Movies Like The Way We Weren't

If you liked The Way We Weren't (2019), a comedy and romance movie directed by Rick Hays, 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
40 Dates and 40 Nights (2026)
★ 7.4/10Also comedy and romance
Ready to quit the dating scene altogether, burned-out Leah accepts her grandmother's outrageous challenge—40 dates in 40 nights in exchange for a year's rent—only to discover amidst the awkward dinners and unexpected…
2
Tromeo & Juliet (1996)
★ 6/10Also comedy and romance
All 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
10 (1979)
★ 5.8/10Also comedy and romance
A Hollywood songwriter goes through a mid-life crisis and becomes infatuated with a sexy blonde newlywed.
4
The Overnight (2015)
★ 5.9/10Also comedy
Alex, 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.
5
Balls Up (2026)
★ 5.8/10Also comedy
Two 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…
6
Over Your Dead Body (2026)
★ 6.4/10Also comedy
A dysfunctional couple head to a remote cabin to "reconnect", but each has secret intentions to kill the other.
7
Hard to Die (1990)
★ 6/10Also comedy
While 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
Pretty Persuasion (2005)
★ 5.8/10Also comedy
A 15-year-old girl incites chaos among her friends and a media frenzy when she accuses her drama teacher of sexual harassment.
9
Project X (2012)
★ 6.9/10Also comedy
Three high school seniors throw a party to make a name for themselves. As the night progresses, things spiral out of control as word of the party spreads.
10
Bill Burr: Drop Dead Years (2025)
★ 7.2/10Also comedy
In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
11
Ricky Gervais: Mortality (2025)
★ 7/10Also comedy
Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.
12
A Dogwalker's Christmas Tale (2015)
★ 5.8/10Also comedy and romance
Spoiled 21-year-old Luce Lockhart faces a tough decision when a handsome new friend asks her to help protect a dog park from her wealthy employer.
13
Louis C.K.: Oh My God (2013)
★ 7.6/10Also comedy
Filmed 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…
14
Jimmy Carr: Natural Born Killer (2024)
★ 6.4/10Also comedy
Jimmy Carr refutes the idea that you can't joke about anything these days with his edgy takes on gun control, religion, cancel culture and consent.
15
Clerks (1994)
★ 7.4/10Also comedy
Convenience and video store clerks Dante and Randal are sharp-witted, potty-mouthed and bored out of their minds. So in between needling customers, the counter jockeys play hockey on the roof, visit a funeral home and…
16
South Park (Not Suitable for Children) (2023)
★ 7.4/10Also comedy
After it's discovered that a teacher at South Park Elementary has an OnlyFans page, Randy is compelled to take a closer look at the seedy underbelly of the world of online influencers.
17
Butterflies Are Free (1972)
★ 6.8/10Also comedy and romance
Striving 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…
18
Orgazmo (1998)
★ 6.1/10Also comedy
A devout Mormon living in L.A. becomes a pornographic actor after his martial arts moves impress a big-time director.
19
Ali G, Aiii (2000)
★ 6.6/10Also comedy
Ali G, Aiii, is a 100 minute compilation of the highlights of Da Ali G Show, plus 30 minutes of unseen and uncensored material that was too hardcore for TV.
20
Female Trouble (1976)
★ 6.9/10Also comedy
Teenage delinquent Dawn Davenport, incensed after her parents do not give her the cha-cha heels she wanted for Christmas, runs away from home. After an illegitimate child and hairstylist husband bring her more misery…