Movies Like The Pick-up Artist
If you liked The Pick-up Artist (1987), a romance and comedy movie directed by James Toback, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.
- 1
Heartbreakers (2001)
★ 6.2/10Also comedy and romanceMax and Page are a brilliant mother/daughter con team who have their grift down to a fine science. Max targets wealthy, willing men and marries them. Page then seduces them, and Max catches her husband in the act. Then…
- 2
The Wrong Paris (2025)
★ 6.7/10Also romance and comedyDawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.
- 3
Relationship Goals (2026)
★ 6.4/10Also romance and comedyWhen TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her…
- 4
Yoh! Bestie (2026)
★ 6.2/10Also romance and comedyThando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.
- 5
Killers (2010)
★ 6/10Also comedy and romanceWhen an elite assassin marries a beautiful computer whiz after a whirlwind romance, he gives up the gun and settles down with his new bride. That is, until he learns that someone from his past has put a contract out on…
- 6
Intolerable Cruelty (2003)
★ 6/10Also comedy and romanceA revenge-seeking gold digger marries a womanizing Beverly Hills lawyer with the intention of making a killing in the divorce.
- 7
Jingle Bell Heist (2025)
★ 6/10Also romance and crimeTwo down-on-their-luck hourly workers team up to rob a posh London department store on Christmas Eve. Will they steal each other's hearts along the way?
- 8
Boot Camp (2024)
★ 6.1/10Also romance and comedyUnathletic Whitney Carmichael signs up for an intense summer boot camp to reinvent herself and falls for her personal trainer. She then finds the strength to embrace her true self and ignore the others' expectations.
- 9
The Woman in Red (1984)
★ 6.3/10Also comedy and romanceWhen a happily married family man, who would never consider an affair, meets a beautiful woman in red, he is totally infatuated and desperate to make her acquaintance. However, as he tries out various schemes to sneak…
- 10
Fun with Dick and Jane (2005)
★ 6.2/10Also comedy and crimeAfter Dick Harper loses his job at Globodyne in an Enron-esque collapse, he and his wife, Jane, turn to crime in order to handle the massive debt they now face. Two intelligent people, Dick and Jane actually get pretty…
- 11
Chasing Papi (2003)
★ 6.7/10Also comedy and romancePlayboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored…
- 12
That Touch of Mink (1962)
★ 6.5/10Also comedy and romanceCathy 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…
- 13
I Love You to Death (1990)
★ 6.4/10Also comedy and crimeJoey Boca is the owner of a pizza parlour, and has been married to Rosalie for years. When Rosalie discovers that Joey is a womanizer and has been cheating on her for a long time, she goes to extreme lengths to punish…
- 14
Johnny Dangerously (1984)
★ 6.3/10Also comedy and crimeAn honest, goodhearted man is forced to turn to a life of crime to finance his neurotic mother's skyrocketing medical bills.
- 15
Little Italy (2018)
★ 6.6/10Also comedy and romanceFormer childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?
- 16
Two of a Kind (1983)
★ 6.1/10Also comedy and romanceGod has had enough of the bad behavior and attitude of humankind, and has decided to start it all over. It is up to a struggling inventor and a bank teller, both with very amateur criminal minds, to save the world by…
- 17
Saving Silverman (2001)
★ 5.8/10Also comedy and crimeA pair of buddies conspire to save their best friend from marrying the wrong woman, a cold-hearted beauty who snatches him from them and breaks up their Neil Diamond cover band.
- 18
Oscar (1991)
★ 6.4/10Also comedy and crimeAngelo "Snaps" Provolone made his dying father a promise on his deathbed: he would leave the world of crime and become an honest businessman. Despite having no experience in making money in a legal fashion, Snaps sets…
- 19
How to Rob a Bank (2007)
★ 5.8/10Also comedy and crimeCaught in the middle of a bank robbery, a slacker and a bank employee become the ones who arbitrate the intense situation.
- 20
Keeping the Faith (2000)
★ 6.1/10Also comedy and romanceBest friends since they were kids, Rabbi Jacob Schram and Father Brian Finn are dynamic and popular young men living and working on New York's Upper West Side. When Anna Reilly, once their childhood friend and now…