Movies like Sleeping Around (2008)
The best movies like Sleeping Around (2008) are Caprice Italian Style (1968), The New Monsters (1977) and Ci hai rotto papà (1993). If Sleeping Around hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedFantozzi (1975)7.8/10 from 907 votes
- NewestRicky Gervais: Mortality (2025)Released 2025
- In ItalianCaprice Italian Style (1968)Also in Italian
Caprice Italian Style (1968)
The film consists of six short stories created by different directors, but all the stories share one thing: a warm irony to current events.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe New Monsters (1977)
A collection of dark-humoured vignettes, including tales of a cardinal with a liberal congregation, a motorist and a hitchhiker, mentally challenged tramps, parents contemplating their daughter's participation in a pornographic film, and a conniving husband.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisCi hai rotto papà (1993)
Kids from a huge apartment complex in Rome form a secret society to unite their forces and get back at the nasty adults who 'oppress' them, playing pranks on them to expose their weaknesses.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Birds, the Bees and the Italians (1966)
An anthology presents three storylines, all set in the Italian town of Treviso: A husband pretends to be impotent as a cover for having an affair; a bank clerk abandons his wife for his mistress, but the rest of the town's husbands become jealous and unite to conspire against them; and local men all seduce a promiscuous young woman, but when her father eventually reveals that she is underage, they all face prosecution for statutory rape.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisRicky Gervais: Armageddon (2023)
Ricky Gervais dishes out controversial takes on political correctness and oversensitivity in a taboo-busting comedy special about the end of humanity.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisRicky Gervais: Humanity (2018)
In his first special in seven years, Ricky Gervais slings his trademark snark at celebrity, mortality and a society that takes everything personally.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisDave Chappelle: The Unstoppable... (2025)
Facing a world gone sideways, comedy icon Dave Chappelle delivers bold truths and potent punchlines in this no-holds-barred special.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisRicky 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.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisFun Is Beautiful (1980)
Three characters' misadventures in semi-deserted, summertime Rome: a dim-witted mama's boy falls for a tourist; a would-be womanizer struggles to find company for his sex tourism trip to Kraków; a hippie is drawn into his father's schemes to bring him back into polite society.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like this50 km/h (2024)
Two brothers reunite at their father’s funeral after many years apart. Between bitterness from the past and forgotten affection they will embark on a trip onboard their motorbikes which they built when they were children.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Trouble with Angels (1966)
Mary and her friend, Rachel, are new students at St. Francis Academy, a boarding school run by the iron fist of Mother Superior. The immature teens grow bored and begin playing pranks on both the unsuspecting nuns and their unpleasant classmates, becoming a constant thorn in Mother Superior's side. However, as the years pass, Mary and Rachel slowly mature and begin to see the nuns in a different light.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Monster (1994)
A vicious serial sex killer is on the loose, and landscape gardener and shop-window outfitter Loris is the prime suspect, thanks to his unfortunate habit of getting caught in compromising situations (for which there is always a totally innocent explanation that the police fail to spot). Undercover policewoman Jessica is assigned by eccentric police psychologist Taccone to follow Loris.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisFantozzi (1975)
A good-natured but unlucky Italian is constantly finding himself in difficult situations, but never losing his mood.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisNikki Glaser: Someday You'll Die (2024)
Comedian and actress Nikki Glaser is back in her second HBO special, diving into a wide range of topics including why she doesn't want kids, the harsh realities of aging, her sexual fantasies and more.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Ladies Man (1961)
After his girl leaves him for someone else, Herbert gets really depressed and starts searching for a job. He finally finds one in a big house which is inhabited by many, many women. Can he live in the same home with all these females?
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHard to Die (1990)
While 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 of killings six months previously, is at the bottom of the whole thing. Little do they know the real horror that they face in the end.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisBill 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.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisAdventures in Public School (2018)
A socially-awkward, home-schooled kid forces his way into public school against his suffocating, but loving, mother's wishes.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisJimmy Carr: His Dark Material (2021)
Jimmy Carr finds humor in the darkest of places in this stand-up special that features his dry, sardonic wit — and some jokes he calls "career enders."
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisChris Rock: Kill the Messenger (2008)
An 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 presidential campaign, the possibility of a black president, George W. Bush, gas prices, low-paid jobs, ringtones and bottled water, sex, relationships and the correct use of the n-word
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like Sleeping Around?
The closest matches to Sleeping Around are Caprice Italian Style (1968), The New Monsters (1977) and Ci hai rotto papà (1993). Below are 17 more, each with the reason it matches.
What should I watch after Sleeping Around?
Start with Caprice Italian Style (1968), the closest match to Sleeping Around.
What is the highest-rated movie like Sleeping Around?
Fantozzi (1975), rated 7.8/10 by 907 TMDB users.
What is the newest movie like Sleeping Around?
Ricky Gervais: Mortality (2025) is the most recent release on this list.
Are there Italian movies like Sleeping Around?
Yes: Caprice Italian Style (1968), The New Monsters (1977) and Ci hai rotto papà (1993).
How are movies similar to Sleeping Around chosen?
First come films that Trakt’s viewers watch alongside Sleeping Around, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.