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Movies Like Love on a Bet
Find movies like Love on a Bet using TMDB similarity plus Movie Rankings community context. Our top current pick is It Happened One Night. Browse 18 related titles with direct links to rankings, cast pages, and matchup data.
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It Happened One Night
1934
A runaway heiress makes a deal with the rogue reporter trailing her but the mismatched pair end up stuck with each other when their bus leaves them behind.
I Love You Again
1940
Boring businessman Larry Wilson recovers from amnesia and discovers he's really a con man...and loves his soon-to-be-ex wife.
Dirty Rotten Scoundrels
1988
Con artist Lawrence Jamieson is a longtime resident of a luxurious coastal resort, where he enjoys the lavish fruits of his deceptions -- that is, until a competitor, Freddy Benson, shows up. When the new guy's lowbrow tactics impinge on his own sophisticated work and believing him to be the infamous conman 'The Jackal', Lawrence resolves to get rid of him. Confident of his own duplicitous talents, he challenges Freddy to a winner-takes-all competition: whoever swindles their latest mark, American heiress Janet Colgate, out of $50,000 first can stay, while the other must leave town.
Desk Set
1957
A computer expert tries to prove his electronic brain can replace a television network's research staff.
The Bachelor and the Bobby-Soxer
1947
Teenager Susan Turner, with a severe crush on playboy artist Richard Nugent, sneaks into his apartment to model for him and is found there by her sister Judge Margaret Turner. Threatened with jail, Nugent agrees to date Susan until the crush abates.
How to Lose a Guy in 10 Days
2003
It's the battle of wills, as Andie needs to prove she can dump a guy in 10 days, whereas Ben needs to prove he can win a girl in 10 days. Now, the clock is ticking—and the wildly entertaining comedy smash is off and running in this irresistible tale of sex, lies and outrageous romantic fireworks!
Tommy Boy
1995
To save the family business, two ne’er-do-well traveling salesmen hit the road with disastrously funny consequences.
Tyler Perry's The Family That Preys
2008
Wealthy socialite Charlotte Cartwright and her dear friend Alice Pratt, a working class woman of high ideals, have enjoyed a lasting friendship throughout several decades. Recently, their lives have become mired in turmoil as their adult children’s extramarital affairs, unethical business practices, and a dark secret threaten to derail family fortunes and unravel the lives of all involved. Charlotte and Alice decide to take a breather from it all by making a cross-country road trip in which they rediscover themselves and possibly find a way to save their families from ruin.
Cruel Intentions
1999
Slaking a thirst for dangerous games, Kathryn challenges her stepbrother, Sebastian, to deflower their headmaster's daughter before the summer ends. If he succeeds, the prize is the chance to bed Kathryn. But if he loses, Kathryn will claim his most prized possession.
Send Me No Flowers
1964
When a hypochondriac assumes that he is dying, he makes an elaborate plan to ensure his wife's happiness. However, trouble ensues when she misunderstands his intentions.
Around the World in 80 Days
1956
Based on the famous book by Jules Verne the movie follows Phileas Fogg on his journey around the world. Which has to be completed within 80 days, a very short period for those days.
Caddyshack
1980
At an exclusive country club, an ambitious young caddy, Danny Noonan, eagerly pursues a caddy scholarship in hopes of attending college and, in turn, avoiding a job at the lumber yard. In order to succeed, he must first win the favour of the elitist Judge Smails, and then the caddy golf tournament which Smails sponsors.
A Night at the Roxbury
1998
Despite being well into adulthood, brothers Doug and Steve Butabi still live at home and work in the flower shop owned by their dad. They exist only to hit on women at discos, though they're routinely unsuccessful until a chance run-in with Richard Grieco gets them inside the swank Roxbury club. Mistaken for high rollers, they meet their dream women, Vivica and Cambi, and resolve to open a club of their own.
The Sure Thing
1985
Gib, a beer-guzzling slob, and Alison, an uptight Ivy-Leaguer, are an unlikely duo stuck together on a cross-country trip during Christmas break. At first they get on each other's nerves but, as time passes, they find their divergent natures complement each other. Now they need to realize what they've already found before it's too late.
That Touch of Mink
1962
Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a suitable match for his boss. Despite their mutual attraction, Cathy and Philip want different things. Philip wants a fling, while Cathy wants a marriage. As they travel to exotic locales, their differing motivations are put to the test.
Easy Virtue
2008
A young Englishman marries a glamorous American. When he brings her home to meet the parents, she arrives like a blast from the future - blowing their entrenched British stuffiness out the window.
Let's Make Love
1960
When billionaire Jean-Marc Clement learns that he is to be satirized in an off-Broadway revue, he passes himself off as an actor playing him in order to get closer to the beautiful star of the show, Amanda Dell.
The Ladies Man
1961
After his girl leaves him for someone else, Herbert gets really depressed and starts searching for a job. He finally finds one in a big house which is inhabited by many, many women. Can he live in the same home with all these females?
What are the best movies like Love on a Bet?
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