingly intoxicated computerized psychiatrist.

Zerophilia

In this provocative teen comedy, Luke, a young man insecure about his masculinity discovers he's a Zerophiliac, with the ability to change sex at will. Join Luke as he journeys into the extraordinary world of Zerophilia where so many crazy questions arise, only one question matters: "Whom do you love?"

Repligator

Army experimentation with transporter devices accidentally turns people into alligators.

30 Beats

A summer heat wave and a series of sexual encounters connect a group of New Yorkers.

Hot Resort

Young guys on the make get a job at a resort hotel in the Caribbean.

Strip Search

Robby Durrell is the prince of the vice squad. A man who's seen it all and done a little of it too. But when the enchanting Sela hires him to help track down her stripper-stepdaughter, Robby learns there's more to Sela than meets the eye.

5.5 / 10 1987 Comedy
suggested by: sorcerer

Slammer Girls

A young girl is framed for a crime she didn't commit and sent to the state penitentiary, which is run by a crooked warden and a corrupt staff. A reporter manages to get herself sent to the prison so she can expose the brutal conditions and prove the girl's innocence.

3.5 / 10 1987 Comedy
suggested by: GoldenGiraffe

Young Nurses in Love

Russian agents raid an American sperm bank in order to get the sperm of geniuses Thomas Edison and Albert Einstein to take back to Russia with them.

Identity Theft

After winning 50 million dollars in the lottery, Matt Walker thought that he'd found the perfect woman one evening when he met Karen Bristol...she was smart, gorgeous and wanted him for his body...only trouble was that's all she wanted from him. Upon waking the next morning Matt discovers that his mind has some how be transferred into Karen's body...and that the being now in his body explains that he has lived throughout the centuries moving from body to body whenever the mood strikes him. Now, forced out onto the street, the new 'Karen' discovers that she is penniless and wanted by the police. In desperation she turns to her lecherous best friend Brian and ex girl friend Lisa, but unless he can find a way back to his own body, Matt will have to live the rest of his life as a true victim of Identity Theft.

How to Succeed with Sex

A man, who is having trouble scoring with his girlfriend, reads a book about sex and seduction to get some pointers.

Hollywood Dreams

A naive young woman tries to make it in Hollywood.

Night Owl

A vampire in the East Village picks up women, and while having sex with them kills them and drinks their blood. Meanwhile, a young Puerto Rican guy begins searching the Village for his sister, who is one of the vampire's victims.

So Pretty

Four young queers in New York City struggle to maintain their proto-utopian community against the outside world as their lives curiously merge with the 1980s German novel "So schön" by Ronald M. Schernikau.

Paradox Alice

In the near future, a team is sent on a dangerous mission to Europa to retrieve and bring water back to a dying Earth. Their operation unexpectedly goes awry, jeopardizing not only the lives of those on board but also on earth, resulting in the possible extinction of the human race.

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