Movies like Confessions of a Shopaholic (2009)
The best movies like Confessions of a Shopaholic (2009) are You've Got Mail (1998), Can You Keep a Secret? (2019) and Beauty & the Briefcase (2010). If Confessions of a Shopaholic 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 ratedSerendipity (2001)7.0/10 from 2,247 votes
- NewestRelationship Goals (2026)Released 2026
You've Got Mail (1998)
Book superstore magnate Joe Fox and independent book shop owner Kathleen Kelly fall in love in the anonymity of the Internet—both blissfully unaware that he's trying to put her out of business.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisCan You Keep a Secret? (2019)
Emma Corrigan, a girl with a few secrets, thinks she’s about to die on a turbulent plane ride. She spills them all to the handsome stranger sitting next to her. At least, she thought he was a stranger. But then, her company’s young and elusive CEO, arrives at the office. It’s him. And he knows every single humiliating detail about her.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisBeauty & the Briefcase (2010)
A freelance writer looking for romance sells a story to Cosmopolitan magazine about finding love in the workplace and goes undercover at a Finance Company.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisRelationship Goals (2026)
When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her priorities.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies 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 thisThat Touch of Mink (1962)
Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a suitable match for his boss. Despite their mutual attraction, Cathy and Philip want different things. Philip wants a fling, while Cathy wants a marriage. As they travel to exotic locales, their differing motivations are put to the test.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisJingle Bell Heist (2025)
Two down-on-their-luck hourly workers team up to rob a posh London department store on Christmas Eve. Will they steal each other's hearts along the way?
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisWhen in Rome (2010)
Disillusioned with romance, Beth, an ambitious New Yorker, travels to Rome for her sister's wedding, where she plucks magic coins from a special fountain of love. The coins attract unwanted attention from an assortment of odd yet ardent suitors: a sausage merchant, a street magician, an artist, and a male model. But when the best man from the wedding, persistent reporter Nick, throws his hat in the ring, Beth wonders if his love is the real thing.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisHeartbreakers (2001)
Max and Page are a brilliant mother/daughter con team who have their grift down to a fine science. Max targets wealthy, willing men and marries them. Page then seduces them, and Max catches her husband in the act. Then it's off to palimony city and the next easy mark.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Devil and Miss Jones (1941)
The wealthiest man in the world, John P. Merrick, is a private person who likes to stay anonymous. One of his many assets is Neeley's Department Store. There is labor unrest at the store, and the employees' anger is directed at him, who they hang in effigy outside the store despite not knowing what he looks like. Merrick, not happy at what he sees going on, decides to mete out the rabble-rousers. So he goes undercover as a sales clerk in the shoe department.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisThe Woman in Red (1984)
When a happily married family man, who would never consider an affair, meets a beautiful woman in red, he is totally infatuated and desperate to make her acquaintance. However, as he tries out various schemes to sneak out to meet her, he realizes that adultery is not quite as easy as it looks.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisFalling for Christmas (2022)
An engaged, spoiled hotel heiress finds herself in the care of a handsome, blue-collar lodge owner and his precocious daughter after getting amnesia in a skiing accident.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisGood Advice (2001)
An investment banker loses everything and must discover what's really important in life.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisIsn't It Romantic (2019)
For a long time, Natalie, an Australian architect living in New York City, had always believed that what she had seen in rom-coms is all fantasy. But after thwarting a mugger at a subway station only to be knocked out while fleeing, Natalie wakes up and discovers that her life has suddenly become her worst nightmare—a romantic comedy—and she is the leading lady.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisNew Year's Eve (2011)
The lives of several couples and singles in New York intertwine over the course of New Year's Eve.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisThe Rebound (2009)
Upon discovering her husband's infidelity, Sandy leaves the suburbs and moves into the city. There, she befriends Aram, a guy whose wife only married him so she could get a green card. Sandy hires Aram to be her nanny, and it isn't long until Aram and Sandy find out they get along wonderfully and start to date. But is their relationship real or is it, in fact, just a rebound for both of them?
