Movies like Confessions of a Ladykiller (2019)
The best movies like Confessions of a Ladykiller (2019) are CQ (2001), The Comedy (2012) and Almost Friends (2017). If Confessions of a Ladykiller hooked you with its comedy and drama, these 30 similar films are what to watch next, and every pick says why it matches.
Confessions of a Ladykiller
Quick picks
- Highest ratedAtlantic City (1980)6.8/10 from 313 votes
- NewestSavage House (2026)Released 2026
CQ (2001)
A young filmmaker in 1960s Paris juggles directing a cheesy sci-fi debacle, directing his own personal art film, coping with his crumbling relationship with his girlfriend, and a new-found infatuation with the sci-fi film's starlet.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisThe Comedy (2012)
Indifferent to the notion of inheriting his father's estate, a restless, aging New Yorker passes time with his friends in games of mock sincerity, irreverence, and recreational cruelty towards those around them.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisAlmost Friends (2017)
A man in his mid-20s, still living at home with his mother and stepfather, puts all his eggs in one basket: the girl who works at his local coffee shop. The problem is, she has a serious boyfriend. As they become closer, the line between friendship and intimacy is blurred, and the situation forces both to examine where they are in their lives.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisDon't Think Twice (2016)
An improv group deals with several crises, including the loss of their lease and one member hitting the big time.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisSubUrbia (1997)
A group of suburban teenagers try to support each other through the difficult task of becoming adults.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisSmall Apartments (2012)
When a clumsy deadbeat accidentally kills his landlord, he must do everything in his power to hide the body, only to find that the distractions of lust, the death of his beloved brother, and a crew of misfit characters force him on a journey where a fortune awaits him.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisSomewhere in Queens (2023)
Leo and Angela Russo live a simple life in Queens, surrounded by their overbearing Italian-American family. When their son finds success on his high school basketball team, Leo tears the family apart trying to make it happen.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisOn Becoming a Guinea Fowl (2024)
On an empty road in the middle of the night, Shula stumbles across the body of her uncle. As funeral proceedings begin around them, she and her cousins bring to light the buried secrets of their middle-class Zambian family.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisA Futile and Stupid Gesture (2018)
In a life full of triumph and failure, "National Lampoon" co-founder Doug Kenney built a comedy empire, molding pop culture in the 1970s.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisRoll Bounce (2005)
In the summer of 1978, a teenager and his group of friends face new challenges when their neighborhood roller-skating rink closes, forcing them to visit a different rink.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisSavage House (2026)
Against the backdrop of 18th century England, a massive pox outbreak, and Jacobite uprising – Sir Chauncey Savage and Lady Savage blindly pursue a better life. It's not without a tinge of irony that their family name is the Savages, for this is a Savage House indeed, filled with duels, decadence, and bloodshed.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisJuniper (2021)
When a self-destructive teenager is suspended from school and asked to look after his feisty alcoholic grandmother as a punishment, the crazy time they spend together turns his life around.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisHooking Up (2020)
Bailey and Darla embark upon a misguided and mutually deceitful form of therapy, one in which they must drive across the country, re-enacting Darla's colorful history as a sex addict. As their true motivations for the road trip come to light, the unlikely pair force one another to confront their issues, discovering that there might actually be more to love than just sex.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisLandline (2017)
A teenager living with her sister and parents in Manhattan during the 1990s discovers that her father is having an affair.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisFamily Weekend (2013)
A 16-year-old girl takes her parents hostage after they miss her big jump-roping competition.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisLady Windermere's Fan (1925)
A society woman believes her husband is having an affair, a misconception which may have dire personal consequences for all involved.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisTreasure (2024)
A music journalist accompanies her father, a charmingly stubborn Holocaust survivor, on a journey to his homeland. While she's eager to make sense of her family's past, her dad has an agenda of his own.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisMatch (2014)
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.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisIn the Soup (1992)
An aspiring young filmmaker gets involved with an eccentric gangster for the financing of his first film.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisWinged Creatures (2009)
A psychotic man opens fire in a diner, murdering numerous people before killing himself. The survivors struggle in different ways following this horrendous event: a doctor doubts his own instincts and elects to use an experimental medical procedure on his wife, while a gambler believes he's on a lucky streak. A waitress begins engaging in promiscuous sex, and a young girl whose father is among the dead gains unexpected fame.
