20 best movies like Flirting with Disaster (1996)

Sissy Hankshaw is born with enormous thumbs that help her hitchhiking through the US from a young age. She becomes a model in advertising and her NY agent 'the Countess' sends her to his ranch in CA to shoot a commercial, set against the background of mating whooping cranes. There, she befriends Bonanza Jellybean, one of the cowgirls at the beauty- ranch.

After her husband, Carl, suddenly leaves, Joline travels from New York to Texas to track him down. Although Joline tries to remain upbeat, she is discouraged when she discovers that Carl already has a new girlfriend, the lovely Carmen. Familiarizing herself with Carl's new home and friends, Joline gets company in the form of her brother, Jay. Will Joline win Carl back, or are there other romantic possibilities on her horizon?

Eliza D'Amico thinks her marriage to Louis is going great, until she finds a mysterious love note to her husband. Concerned, she goes to her mother for advice. Eliza, her parents, her sister Jo and Jo's boyfriend all pile into a station wagon, to go to the city to confront Louis with the letter. On the way, the five explore their relations with each other, and meet many interesting people.

Rootless Hungarian émigré Willie, his pal Eddie, and visiting sixteen-year-old cousin Eva always manage to make the least of any situation, whether aimlessly traversing the drab interiors and environs of New York City, Cleveland, or an anonymous Florida suburb.

When Lenny and his wife, Amanda, adopt a baby, Lenny realizes that his son is a genius and becomes obsessed with finding the boy's biological mother in hopes that she will be brilliant too. But when he learns that Max's mother is Linda Ash, a kindhearted prostitute and porn star, Lenny is determined to reform her immoral lifestyle. A Greek chorus chimes in to relate the plot to Greek mythology in this quirky comedy.

After breaking up with her girlfriend, a nightclub singer, Jane, answers a personal ad from Robin, a real estate agent with AIDS, seeking a cross-country travel partner. On their journey from New York City to Los Angeles, the two stop by Pittsburgh to pick up Robin's friend Holly, who is trying to escape an abusive relationship. With three distinct personalities, the women must overcome their differences to help one another.

While attempting to seduce gorgeous lawyer Diane Lightson, wealthy gadabout Chris Thorne agrees to drive her to Atlantic City, N.J. But, when some reckless driving draws the attention of a deeply critical cop, they and the flamboyant "Brazillionaires" who tagged along end up in the court of a grotesque and vengeful judge, who has a special vendetta against the wealthy and erudite.

A nice guy has just moved to New York and discovers that he must share his run-down apartment with a couple thousand singing, dancing cockroaches.

A struggling actress in New York City takes a job as a phone sex operator.

Mafia hitman Tommy Spinelli (Joe Pesci) is flying to San Diego with a bag that holds eight severed heads, which he's bringing to his superiors to prove that some troublesome rival mobsters are permanently out of the picture. When his bag gets accidentally switched at the airport, Tommy must track down his duffel bag and the 8 heads it contains.

Two New York City children who launch a hilarious scheme to get what they most want this holiday season.

Trapper Joe is on his way to the town with all of his gain of hides of the last winter. However a group of Indians stops him and takes all of his hides, leaving him the escaped slave Joseph instead. But Joe has no use for Joseph and is determined to get his property back and follows them. Before he can do anything, the Indians are raided themselves by a group of scalphunters under the greedy Howie. Not only the hides, but also Joseph falls into their hands. Now Joe follows them alone and tries to trick the numerical superior group out of his hides

Bingo, the runaway circus dog, is off the leash and saving Chuckie's life! Bingo and the boy become the best of friends in this canine comedy featuring doggy disguises and skateboarding, pinball and prison. Chuckie and his parents (Cindy Williams and David Rasche) are moving house, a thousand miles away, but Bingo won't be allowed to join them. Chuckie and Bingo's determination to be reunited is t

Ben Holmes, a professional book-jacket blurbologist, is trying to get to Savannah for his wedding. He just barely catches the last plane, but a seagull flies into the engine as the plane is taking off. All later flights are cancelled because of an approaching hurricane, so he is forced to hitch a ride in a Geo Metro with an attractive but eccentric woman named Sara.

Joe and Lucy are roommates and best friends. Lucy, whose love life is embarrassingly dull, convinces Joe, who is infatuated with a neighbor he's never met, that if they don't have stable romances within a month, they must jump off the Brooklyn Bridge.

