Movies like Debra Digiovanni: Single, Awkward, Female (2011)
The best movies like Debra Digiovanni: Single, Awkward, Female (2011) are Matt Rife: Natural Selection (2023), Dave Chappelle: Sticks & Stones (2019) and Dave Chappelle: The Closer (2021). If Debra Digiovanni: Single, Awkward, Female hooked you with its comedy, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedJohn Mulaney: Kid Gorgeous at Radio City (2018)7.9/10 from 259 votes
- NewestDeep Cover (2025)Released 2025
Matt Rife: Natural Selection (2023)
From his problem with protection crystals to his beef with social media trolls, comedian Matt Rife holds nothing back in this rollicking stand-up special.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisDave Chappelle: Sticks & Stones (2019)
Dave Chappelle takes on gun culture, the opioid crisis and the tidal wave of celebrity scandals in this defiant stand-up special.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisDave 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.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisAziz Ansari: Dangerously Delicious (2012)
Aziz Ansari channels his crude side taking on topics like watching porn and the struggles of dating in New York City.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisShane Gillis: Beautiful Dogs (2023)
In a rowdy stand-up set, Shane Gillis riffs on his girlfriend's Navy SEAL ex, touring George Washington's house and being bullied by an Australian Goth.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisAli Wong: Single Lady (2024)
After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJohn Mulaney: Kid Gorgeous at Radio City (2018)
John Mulaney relays stories from his childhood and "SNL," eviscerates the value of college and laments getting older in this electric comedy special.
Why it matches: Recommended by TMDB viewers · both comedy
Absolute CinemaMovies like thisLouis C.K.: Oh My God (2013)
Filmed 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 writing on his acclaimed show on FX, Louie. Performed in the round in front of a live audience, he discusses such topics as the food chain, animals, divorce, strange anecdotes, broken morality, murder and mortality.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisEddie 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.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisDylan Moran: Like, Totally (2006)
Dylan Moran returns with an all-new stand-up show. Unpredictable, startling, bizarre, elegiac, but above all brilliant and hilariously funny, Moran is a master of comedy.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisRicky Gervais: SuperNature (2022)
With his signature pitch-black sense of humor, Ricky Gervais takes the stage at the London Palladium in this provocative stand-up comedy special.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisDemetri Martin: The Overthinker (2018)
With his signature one-liners and drawings, Demetri Martin muses on doughnut holes, dogs, sports bars, the alphabet's most aggressive letters and more.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBetween Two Ferns: The Movie (2019)
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.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisGabriel "Fluffy" Iglesias: One Show Fits All (2019)
Gabriel "Fluffy" Iglesias discusses his teenage son and encounters with Snoop Dogg, Chris Rock and Vicente Fernández in this stand-up special for 2019.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisTaylor Tomlinson: Have It All (2024)
Can Taylor Tomlinson have it all? From dating woes to dream jobs to inventive dirty talk, she shares life's ups and downs in this stand-up comedy special.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisIliza Shlesinger: Confirmed Kills (2016)
The standup sensation tackle's TV's "Shark Tank," what it means to be a woman and how to deal with the lawless party goblin that lives in us all.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisWanda Sykes: Not Normal (2019)
Wanda Sykes tackles politics, reality TV, racism and the secret she'd take to the grave in this rollicking, no-holds-barred stand-up special.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisAdam Sandler: Love You (2024)
Adam Sandler hits the stage for a thrillingly unpredictable comedy special featuring songs, jokes, party-crashing dogs and plenty of love.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisRicky Gervais Live 2: Politics (2004)
A year after Animals, Ricky Gervais comes back with his second stand up comedy tour: Politics.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisTaylor Tomlinson: Look at You (2022)
Breakups. Therapy. Bangs. Taylor's gone through some stuff since her quarter-life crisis, and she spins her mental health journey into insightful comedy.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisMan on the Moon (1999)
The story of the life and career of eccentric avant-garde comedian, Andy Kaufman.
