Movies Like 40 Dates and 40 Nights
If you liked 40 Dates and 40 Nights (2026), a comedy and romance movie directed by Andy Delaney, 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
Starting Over (1979)
★ 6.4/10Also comedy and romanceAfter divorcing his ambitious singer wife, a middle-aged man begins a new relationship with a teacher.
- 2
Tromeo & Juliet (1996)
★ 6/10Also comedy and romanceAll the body-piercing, kinky sex, and car crashes that Shakespeare wanted but never had! Join Tromeo and Juliet as they travel through Manhattan's underground in search of climactic love, violence and the American Way.
- 3
Shane Gillis: Beautiful Dogs (2023)
★ 7/10Also comedyIn a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.
- 4
Butterflies Are Free (1972)
★ 6.8/10Also comedy and romanceStriving to be independent, the blind but determined Don Baker moves away from his overprotective mother. After settling into his new San Francisco digs, Don meets kooky neighbor Jill Tanner. Don's quick wit and good…
- 5
Family (2018)
★ 6.5/10Also comedyKate Stone is career-focused with a brash attitude that keeps relationships at an arm's length. When her estranged brother calls asking her to baby-sit her tween niece Maddie, Kate reluctantly agrees to help. But…
- 6
10 (1979)
★ 5.8/10Also comedy and romanceA Hollywood songwriter goes through a mid-life crisis and becomes infatuated with a sexy blonde newlywed.
- 7
Hard to Die (1990)
★ 6/10Also comedyWhile doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series…
- 8
Bill Burr: Drop Dead Years (2025)
★ 7.2/10Also comedyIn what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
- 9
Over Your Dead Body (2026)
★ 6.4/10Also comedyA dysfunctional couple head to a remote cabin to "reconnect", but each has secret intentions to kill the other.
- 10
The Overnight (2015)
★ 5.9/10Also comedyAlex, Emily, and their son, RJ, are new to Los Angeles. A chance meeting at the park introduces them to the mysterious Kurt, Charlotte, and Max. A family “playdate” becomes increasingly interesting as the night goes on.
- 11
Henry & June (1990)
★ 6/10Also romanceWhile traveling in Paris, author Henry Miller and his wife, June, meet Anais Nin, and sexual sparks fly as Nin starts an affair with the openly bisexual June. When June is forced to return to the U.S., she gives Nin…
- 12
Ricky Gervais: Mortality (2025)
★ 7/10Also comedyRicky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
- 13
Pretty Persuasion (2005)
★ 5.8/10Also comedyA 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.
- 14
Accident Man (2018)
★ 6.3/10Also comedyMike Fallon, the Accident Man, is a stone cold killer. When a loved one is murdered by his own crew, Fallon is forced to avenge the one person who actually meant something to him.
- 15
Accident Man: Hitman's Holiday (2022)
★ 6.8/10Also comedyThe Accident Man is back, and this time he must best the top assassins in the world to protect the ungrateful son of a mafia boss, save the life of his only friend and rekindle his relationship with his maniacal father…
- 16
Money Train (1995)
★ 5.9/10Also comedyWhen a vengeful New York transit cop decides to steal a trainload of subway fares, his foster brother—a fellow cop—tries to protect him.
- 17
Balls Up (2026)
★ 5.8/10Also comedyTwo marketing executives go "balls out" and pitch a bold full‑coverage condom sponsorship with the World Cup. After their drunken celebration in Brazil sparks a global scandal, they must outrun furious fans, criminals…
- 18
68 Kill (2017)
★ 5.9/10Also comedyChip's problem is that he can't say no to beautiful women. This weakness gets him into a world of trouble when he agrees to help his girlfriend steal $68,000.
- 19
True Romance (1993)
★ 7.5/10Also romanceClarence marries hooker Alabama, steals cocaine from her pimp, and tries to sell it in Hollywood, while the owners of the coke try to reclaim it.
- 20
Louis C.K.: Oh My God (2013)
★ 7.6/10Also comedyFilmed at the Celebrity Theatre in Phoenix, AZ on February 15th and 16th, 2013, Oh My God is Louis C.K.'s fifth stand-up special, his first for HBO since 2007's Shameless, and his first since winning a Emmy Award for…