Why it matches: Recommended by TMDB viewers · both drama
SnoozefestMovies like thisGiacomo Casanova: Childhood and Adolescence (1969)
Through the childhood and adolescence of Signor Giacomo Casanova (from his memoirs), this is a description of how people lived in 18th-century Venice: their customs, habits, medicine, religion, and--most of all--the omnipresence of hypocrisy.
Why it matches: Similar story and style · both drama & comedy
Casanova (2005)
With a reputation for seducing members of the opposite sex, regardless of their marital status, a notorious womanizer discovers a beauty who seems impervious to his charms. However, as he continues to pursue the indifferent lady, he finds himself falling in love.
Why it matches: Similar story and style · both comedy & drama
Popcorn FlickMovies like thisThe Return of Casanova (1992)
After many years of rambling across Europe the aging Giacomo Casanova is impoverished. He wants to return to the Republic of Venice but he doesn't dare going there directly because he was a fugitive when he left. While he tries to find a way to get a pardon he meets a young lady named Marcelina. The more he shows his affection, the more ostentatiously she rejects him. Even so he doesn't give up on her because her lover Lorenzo has grave gaming debts. In return for the required money Lorenzo tells Casanova about a looming secret rendezvous with Marcelina. Moreover he lets Casanova take his place. Undercover of the night Casanova finally seduces her. Lorenzo later feels his honor was besmirched and demands satisfaction. Casanova kills him in a duel and then goes home to Venice.
Why it matches: Similar story and style · both comedy & drama
Boomerang (1992)
Marcus is a successful advertising executive who woos and beds women almost at will. After a company merger he finds that his new boss, the ravishing Jacqueline, is treating him in exactly the same way. Completely traumatised by this, his work goes badly downhill.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisAtlantic City (1980)
In a corrupt city, a small-time gangster and the estranged wife of a pot dealer find themselves thrown together in an escapade of love, money, drugs and danger.
Why it matches: Similar story and style · both drama
Popcorn FlickMovies like thisMystery Men (1999)
When Champion City's hero Captain Amazing is kidnapped by the recently paroled supervillain Casanova Frankenstein, a trio of average, everyday superheroes -- Mr. Furious, the Shoveler and the Blue Raja -- assemble a new super team to save him.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisGhosts of Girlfriends Past (2009)
Celebrity photographer Connor Mead lives life in the fast lane, committed to lifelong bachelorhood and simultaneous relationships with multiple women. On the eve of his younger brother Paul's wedding, Connor's mockery of love proves a real buzz-kill for everyone - including his childhood crush, Jenny, the one woman who always seemed immune to his considerable charms. Later that night, he gets a wake-up call from the ghost of his late Uncle Wayne, the hard-partying, legendary ladies' man who was Connor's mentor. Uncle Wayne has an urgent message which he delivers through three ghosts who guide Connor on an eye-opening tour of his romantic past, present and future. Along the way, they attempt to discern whether he will ever be able to change his ways -- and if there is any hope of him finding true love.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisOch, Karol 2 (2011)
Karol has everything. He has three mistresses in addition to the bride. He is charming, loves sex and enslaves women in the blink of an eye. He's also well aware of that women like and uses it for his benefits.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisCasanova Brown (1944)
Cass Brown is about to marry for the second time. His first marriage, to Isabel, was annulled. But when he discovers that Isabel has just had their baby, Cass kidnaps the infant to keep her from being adopted. Isabel's parents hunt for the child and discover that Cass and Isabel are still hopelessly in love.
Why it matches: Similar story and style · both comedy
I, Don Giovanni (2009)
A drama based on the life of 18th century Italian lyricist Lorenzo da Ponte, who collaborated with Mozart on his "Don Giovanni" opera.
Why it matches: Similar story and style · both drama
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Frequently asked questions
What are the best movies like Confessions of a Ladykiller?
The closest matches to Confessions of a Ladykiller are CQ (2001), The Comedy (2012) and Almost Friends (2017). Below are 27 more, each with the reason it matches.
What should I watch after Confessions of a Ladykiller?
Start with CQ (2001), the closest match to Confessions of a Ladykiller.
What is the highest-rated movie like Confessions of a Ladykiller?
Atlantic City (1980), rated 6.8/10 by 313 TMDB users.
What is the newest movie like Confessions of a Ladykiller?
Savage House (2026) is the most recent release on this list.
Are there English movies like Confessions of a Ladykiller?
Yes: CQ (2001), The Comedy (2012) and Almost Friends (2017).
How are movies similar to Confessions of a Ladykiller chosen?
First come films that Trakt’s viewers watch alongside Confessions of a Ladykiller, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.