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Movies Like Milo Edwards: Sentimental
Find movies like Milo Edwards: Sentimental using TMDB similarity plus Movie Rankings community context. Our top current pick is Dave Chappelle: Killin' Them Softly. Browse 18 related titles with direct links to rankings, cast pages, and matchup data.
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Dave Chappelle: Killin' Them Softly
2000
Dave Chappelle returns for a stand-up to D.C. and riffs on politics, police, race relations, drugs, Sesame Street and more.

John Mulaney: The Comeback Kid
2015
Armed with boyish charm and a sharp wit, the former "SNL" writer offers sly takes on marriage, his beef with babies and the time he met Bill Clinton.

Eddie Murphy Raw
1987
Eddie Murphy delights, shocks and entertains with dead-on celebrity impersonations, observations on '80s love, sex and marriage, a remembrance of Mom's hamburgers and much more.

Bill Burr: Drop Dead Years
2025
In what might be his most personal and introspective hour yet, Bill offers hilarious takes on everything from male sadness to dating advice.

Dave Chappelle: The Closer
2021
As 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.

Mixtape
2021
On the eve of Y2K, orphaned 12-year-old Beverly discovers a broken mixtape crafted by her teen parents. Raised by her grandmother – who struggles talking about her late daughter – Beverly sees the mixtape as a chance to finally learn more about her parents.

Ricky Gervais: Mortality
2025
Ricky Gervais tackles life, death and the state of the world in a brutally honest special that spares no topic, even his own mortality.

How to Irritate People
1969
A pre-Monty Python mockumentary, written by and presented by John Cleese, that provides tips on learning how to irritate people.

2 Minutes of Fame
2020
An up-and-coming stand-up comic moves to L.A. to pursue a film career after video clips of his act make him an online sensation.

El cumple de la abuela
2015
A dysfunctional family travels to Cuernavaca, to celebrate their grandmother's birthday. One pretends to have a boyfriend she just met. Another has a girlfriend who is in love with one of his brothers. Another can not stand the way the grandmother treats him but he has been afraid of her for so long...until now.

Curly Top
1935
Wealthy Edward Morgan becomes charmed with a curly-haired orphan and her pretty older sister Mary and arranges to adopt both under the alias of "Mr. Jones". As he spends more time with them, he soon finds himself falling in love with Mary.

Chris Rock: Tamborine
2018
Chris Rock takes the stage for his first comedy special in 10 years, filled with searing observations on fatherhood, infidelity and American politics.

The Little Rascals Save the Day
2014
When the Little Rascals are unable to raise enough money to save their grandma's bakery from shutting down, their only hope is to win a local talent show and use the prize money to save the shop.

Sextuplets
2019
Father-to-be Alan is shocked to learn that he was born a sextuplet. With his newfound brother Russell riding shotgun, the duo sets out on a hilarious journey to reunite with their remaining long-lost siblings.

Chris Rock: Selective Outrage
2023
Chris Rock delivers an electric stand-up set on non-racist yoga pants, spoiling his kids, the Kardashians and his thoughts on the Will Smith fiasco.

Thunderstruck
2012
After 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.

Jackass Presents: Bad Grandpa
2013
86-year-old Irving Zisman is on a journey across America with the most unlikely companion: his 8 year-old grandson, Billy.

The F**k-It List
2020
After 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.
What are the best movies like Milo Edwards: Sentimental?
Dave Chappelle: Killin' Them Softly is the strongest current recommendation on this page for viewers looking for movies like Milo Edwards: Sentimental.
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