Movies like How to Lose Friends & Alienate People (2008)
The best movies like How to Lose Friends & Alienate People (2008) are Breakfast at Tiffany's (1961), Love Again (2023) and Never Been Kissed (1999). If How to Lose Friends & Alienate People hooked you with its comedy and romance, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedBreakfast at Tiffany's (1961)7.6/10 from 4,632 votes
- NewestThe Devil Wears Prada 2 (2026)Released 2026
Breakfast at Tiffany's (1961)
Holly Golightly is an eccentric New York City playgirl determined to marry a Brazilian millionaire. But when young writer Paul Varjak moves into her apartment building, her past threatens to get in their way.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisLove Again (2023)
Mira Ray, dealing with the loss of her fiancé, John, sends a series of romantic texts to his old cell phone number… not realizing the number was reassigned to Rob Burns' new work phone. Rob, a journalist, is captivated by the honesty in the beautifully confessional texts. When he’s assigned to write a profile of megastar Céline Dion, he enlists her help in figuring out how to meet Mira in person and win her heart.
Why it matches: Recommended by TMDB viewers · both romance & drama
Popcorn FlickMovies like thisNever Been Kissed (1999)
Josie Geller, a baby-faced junior copywriter at the Chicago Sun-Times, must pose as a student at her former high school to research contemporary teenage culture. With the help of her brother, Rob, Josie infiltrates the inner circle of the most popular clique on campus. But she hits a major snag in her investigation -- not to mention her own failed love life -- when she falls for her dreamy English teacher, Sam Coulson.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisIt Could Happen to You (1994)
Charlie Lang is a simple, kindhearted New York City cop. When he realizes he has no money to tip waitress Yvonne Biasi, Lang offers her half the winnings of his lottery ticket. Amazingly, the ticket happens to be a winner, in the sum of $4 million. True to his word, Lang proceeds to share the prize money with Biasi, which infuriates his greedy wife, Muriel. Not content with the arrangement, Muriel begins scheming to take all the money.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisThe Hating Game (2021)
Resolving to achieve professional success without compromising her ethics, Lucy embarks on a ruthless game of one-upmanship against cold and efficient nemesis Joshua, a rivalry that is complicated by her growing attraction to him.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Worth the HypeMovies like thisBridget Jones's Baby (2016)
After breaking up, Bridget Jones' happily-ever-after hasn't quite gone according to plan. Fortysomething and single again, she decides to focus on her job and surround herself with old friends and new. For once, Bridget has everything completely under control. Then her love life takes a turn when she meets Jack. A week later, she runs into Mark before she finds herself pregnant, but with one hitch - she's not sure of the identity of her baby's father - Mark or Jack.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisSomething from Tiffany's (2022)
One woman's life is forever changed by an engagement ring meant for someone else.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisPicture Perfect (1997)
A young advertising executive's life becomes increasingly complicated when, in order to impress her boss, she pretends to be engaged to a man she has just met.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisPosthumous (2014)
After false reports of his demise put him and his work on the map, an artist decides to continue the charade by posing as his own brother. Soon, a reporter enters his life and has a profound effect on him.
Why it matches: Recommended by TMDB viewers · both comedy & drama
SnoozefestMovies like thisMaid in Manhattan (2002)
Marisa Ventura is a struggling single mom who works at a posh Manhattan hotel and dreams of a better life for her and her young son. One fateful day, hotel guest and senatorial candidate Christopher Marshall meets Marisa and mistakes her for a wealthy socialite. After an enchanting evening together, the two fall madly in love. But when Marisa's true identity is revealed, issues of class and social status threaten to separate them. Can two people from very different worlds overcome their differences and live happily ever after?
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisMorning Glory (2010)
A young and devoted morning television producer is hired as an executive producer on a long-running morning show at a once-prominent but currently failing station in New York City. Eager to keep the show on air, she recruits a former news journalist and anchor who disapproves of co-hosting a show that does not deal with real news stories.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisRock of Ages (2012)
A small town girl and a city boy meet on the Sunset Strip, while pursuing their Hollywood dreams.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisThe Big Picture (1989)
Hollywood beckons for recent film school grad Nick Chapman, who is out to capitalize on the momentum from his national award-winning student film. Studio executive Allen Habel seduces Nick with a dream deal to make his first feature, but once production gets rolling, corporate reality begins to intervene: Nick is unable to control a series of compromises to his high-minded vision, and it's all he can do to maintain his integrity in the midst of filmmaking chaos.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisThe Devil Wears Prada (2006)
A young woman from the Midwest gets more than she bargained for when she moves to New York to become a writer and ends up as the assistant to the tyrannical, larger-than-life editor-in-chief of a major fashion magazine.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Worth the HypeMovies like thisThe Paper (1994)
Henry Hackett, a workaholic tabloid editor, has to juggle personal issues, difficult coworkers, a tempting job offer, a looming deadline and a race to land an exclusive on a recent high-profile murder case, all during one hectic workday.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisOne Day (2011)
After spending the night together on the eve of their college graduation, Dexter and Emma are shown each year on the same date to see where they are in their lives. They are sometimes together, and sometimes not.