Aspiring architect Tom Thompson is told by mysterious Ruth Abernathy that his best friend, "Bill," has taken his own life. Except that Tom has never met Bill and neither have his incredulous friends. So when Tom foolishly agrees to give the eulogy at Bill's funeral, it sets him on a collision course with Ruth -- who is revealed to be Bill's oversexed mother -- and Julie DeMarco, the longtime crush Tom hasn't seen since they were teens.

Young mattress salesman Brian decides to adopt a baby from China but is distracted when he forms a relationship with quirky, wealthy Harriet whom he meets at his mattress store. As their relationship flourishes, unbeknownst to them, a hitman is trying to kill Brian.

Jack Cooper (Matt LeBlanc) could be a world-class baseball pitcher if he didn't keep buckling under the pressure. He tries to keep his spirits up after he's traded to a minor league team but loses all hope when he discovers that Ed, one of his teammates, is a chimp. Ed used to be the team mascot, but was promoted to third base when the owners realized he had a talent for baseball. As Jack struggles to get used to his new surroundings, Ed helps him regain his confidence on and off the field.

For Shirin, being part of a perfect Persian family isn't easy. Acceptance eludes her from all sides: her family doesn't know she's bisexual, and her ex-girlfriend, Maxine, can't understand why she doesn't tell them. Even the six-year-old boys in her moviemaking class are too ADD to focus on her for more than a second. Following a family announcement of her brother's betrothal to a parentally approved Iranian prize catch, Shirin embarks on a private rebellion involving a series of bisexual escapades, while trying to decipher what went wrong with Maxine.

Young Indian man Thomas is a nerd in his reservation, wearing oversize glasses and telling everyone stories no-one wants to hear. His parents died in a fire in 1976, and Thomas was saved by Arnold. Arnold soon left his family, and Victor hasn't seen his father for 10 years. When Victor hears Arnold has died, Thomas offers him funding for the trip to get Arnold's remains

The gut-busting duo of crack-up comedians Chris Farley and David Spade star in one of the funniest films of the ’90s. To save the family business, two ne’er-do-well traveling salesmen hit the road with disastrously funny consequences. Tommy Boy is a larger-than-life movie, with a great supporting cast that includes Rob Lowe, Bo Derek, Dan Aykroyd and Brian Dennehy.

The Firpo Brothers can get away with anything. They just can't get away!

The life you love may be your own.... The wife of a much older man finds herself attracted to their neighbour's son, who is closer to her age.

Unemployed and recently dumped, Mitch and his buddy Sam start a revenge-for-hire business to raise the $50,000 that Sam's father needs to get a heart transplant. The dirty duo brings down a movie theater manager and hires hookers to pose as dead bodies during a live TV ad. When a wealthy developer hires the guys to trash a building (so that he can have it condemned), problems arise and a feud ensues.

Josh's life is pretty much in the toilet. He's a failed NYC indie rocker, and a failing booking agent. But he finds the potential of a small victory in a really bad idea. He decides to purchase a 1985 Lazy Boy on eBay, just like the one his dad had when Josh was a kid. He'll drive cross-country for the chair, staying with Emily at his brother's house on the way, and deliver it to his father as a surprise birthday gift. But when Rhett ends up coming along for the ride, it's three people and a giant purple puffy chair in a too-small van... and one of them has to go before the trip's end.

Undiagnosed, untreated and generally untethered schizophrenic Julien lives with his pregnant younger sister Pearl, would-be wrestler brother Chris, sympathetic grandmother, and severely depressed German father.

A failed New York playwright stages a suicide in an attempt to win back her ex, only to wind up in the custody of her gambling-addict mother.

Harry is having a very, very bad day. He returns home from an all-night drinking binge with his cousin Cecil, to discover that his little dog Jolly...Harry's one true love and the source of light in his dark, solitary life-has been murdered. Brokenhearted and beyond consolation, he vows to track down the dog's murderer at any cost. Armed with a stockpile of firepower in the trunk of his car, he and Cecil embark on a frenzied, alcohol-fueled wild-goose chase, leaving a bloody path of destruction in their wake.

Estranged from his father, college student Jake is lured home to New York for Christmas with the promise of receiving a classic Porsche as a gift. When the bullying football team dumps him in the desert in a Santa suit, Jake is left without identification or money to help him make the journey. Meanwhile, his girlfriend, Allie, does not know where he is, and accepts a cross-country ride from Jake's rival, Eddie.

Julius and Vincent Benedict are the results of an experiment that would allow for the perfect child. Julius was planned and grows to athletic proportions. Vincent is an accident and is somewhat smaller in stature. Vincent is placed in an orphanage while Julius is taken to a south seas island and raised by philosophers. Vincent becomes the ultimate low life and is about to be killed by loan sharks.

