Movies Like Kitty Flanagan: Charming & Alarming
If you loved Kitty Flanagan: Charming & Alarming's Comedy storytelling, these films deliver a similar experience — carefully selected for tone, themes, and emotional depth. Each pick includes where to watch it right now.
★ Top Picks

Dave Chappelle: The Unstoppable...
Facing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special.

Standing Up, Falling Down
An unlikely friendship kindles between a struggling stand-up comedian from L.A. — forced to move back home to Eastern Long Island with his tail between his legs — and a tragically flawed, but charming and charismatic, alcoholic dermatologist. Discovering to be kindred spirits, each helps the other find healing, in addition to the confidence to face the "failures" in their lives.

Wicked Little Letters
When the denizens of Littlehampton – including conservative Edith – begin receiving letters full of hilarious profanities, rowdy Irish migrant Rose is charged with the crime. Suspecting something amiss, the town's women band together to investigate.

Gabriel Iglesias: I'm Sorry for What I Said When I Was Hungry
Hawaiian-shirt enthusiast Gabriel "Fluffy" Iglesias finds the laughs in racist gift baskets, Prius-driving cops and all-female taco trucks.

Me Time
With his family away, a devoted stay-at-home dad enjoys his first me time in years by joining his hard-partying old friend on a wild birthday adventure.

Tom Segura: Disgraceful
Tom Segura gives voice to the sordid thoughts you'd never say out loud, with blunt musings on porn, parking lot power struggles, parenthood and more.

Eddie Murphy Raw
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.

Let's Make Love
When billionaire Jean-Marc Clement learns that he is to be satirized in an off-Broadway revue, he passes himself off as an actor playing him in order to get closer to the beautiful star of the show, Amanda Dell.
More Movies Like Kitty Flanagan: Charming & Alarming

Welcome Home Roscoe Jenkins
When a celebrated TV show host returns to his hometown in the South, his family is there to remind him that going home is no vacation!

Louis C.K.: Chewed Up
Profane, vulgar and obscenely funny, Louis C.K. insists on telling the truth, whether you like it or not! Join the Emmy Award-winning stand-up comic and TV star (Lucky Louie) as he shares his thoughts on the stuff everyone thinks about -- male bodily fluids, the joys of being white, the difference between women and girls -- but never has the nerve to say. It's Louis C.K. at his risk-taking best: fearless, honest and totally outrageous! Nominated for the 2009 Emmy for Outstanding Writing for a Variety, Music or Comedy Special

Desperados
A panicked young woman and her two best friends fly to Mexico to delete a ranting email she sent to her new boyfriend. On arrival, they run into her former beau, who soon gets caught up in their frantic scheme.

Between Two Ferns: The Movie
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 taking a road trip to complete a series of high-profile celebrity interviews and restore his reputation.

Louis C.K.: Hilarious
In 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.

Is This Thing On?
As their marriage quietly unravels, Alex faces middle age and an impending divorce, seeking new purpose in the New York comedy scene while Tess confronts the sacrifices she made for their family—forcing them to navigate co-parenting, identity, and whether love can take a new form.

Louis C.K.: Live at the Beacon Theater
Recorded November 10th, 2011 as part of the New York Comedy Festival, and only available for purchase online, Louis C.K. follows up his 2010 concert film Hilarious with a new hour’s worth of shrewdly observed and periodically profane material. He starts with making his own kind of please-turn-off-your-cell-phone announcement, as well as a warning not to text or tweet during the show: “Just live your life,” he asks. Whether he’s talking about a unique way to drop a rental car off at an airport or describing why a man in his 40s should not smoke dope, it’s terrific, humane, carried-to-crazed-extremes stuff.

Jackpot!
In the near future, a 'Grand Lottery' has been established - the catch: kill the winner before sundown to legally claim their multi-billion dollar jackpot. When Katie Kim mistakenly finds herself with the winning ticket, she reluctantly joins forces with amateur lottery protection agent Noel Cassidy who must get her to sundown in exchange for a piece of her prize.

Dave Chappelle: The Bird Revelation
Comedy juggernaut Dave Chappelle's fourth Netflix Special, taped on November 20th, 2017 at Los Angeles' Comedy Store.

Match
A Seattle couple travel to New York to interview colorful former dancer Tobi for research on a dissertation about dance. But soon, common niceties and social graces erode when the questions turn personal and the true nature of the interview is called into question.

Family Weekend
A 16-year-old girl takes her parents hostage after they miss her big jump-roping competition.

Wake Up, Ron Burgundy: The Lost Movie
While Ron Burgundy's rivalry with Veronica Corningstone escalates quickly, a group of unprofessional thieves better known as 'The Alarm Clock' try to make the truth known, whatever that may mean...
Why These Movies Are Similar
These recommendations share core qualities with Kitty Flanagan: Charming & Alarming (2011): Comedy themes, similar narrative structure, and comparable emotional depth. NoBadPicks uses a combination of TMDB collaborative filtering, genre matching, and AI analysis to surface films most likely to resonate with fans of Kitty Flanagan: Charming & Alarming.
See full details for Kitty Flanagan: Charming & Alarming (2011)