Movies Like Me and the Forty Year Old Man
If you liked Me and the Forty Year Old Man (1965), a comedy and romance movie directed by Jack Pinoteau, 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

¿Quieres ser mi hijo? (2023)
★ 8.4/10Also comedy and romanceLu, 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.
- 2

What's Love Got to Do with It? (2023)
★ 6.1/10Also romance and comedyTwo childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.
- 3

Sex Appeal (2022)
★ 6.6/10Also comedy and romanceAvery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.
- 4

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…
- 5

Love, Weddings & Other Disasters (2020)
★ 6/10Also romance and comedyA fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
- 6

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.
- 7

Love Addict (2018)
★ 5.8/10Also comedy and romanceGabriel can't resist a beautiful woman. But his womanizing attitude is taking a toll on his career and social life. He decides to hire a life coach to help him.
- 8

A Nice Girl Like You (2020)
★ 5.8/10Also comedy and romanceLucy Neal is thrown for a loop when she is accused of being too inhibited by her ex-boyfriend. In an effort to prove him wrong, Lucy creates a rather wild to-do list that sends her on a whirlwind and surprising journey…
- 9

Hear Me Out (2021)
★ 6.4/10Also comedy and romanceAntoine, a history teacher in his early 50s, learns that he has become very hard of hearing. Unable to own up to his handicap, he resigns himself to living in his bubble, even though his entourage finds his behavior…
- 10

The Prince & Me 4: The Elephant Adventure (2010)
★ 6.1/10Also comedy and romanceOne year after their royal wedding, King Edvard and Queen Paige of Denmark receive an invitation to attend the wedding of Princess Myra of Sangyoon. Upon their arrival, Paige finds Myra is unhappy with her arranged…
- 11

The Incredible Jessica James (2017)
★ 6.1/10Also romance and comedyBurned by a bad breakup, a struggling New York City playwright makes an unlikely connection with a divorced app designer she meets on a blind date.
- 12

Maria into Life (2022)
★ 6/10Also comedy and romanceMaria is a cleaning lady, who is reserved, shy and clumsy. When she is assigned to the School of Fine Arts, she meets Hubert, the school's whimsical guardian. There she discovers a fascinating place where freedom…
- 13

Bye Bye Love (1995)
★ 6.1/10Also comedy and romanceWith varying degrees of success, recently divorced friends Dave, Vic and Donny are trying to move on with their lives. Vic feels vilified by his ex-wife's parents, while Donny has a shaky bond with his teen daughter…
- 14

How I Got Into College (1989)
★ 6/10Also comedy and romanceHigh school senior Marlon Bowne is smitten with overachieving classmate Jessica Kailo. But, if he wants to have a shot with her, he'll have to find a way to get into Ramsey College, Jessica's top choice of schools. It…
- 15

The Art of Love (2011)
★ 5.9/10Also romance and comedySeveral interconnected chapters follow a variety of Parisian couples navigating love, desire, and relationships. Isabelle, frustrated by a year of celibacy, rejects her friend Zoé’s offer to "borrow" her husband and…
- 16

Splendor (1999)
★ 6.2/10Also comedy and romanceVeronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible…
- 17

The Right Kind of Wrong (2013)
★ 5.9/10Also romance and comedyA stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.
- 18

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?
- 19

Crossing Delancey (1988)
★ 5.9/10Also comedy and romanceThirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is…
- 20

Happiness Never Comes Alone (2012)
★ 6.1/10Also comedy and romanceSacha is a real seducer, a man with no ties or emotional or professional. Charlotte is a modern and independent woman, but barely has time to care for their three children. While Sacha and Charlotte are, at first…