Why it matches: Recommended by TMDB viewers · both drama & romance
Worth the HypeMovies like thisRebel in the Rye (2017)
The life of celebrated but reclusive author J.D. Salinger, who gained worldwide fame with the publication of his novel The Catcher in the Rye.
Why it matches: Recommended by TMDB viewers · both drama & romance
Popcorn FlickMovies like thisThe Friend (2025)
New York City writer Iris finds her comfortable, solitary life thrown into disarray after her closest friend and mentor bequeaths her a Great Dane named Apollo. The huge dog immediately creates practical problems for Iris, from furniture destruction to eviction notices, as well as more existential ones. Yet as Iris finds herself unexpectedly bonding with Apollo, she begins to come to terms with her past, and her own creative inner life.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisThe Devil Wears Prada 2 (2026)
Andy Sachs returns to Runway as Miranda Priestly navigates a new media landscape and Runway's position within. The duo reconnect with former assistant Emily Charlton, now the head of a luxury brand that possesses funding which could ensure Runway's survival.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Worth the HypeMovies like thisJust My Luck (2006)
Manhattanite Ashley is known to many as the luckiest woman around. After a chance encounter with a down-and-out young man, however, she realizes that she's swapped her fortune for his.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisStepmom (1998)
Jackie is a divorced mother of two. Isabel is the career minded girlfriend of Jackie’s ex-husband Luke, forced into the role of unwelcome stepmother to their children. But when Jackie discovers she is ill, both women realise they must put aside their differences to find a common ground and celebrate life to the fullest, while they have the chance.
Why it matches: Similar story and style · both drama & romance
Worth the HypeMovies like thisCompletely Normal (2015)
Awkward romantic Greg falls in love from afar when he crosses paths with the beautiful but reclusive Gwen on the New York subway, little does he know she is suffering from multiple personality disorder. Touching hilarity ensues.
Why it matches: Similar story and style · both romance & comedy
Snow Falling on Cedars (1999)
In the 1950s, a Japanese-American fisherman is suspected of killing his neighbour at sea. For Ishmael, a local reporter, the trial strikes a deep emotional chord when he finds his ex-lover is linked to the case. As he investigates the killing, he uncovers some startling clues that lead him to a shocking discovery.
Why it matches: Similar story and style · both drama & romance
Popcorn FlickMovies like thisMickey Blue Eyes (1999)
An English auctioneer proposes to the daughter of a mafia kingpin, only to realize that certain "favors" would be asked of him.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisThe Prince of Tides (1991)
A troubled Southern man talks to his suicidal sister's psychiatrist about their family history and falls in love with her (and New York City) in the process.
Why it matches: Similar story and style · both drama & romance
Popcorn FlickMovies like thisHair (1979)
Upon receiving his draft notice and leaving his family ranch in Oklahoma, Claude heads to New York and befriends a tribe of long-haired hippies on his way to boot camp.
Why it matches: Similar story and style · both drama & comedy
Worth the HypeMovies like thisAfter Hours (1985)
Desperate to escape his mind-numbing routine, uptown Manhattan office worker Paul Hackett ventures downtown for a hookup with a mystery woman.
Why it matches: Similar story and style · both comedy & drama
Worth the HypeMovies like thisThe Purple Rose of Cairo (1985)
Cecilia is a waitress in New Jersey, living a dreary life during the Great Depression. Her only escape from her mundane reality is the movie theatre. After losing her job, Cecilia goes to see 'The Purple Rose of Cairo' in hopes of raising her spirits, where she watches dashing archaeologist Tom Baxter time and again.
Why it matches: Similar story and style · both comedy & romance
Worth the HypeMovies like thisThe Blind Date (2026)
When a young woman is set up on a blind date in New York City, she realizes quickly her date is her ex-girlfriend and must decide whether to stay or go.
Why it matches: Similar story and style · both romance & comedy
Rounders (1998)
Poker addict Mike McDermott knows the game inside out, but loses his money one night in a game to Russian-American gangster Teddy KGB. Promising his partner Jo he'll give up, he meets up with best friend Lester 'Worm' Murphy, just out of prison and owing lots of money to the wrong kind of people. McDermott becomes his co-guarantor and now there's only one way to raise the money, the pair have to get back into the game.
Why it matches: Similar story and style · both drama
Worth the HypeMovies like this
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Frequently asked questions
What are the best movies like How to Lose Friends & Alienate People?
The closest matches to How to Lose Friends & Alienate People are Breakfast at Tiffany's (1961), Love Again (2023) and Never Been Kissed (1999). Below are 27 more, each with the reason it matches.
What should I watch after How to Lose Friends & Alienate People?
Start with Breakfast at Tiffany's (1961), the closest match to How to Lose Friends & Alienate People.
What is the highest-rated movie like How to Lose Friends & Alienate People?
Breakfast at Tiffany's (1961), rated 7.6/10 by 4,632 TMDB users.
What is the newest movie like How to Lose Friends & Alienate People?
The Devil Wears Prada 2 (2026) is the most recent release on this list.
Are there English movies like How to Lose Friends & Alienate People?
Yes: Breakfast at Tiffany's (1961), Love Again (2023) and Never Been Kissed (1999).
How are movies similar to How to Lose Friends & Alienate People chosen?
First come films that Trakt’s viewers watch alongside How to Lose Friends & Alienate People, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.