Movies Like The Ladies Man
If you loved The Ladies Man's Comedy storytelling, these films deliver a similar experience — carefully selected for tone, themes, and emotional depth. Each pick includes where to watch it right now.
★ Top Picks

I Love You to Death
Joey 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 him.

Celebrity
The career and personal life of writer Lee are at a standstill, so he divorces his bashful wife, Robin, and dives into a new job as an entertainment journalist. His assignments take him to the swankiest corners of Manhattan, but as he jumps from one lavish party to another and engages in numerous empty romances, he starts to doubt the worth of his work. Meanwhile, top TV producer Tony falls for Robin and introduces her to the world of celebrity.

The Luckiest Man in America
1984; Michael Larson, an unemployed ice-cream truck driver from Ohio, steps onto the game show "Press Your Luck" harboring a secret: the key to endless amounts of money. But his winning streak is threatened when the executives in the control room start to uncover his real motivations.

¿Quieres ser mi hijo?
Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.

The Ugly Truth
A romantically challenged morning show producer is reluctantly embroiled in a series of outrageous tests by her chauvinistic correspondent to prove his theories on relationships and help her find love. His clever ploys, however, lead to an unexpected result.

Someone Like You...
Jane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But when the relationship goes terribly awry, Jane begins an extensive study of the male animal, including her womanizing roommate Eddie. Jane puts her studies and romantic misadventure to use as a pseudonymous sex columnist -- and becomes a sensation.

I Want You Back
Peter and Emma thought they were on the precipice of life’s biggest moments – marriage, kids, and houses in the suburbs – until their respective partners dumped them. Horrified to learn that the loves of their lives have already moved on, Peter and Emma hatch a hilarious plan to win back their exes with unexpected results.

French Girl
Sweet Gordon, an affable English teacher in Brooklyn, has beaten the odds; a French Girl has fallen in love with him and he’s fallen even harder back. But their future is thrown into limbo when she interviews for an executive chef position in her hometown of Quebec City. To Gordon’s dismay her future boss also happens to be her former lover, a celebrity Chef with oceanic eyes and a hit TV show. Good luck Gordon.
More Movies Like The Ladies Man

The Wrong Paris
Dawn 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.

The Heartbreak Kid
Three days into his Miami honeymoon with needy and unsophisticated Lila, Lenny meets tall, blonde Kelly. This confirms his fear that he has made a serious mistake and he decides he wants to be with Kelly instead.

Heartburn
She's a magazine writer who gives up her career for love and family. He's a playboy newspaper columnist who can't quite give up his old tricks. And if that combination doesn't give a relationship heartburn, nothing will.

Players
New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing for keeps.

Desperados
A panicked young woman and her two best friends fly to Mexico to delete a ranting email she sent to her new boyfriend. On arrival, they run into her former beau, who soon gets caught up in their frantic scheme.

Switching Channels
A television news chief courts his anchorwoman ex-wife with an eleventh-hour story.

The Distinguished Gentleman
A Florida con man uses the recent death of the long time Congressman from his district, who he just happens to share a last name with, to get elected to his version of paradise, the U.S. Congress, where the money flows from lobbyists.

Son in Law
Country girl Rebecca has spent most of her life on a farm in South Dakota, and, when she goes away to college in Los Angeles, Rebecca immediately feels out of place in the daunting urban setting. She is befriended by a savvy party animal named Crawl, who convinces the ambivalent Rebecca to stay in the city. When Thanksgiving break rolls around, Rebecca, no longer an innocent farm girl, invites Crawl back to South Dakota, where he pretends to be her fiancé.

Young Adult
A divorced writer from the Midwest returns to her hometown to reconnect with an old flame, who's now married with a family.

The Seven Year Itch
When his family goes away for summer vacation, a hitherto faithful publishing executive with an overactive imagination is tempted by an attractive new neighbor.

Cousins
When Larry and Maria learn that their respective spouses are cheating on them, they try to turn the tables on them by pretending to have an affair. However, they soon find themselves falling in love.

Little Italy
Former 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?
Why These Movies Are Similar
These recommendations share core qualities with The Ladies Man (2000): Comedy themes, similar narrative structure, and comparable emotional depth. NoBadPicks uses a combination of TMDB collaborative filtering, genre matching, and AI analysis to surface films most likely to resonate with fans of The Ladies Man.
See full details for The Ladies Man (2000)