Movies like Old Miss Diary (2006)
The best movies like Old Miss Diary (2006) are Penny Pinchers (2011), Steal My Heart (2013) and Yoh! Bestie (2026). If Old Miss Diary hooked you with its comedy and romance, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedLittle Italy (2018)6.6/10 from 726 votes
- NewestYoh! Bestie (2026)Released 2026
- In KoreanPenny Pinchers (2011)Also in Korean
Penny Pinchers (2011)
Ji-woong is a loser who can't find a job so he lies to his mother for money, but one day she abruptly cuts him off and he becomes homeless. That same day, salvation arrives in the form of Hong-sil who's extremely stingy. Her hobby is visiting the bank to make savings deposits, and her specialty is selling empty glass bottles and old newspapers for cash.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisSteal My Heart (2013)
Lee Ho-tae meets the first love of his dreams, Yoon Jin-sook for the first time in ten years but is shocked to find out she's a hit-and-runner.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisYoh! Bestie (2026)
Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Prince & Me 4: The Elephant Adventure (2010)
One year after their royal wedding, King Edvard and Queen Paige of Denmark receive an invitation to attend the wedding of Princess Myra of Sangyoon. Upon their arrival, Paige finds Myra is unhappy with her arranged marriage to the brooding and sinister Kah and is secretly in love with a young elephant handler named Alu.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisMy Love, My Bride (2014)
When Young-min and Mi-young marry each other after they graduate college, they experience different challenges that test their relationship.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisMy Tutor Friend (2003)
A touching story of two completely different students from two completely different worlds. One is a rich male repeating his third year of high school and the other a poor girl in her second year of university struggling to make ends meet.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisWhat's Love Got to Do with It? (2023)
Two childhood friends now in their thirties must decide whether to follow their heads or their hearts once the man decides to follow his parents' advice and enter into an arranged marriage in Pakistan.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisWatching the Detectives (2007)
Neil, a self-proclaimed film geek and owner of Gumshoe video, has always been content to live vicariously through his favorite films noir. But when he meets Violet, a real-life femme fatale, his mundane world gets turned upside down and the line between reality and the movies quickly begins to blur.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisWedding Season (2022)
Pressured by their immigrant parents to find spouses, two Indian-Americans pretend to date in order to survive a summer of weddings – but find themselves falling for each other as they struggle to balance who they are with who their parents want them to be.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisLittle Italy (2018)
Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisLove, Weddings & Other Disasters (2020)
A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe Right Kind of Wrong (2013)
A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisCyrano Agency (2010)
The successful Cyrano Agency helps people, who can't find a date, to get a love life — until they are hired to help Sang-yong.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisToo Beautiful to Lie (2004)
A professional lady con makes herself the pharmacist's fiancée overnight, and faces a disastrous blemish in her impeccable con-woman career.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisGirl on a Bicycle (2013)
Paolo, an Italian tour bus driver living in Paris, has just summoned up the courage to propose marriage to his German girlfriend Greta. However, a chance encounter with a French woman on a bicycle the very next day turns Paolo's life upside down.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisA Hollywood Christmas (2022)
Jessica, a young, up-and-coming filmmaker in Hollywood has made a name for herself directing Christmas movies. But when handsome network executive Christopher shows up threatening to halt production on her latest movie, Jessica’s assistant, Reena, points out the irony: Jessica isn’t just trying to save her Christmas movie, she’s actually living in one. Jessica must now juggle all the classic tropes—her actors falling in and out of love, a wayward elf dog, and her own stirring romantic feelings for her perceived nemesis—in order to get her movie and her life to their happy endings.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisOnly the Lonely (1991)
Danny Muldoon, a Chicago policeman, still lives with his overbearing mother Rose. He meets and falls in love with Theresa Luna, whose father owns the local funeral parlour. Naturally, his mother objects to the relationship, and Danny and Theresa must either overcome her objections or give up the romance.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisLove Is in the Air (2023)
A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisLove Jacked (2018)
Maya, a headstrong 28-year-old with artistic ambitions – a strong contrast to what her father Ed wants: a dutiful daughter to run the family store. Ed is shocked when Maya takes her assertions of independence a step further and decides to travel to Africa for inspiration and returns with a fiancé who is not quite what he seems.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisFinding Mr. Destiny (2010)
A man sets up the First Love Agency to help people locate their long-lost first love. But then he ends up falling in love with his first client.
Why it matches: Recommended by TMDB viewers · both comedy & romance
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Frequently asked questions
What are the best movies like Old Miss Diary?
The closest matches to Old Miss Diary are Penny Pinchers (2011), Steal My Heart (2013) and Yoh! Bestie (2026). Below are 17 more, each with the reason it matches.
What should I watch after Old Miss Diary?
Start with Penny Pinchers (2011), the closest match to Old Miss Diary.
What is the highest-rated movie like Old Miss Diary?
Little Italy (2018), rated 6.6/10 by 726 TMDB users.
What is the newest movie like Old Miss Diary?
Yoh! Bestie (2026) is the most recent release on this list.
Are there Korean movies like Old Miss Diary?
Yes: Penny Pinchers (2011), Steal My Heart (2013) and My Love, My Bride (2014).
How are movies similar to Old Miss Diary chosen?
First come films that Trakt’s viewers watch alongside Old Miss Diary, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.