Movies Like Owen Benjamin: How Dare Me
If you liked Owen Benjamin: How Dare Me (2018), a comedy movie, 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
Chris Rock: Never Scared (2004)
★ 7.5/10Also comedyChris Rock, the three-time Emmy Award-winner, comedian, actor, and host of HBO's acclaimed The Chris Show, stars in his fourth solo stand-up special for HBO, Chris Rock: Never Scared. Featuring his unique, insightful…
- 2
Jackass Presents: Bad Grandpa (2013)
★ 6.2/10Also comedy86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.
- 3
Driver's Ed (2026)
★ 6.9/10Also comedyA group of teens hit the road in a stolen driver's ed car, racing against time to help a lovesick high school senior track down his college-freshman girlfriend and win her back.
- 4
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.
- 5
Dave Chappelle: The Dreamer (2023)
★ 6.9/10Also comedyFrom his onstage tackle to the slap heard round the world, Dave Chappelle lets loose in this freewheeling and unfiltered stand-up comedy special.
- 6
Spa Weekend (2026)
★ 6.5/10Also comedyFour lifelong friends realize that somewhere between careers, relationships, families, and everyday responsibilities, they’ve forgotten how to take care of themselves and each other. Burned out and overdue for a break…
- 7
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…
- 8
Thunderstruck (2012)
★ 6.2/10Also comedyAfter NBA star Kevin Durant switches talent with 16 year old Brian, the teenager becomes the star of his high school team, but Durant starts struggling and eventually learns an important lesson.
- 9
Wet Hot American Summer (2001)
★ 6.2/10Also comedyIt's the last day of Camp Firewood's season, but there's still time for the big talent show, a little romance… and for everyone to be wiped out by the piece of NASA's Skylab that's hurtling toward Earth.
- 10
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.
- 11
Fun with Dick and Jane (1977)
★ 6.6/10Also comedyWhen an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
- 12
The Three Stooges (2012)
★ 5.8/10Also comedyLeft on the doorstep of an orphanage run by nuns, three newborn knuckleheads grow up to be finger-poking, nyuk-nyuking janitors named Larry, Curly and Moe. When they learn that financial problems will soon force the…
- 13
Dave Chappelle: The Unstoppable... (2025)
★ 6.7/10Also comedyFacing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special.
- 14
Ellen DeGeneres: Relatable (2018)
★ 6.4/10Also comedyIn her first special since 2003, Ellen revisits her road to stardom and details the heartfelt -- and hilarious -- lessons she's learned along the way.
- 15
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…
- 16
29th Street (1991)
★ 6.9/10Also comedyAfter winning $6.2 million in the 1976 New York State Lottery, he is arrested for throwing rocks at a church. He then tells his story at the police station.
- 17
Chris Rock: Kill the Messenger (2008)
★ 7.6/10Also comedyAn HBO special edited from three performances from Chris Rock's 2008 comedy tour: London (dark suit, dark shirt), Johannesburg (black suit, white shirt) and New York (shiny jacket). Topics include the ongoing…
- 18
The Mouse That Roared (1959)
★ 6.4/10Also comedyThe Duchy of Grand Fenwick decides that the only way to get out of their economic woes is to declare war on the United States, lose and accept foreign aid. They send an invasion force (in chain mail, armed with bows…
- 19
Babes (2024)
★ 6/10Also comedyAfter getting pregnant from a one-night stand, a single woman leans on her married best friend and mother of two to guide her through gestation and beyond.
- 20
Adam Sandler: Love You (2024)
★ 6.3/10Also comedyAdam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.