Movies Like I Lost 20lbs in Two Months, Ask Me How
If you liked I Lost 20lbs in Two Months, Ask Me How (2002), a comedy movie directed by Toby Wilkins, 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

Much Ado About Nothing (2013)
★ 6.8/10Also comedyA modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.
- 2

Dave Chappelle: Sticks & Stones (2019)
★ 7.5/10Also comedyDave Chappelle takes on gun culture, the opioid crisis and the tidal wave of celebrity scandals in this defiant stand-up special.
- 3

John Mulaney: Kid Gorgeous at Radio City (2018)
★ 7.9/10Also comedyJohn Mulaney relays stories from his childhood and "SNL," eviscerates the value of college and laments getting older in this electric comedy special.
- 4

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.
- 5

Ricky Gervais: Humanity (2018)
★ 7.6/10Also comedyIn his first special in seven years, Ricky Gervais slings his trademark snark at celebrity, mortality and a society that takes everything personally.
- 6

The Roast of Tom Brady (2024)
★ 6.7/10Also comedyOffensive lines. Full-contact comedy. Kevin Hart hosts this all-star roast of NFL legend Tom Brady.
- 7

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.
- 8

Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry (2016)
★ 7/10Also comedyHawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.
- 9

Mr. Bones (2001)
★ 6/10Also comedyA medicine man is sent looking for the son of his tribal king, and brings back an American golfer and a host of goons intent on keeping him in the golf tournament.
- 10

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.
- 11

Switched (2020)
★ 6.5/10Also comedyTired of being bullied, Cassandra Evans prays that her nemesis, Katie Sharp, the queen bee of social media, would know what it’s like to walk a day in her shoes. Her prayer is answered in an unexpected way when they…
- 12

The F**k-It List (2020)
★ 6/10Also comedyAfter a prank blows up a studious high school senior's life, he shares a list of certain things he wishes he'd done differently — and maybe still can.
- 13

The Patsy (1964)
★ 6.2/10Also comedyEccentric bellhop Stanley Belt is recruited unexpectedly by the comedy team of a recently deceased entertainer. Stanley struggles to become a song-and-dance man as the team grooms him to become a star. But as the date…
- 14

Dave Chappelle: The Closer (2021)
★ 7.2/10Also comedyAs he closes out his slate of comedy specials, Dave takes the stage to try and set the record straight — and get a few things off his chest.
- 15

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.
- 16

Adventures in Public School (2018)
★ 6.3/10Also comedyA socially-awkward, home-schooled kid forces his way into public school against his suffocating, but loving, mother's wishes.
- 17

Louis C.K.: Hilarious (2010)
★ 7.8/10Also comedyIn this unique and dynamic live concert experience, Louis C.K.'s exploration of life after 40 destroys politically correct images of modern life with thoughts we have all had...but would rarely admit to.
- 18

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.
- 19

Jim Jefferies: Freedumb (2016)
★ 7.2/10Also comedyReturning for a second Netflix comedy special, Jim Jefferies unleashes his famously ferocious black humor to a packed house in Nashville, Tennessee.
- 20

Jerry Seinfeld: 23 Hours to Kill (2020)
★ 6.2/10Also comedyJerry Seinfeld takes the stage in New York and tackles talking vs. texting, bad buffets vs. so-called "great" restaurants and the magic of Pop Tarts.