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisSerendipity (2001)
Although already in relationships, two strangers realize they have genuine chemistry after a chance encounter – but part company soon after. Years later, they each yearn to reunite, despite being destined for the altar. But to give true love a chance, they have to find one another again.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisThink Like a Man (2012)
The balance of power in four couples’ relationships is upset when the women start using the advice in Steve Harvey’s book, Act Like A Lady, Think Like A Man, to get more of what they want from their men. When the men realize that the women have gotten a hold of their relationship “playbook,” they decide that the best defense is a good offense and come up with a plan to use this information to their advantage.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisWho's Minding the Store? (1963)
Norman Phiffer, a proud man in a humble life, doesn't know that his girlfriend, Barbara, is heir to the Tuttle Department Store dynasty. Mrs. Tuttle, Barbara's mother, is determined to split the two lovers, and hires Norman in an attempt to humiliate him enough that Barbara leaves him. Will she ruin their love, or will he ruin her store?
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Three Stooges (2012)
Left on the doorstep of an orphanage run by nuns, three newborn knuckleheads grow up to be finger-poking, nyuk-nyuking janitors named Larry, Curly and Moe. When they learn that financial problems will soon force the only home they've ever known to close, the trio sets out to raise $830,000 in one month. Out in the world for the very first time, the three innocent bumblers become embroiled in a murder plot and find stardom on a TV reality show.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisThe Ladies (2023)
In the middle of two disappointing nights out, Kate and Lucy find themselves in the ladies. They begin as strangers but the mystical powers of this nightclub bathroom brings them closer together.
Why it matches: Similar story and style · both romance & comedy
Untitled Universal Romantic Comedy (TBA)
Plot TBA; described as 'a modern, edgy romantic comedy'.
Why it matches: Similar story and style · both romance & comedy
Playing Cupid (2021)
Set in the halls of Austen Middle School, a newly single middle-school teacher is covertly set up with a divorced dad after his daughter – one of her students – begins a matchmaking business for a school project she assigned her class.
Why it matches: Similar story and style · both romance & comedy
Osudy dobrého vojáka Švejka – Švejkova budějovická anabase (1956)
Why it matches: Similar story and style · both comedy
Osudy dobrého vojáka Švejka – Švejkovy nehody ve vlaku (1955)
Why it matches: Similar story and style · both comedy
Osudy dobrého vojáka Švejka – Z Hatvanu na hranice Haliče (1954)
Why it matches: Similar story and style · both comedy
Sarkaru Vaari Paata (2022)
After being conned by the woman he loves, a finance agent arrives in India from the USA to retrieve his money from her father, a powerful MP and industrialist.
Why it matches: Similar story and style · both comedy
Wild Girl (1936)
Mirko, bored with his extravagant life, decides to spend his vacation alone, far from the company of his Prague friends. He even makes a bet with a friend that he will go a month without any funds, luxuries, a car and...without a kiss.
Why it matches: Similar story and style · both romance
Montparnasse et Levallois (1965)
A Canadian woman with two working class boyfriends writes letters to them, breaking off with one of them while professing her love for the other, but fears that she mixed up the letters.
Why it matches: Similar story and style · both comedy
We Couldn't Become Adults (2021)
Prodded by a friend request, a feckless forty-something recalls his past relationships from the 90s onward, looking for his vanished hopes and dreams.
Why it matches: Similar story and style · both romance
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Frequently asked questions
What are the best movies like Confessions of a Shopaholic?
The closest matches to Confessions of a Shopaholic are You've Got Mail (1998), Can You Keep a Secret? (2019) and Beauty & the Briefcase (2010). Below are 27 more, each with the reason it matches.
What should I watch after Confessions of a Shopaholic?
Start with You've Got Mail (1998), the closest match to Confessions of a Shopaholic.
What is the highest-rated movie like Confessions of a Shopaholic?
Serendipity (2001), rated 7.0/10 by 2,247 TMDB users.
What is the newest movie like Confessions of a Shopaholic?
Relationship Goals (2026) is the most recent release on this list.
Are there English movies like Confessions of a Shopaholic?
Yes: You've Got Mail (1998), Can You Keep a Secret? (2019) and Beauty & the Briefcase (2010).
How are movies similar to Confessions of a Shopaholic chosen?
First come films that Trakt’s viewers watch alongside Confessions of a Shopaholic, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.