Why it matches: Similar story and style · both comedy
Worth the HypeMovies like thisJimmy Della Valle: It's Just A Jimmyism (2016)
Jimmy Della Valle is an Italian-Irish American Comedian and Actor from New York. Jimmy's rapid-fire stand-up comedy special is about his dysfunctional family, two scratch minimum Latina wife and cat Marvin, all-in poker playing gambling life, and mafia streetwise unique point of view. Jimmy's TV/film credits: The Sopranos, Without a Trace, America's Got Talent, Conan, Comedy Central, Rivers 9.
Why it matches: Similar story and style · both comedy
Michael McIntyre: Live & Laughing (2008)
Acclaimed stand-up comedian Michael McIntyre delivers a hilarious performance to a receptive crowd at London's Hammersmith Apollo.
Why it matches: Similar story and style · both comedy
The Ethics of Ambiguity (2023)
Two best friends and failing comedians are about to give up their dreams when they win the lottery. But telling the wrong people gets them in a world of trouble.
Why it matches: Similar story and style · both comedy
Man of the Year (2006)
The irreverent host of a political satire talk show decides to run for president to mock the political system and expose corruption in Washington. What begins as a publicity stunt quickly gathers unexpected momentum as his message resonates with frustrated voters.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisDeep Cover (2025)
Kat is an improv comedy teacher beginning to question if she’s missed her shot at success. When an undercover cop offers her the role of a lifetime, she recruits two of her students to infiltrate London’s gangland by impersonating dangerous criminals.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisAbbuzze! Der Badesalz-Film (1996)
The film mainly consists of various, often grotesque episodes. There is also a frame story from which the episodes are derived. However, the connection between the frame story and the episodes is very weak. Many episodes revolve around surveillance and security. In the frame story, insurance agent Erich and Richard are stuck together in an elevator that is unusually large for an apartment building (about 3x3 meters). While Erich wants to get out as quickly as possible, Richard isn't actually in any hurry, as he seems to live in the elevator.
Why it matches: Similar story and style · both comedy
TIRULLIPA SHOW - NAVIO WS ONBOARD (2021)
Why it matches: Similar story and style · both comedy
Ronny Chieng: The Ron Way (2013)
The debut one hour comedy special commedian Ronny Chieng performed at the Edinburgh Fringe Festival 2013. It represents the best of his award winning material from the first 4 years of his career from 2009-2013, from that first small gig in a small room of the University of Melbourne, all the way to the Sydney Opera House, Melbourne's Town Hall, London's SOHO theatre and Montreal's Just For Laughs TV Gala. Thank you for reading this blurb and say no to drugs.
Why it matches: Similar story and style · both comedy
Latham Entertainment Presents: An All New Comedy Experience (2003)
The stand-up comedy concert film Latham Entertainment Presents features a handful of African-American comedians including D.L. Hughley, Bruce Bruce, Earthquake, and Rickey Smiley.
Why it matches: Similar story and style · both comedy
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Frequently asked questions
What are the best movies like Debra Digiovanni: Single, Awkward, Female?
The closest matches to Debra Digiovanni: Single, Awkward, Female are Matt Rife: Natural Selection (2023), Dave Chappelle: Sticks & Stones (2019) and Dave Chappelle: The Closer (2021). Below are 27 more, each with the reason it matches.
What should I watch after Debra Digiovanni: Single, Awkward, Female?
Start with Matt Rife: Natural Selection (2023), the closest match to Debra Digiovanni: Single, Awkward, Female.
What is the highest-rated movie like Debra Digiovanni: Single, Awkward, Female?
John Mulaney: Kid Gorgeous at Radio City (2018), rated 7.9/10 by 259 TMDB users.
What is the newest movie like Debra Digiovanni: Single, Awkward, Female?
Deep Cover (2025) is the most recent release on this list.
Are there English movies like Debra Digiovanni: Single, Awkward, Female?
Yes: Matt Rife: Natural Selection (2023), Dave Chappelle: Sticks & Stones (2019) and Dave Chappelle: The Closer (2021).
How are movies similar to Debra Digiovanni: Single, Awkward, Female chosen?
First come films that Trakt’s viewers watch alongside Debra Digiovanni: Single, Awkward, Female, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.