Movies Like 20 Questions

If you liked 20 Questions (2024), a movie directed by L.T. Hewitt, 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
UHF (1989)
★ 6.7/10
The eccentric new manager of a UHF television channel tries to save the station from financial ruin with an odd array of programming.
2
Quiz Show (1994)
★ 7.2/10
Herbert Stempel's transformation into an unexpected television personality unfolds as he secures victory on the cherished American game show, 'Twenty-One.' However, when the show introduces the highly skilled…
3
Self Reliance (2024)
★ 5.9/10
When a man is offered a million dollars to play a game in which hunters try to kill him, he thinks he has found the perfect loophole: they can only attack when he’s alone. His only problem is that none of his friends…
4
Quiz Lady (2023)
★ 6.7/10
A brilliant but tightly wound, gameshow-obsessed young woman, Anne, and her estranged, train-wreck of a sister, Jenny, must work together to help cover their mother's gambling debts. When Anne's beloved dog is…
5
The Luckiest Man in America (2025)
★ 6.3/10
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…
6
Everything You Always Wanted to Know About Sex *But Were Afraid to Ask (1972)
★ 6.5/10
A collection of seven vignettes, which each address a question concerning human sexuality. From aphrodisiacs to sexual perversion to the mystery of the male orgasm, characters like a court jester, a doctor, a queen and…
7
Lucy and Desi (2022)
★ 7.1/10
Explore the unlikely partnership and enduring legacy of one of the most prolific power couples in entertainment history. Lucille Ball and Desi Arnaz risked everything to be together.
8
Between Two Ferns: The Movie (2019)
★ 5.9/10
Galifianakis dreamed of becoming a star. But when Will Ferrell discovered his public access TV show, 'Between Two Ferns' and uploaded it to Funny or Die, Zach became a viral laughing stock. Now Zach and his crew are…
9
Bad Words (2014)
★ 6.4/10
Forty-year-old misanthrope, Guy Trilby, enters the National Golden Quill Spelling Bee through a loophole in the rules.
10
Series 7 (2001)
★ 6.4/10
A reality TV program selects six contestants to participate in a free-for-all, no holds barred deathmatch, where they must skillfully outwit and kill each other in order to be the last person alive.
11
Nerve (2016)
★ 7/10
Industrious high school senior Vee Delmonico has had it with living life on the sidelines. When pressured by friends to join the popular online game Nerve, Vee decides to sign up for just one dare in what seems like…
12
Girl on a Bicycle (2013)
★ 5.9/10
Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day…
13
For a Good Time, Call... (2012)
★ 5.8/10
College "frenemies" Lauren and Katie move in together after losing a relationship and rent control, respectively. Sharing Katie's late grandmother's apartment in New York City, the girls bicker with each other until…
14
Bill Burr: Drop Dead Years (2025)
★ 7.2/10
In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.
15
The Aristocrats (2005)
★ 5.9/10
One hundred superstar comedians tell the same very, VERY dirty, filthy joke--one shared privately by comics since Vaudeville.
16
Louis C.K.: Ridiculous (2026)
★ 6.1/10
From a bee getting shot in New York City to paying strangers to take his aging father, Louis C.K. unleashes the ridiculous thoughts in his mind.
17
The Clique (2008)
★ 5.9/10
A young girl tries to fit in with a clique of popular middle school girls after moving into the guest house of one of their homes.
18
Aziz Ansari: Live at Madison Square Garden (2015)
★ 6.5/10
Ansari headlines the iconic Madison Square Garden and delivers his most hilarious and insightful stand-up yet. Filmed in front of a sold-out audience, Ansari's latest special is an uproarious document of the comic in…
19
New Year's Eve (2011)
★ 5.9/10
The lives of several couples and singles in New York intertwine over the course of New Year's Eve.
20
Watching the Detectives (2007)
★ 6.3/10
Neil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life femme fatale, his mundane world gets…