For Tobe, a nerdy, horny, frizzy-haired cineaste who doesn't quite fit in with the average contemporary teen, the pinnacle of womanhood is Monica Velour, a soft-core actress who reached the zenith of her career in the 1980s. When Tobe learns that his love idol is headlining hundreds of miles away at the Gentlemen's Petting Zoo in Indiana, he drives off with carefree glory, filled with the hope of meeting her.

A teenager living with her sister and parents in Manhattan during the 1990s discovers that her father is having an affair.

Biblical archaeologist Don Verdean is hired by a local church pastor to find faith-promoting relics in the Holy Land. But after a fruitless expedition he is forced to get creative in this comedy of faith and fraud.

Estranged twins Maggie and Milo coincidentally cheat death on the same day, prompting them to reunite and confront the reasons their lives went so wrong. As the twins' reunion reinvigorates them, they realize the key to fixing their lives may just lie in repairing their relationship.

A fading actor best known for his portrayal of a popular superhero attempts to mount a comeback by appearing in a Broadway play. As opening night approaches, his attempts to become more altruistic, rebuild his career, and reconnect with friends and family prove more difficult than expected.

Six years have elapsed since Guantanamo Bay, leaving Harold and Kumar estranged from one another with very different families, friends and lives. But when Kumar arrives on Harold's doorstep during the holiday season with a mysterious package in hand, he inadvertently burns down Harold's father-in-law's beloved Christmas tree. To fix the problem, Harold and Kumar embark on a mission through New York City to find the perfect Christmas tree, once again stumbling into trouble at every single turn.

A fidgety, wisecracking video store clerk develops a fixation on a particularly reclusive customer, a frequent visitor to the pornography section of Cinefile, the video store where he works in Los Angeles. After multiple failures to impress her during their brief daily transactions, he finds her street address in the store's database, drives to her apartment building and initiates an unconventional campaign to win her affections.

The original characters from the first Cannonball Run movie compete in an illegal race across the country once more in various cars and trucks.

George has been in a mental hospital for 3 years and is finally ready to go out into the real world again. Eddie Dash, a dedicated con-man, is supposed to keep him out of trouble, but when people begin to recognise George as a missing millionaire, Eddie wants to take advantage of the situation.

Professional daredevil and white-suited hero, The Great Leslie, convinces turn-of-the-century auto makers that a race from New York to Paris (westward across America, the Bering Straight and Russia) will help to promote automobile sales. Leslie's arch-rival, the mustached and black-attired Professor Fate vows to beat Leslie to the finish line in a car of Fate's own invention.

A vulnerable teenager with a deep perception of the world and no idea how to live in it.

Jerry Springer stars as more or less himself, the host of a raunchy, controversial and popular Los Angeles talk show which features everyday people with problems and who frequently vent their problems on the air.

Ed Lover and Doctor Dre are two inept barbers. Deciding that maybe they ought to find another line of work, they join the police. A big mistake, as far as their duty sergeant, Sgt Cooper is concerned, who proceeds to harass them at every turn. Despite this, they discover a major crime, and proceed to solve it in their own unusual fashion.

A disc jockey, a pimp and an Italian tourist escape from jail in New Orleans.

Two championship rodeo partners travel to New York to find their missing friend, Nacho Salazar who went missing there.

A nebbish of a morgue attendant gets shunted back to the night shift where he is shackled with an obnoxious neophyte partner who dreams of the "one great idea" for success. His life takes a bizarre turn when a prostitute neighbour complains about the loss of her pimp. His partner, upon hearing the situation, suggests that they fill that opening themselves using the morgue at night .

A Baltimore sandwich shop employee becomes an overnight sensation when photographs he's taken of his weird family become the latest rage in the art world. The young man is called "Pecker" because he pecks at his food like a bird.

Two fishing fanatics get in trouble when their fishing boat gets stolen while on a trip.

A tale of four generations of men, all of whom have had their offspring at a young age: a great-grandfather, a grandfather, a father in his twenties and a son who is about 7 years old. When the oldest member passes away, the trio heads out on the road together in the Southwest to search out an old family secret that connects to their past.

Smart aleck lawyer, Jack Lawrence is one day visited by an ex-girlfriend who tells him her child is his. Enter Dale Putley. A depressed goofball who is also a writer, Dale meets with the same ex-girlfriend who also tells him her child is his. One day Jack and Dale meet and discover they've been told the same story—and there is now a question of who the real father is. They learn their son is following a rock band around Sacramento, so Jack and Dale must use teamwork to find him—and then find out which one of them is the real father.