Movies like Date With My Old Love (1950)
The best movies like Date With My Old Love (1950) are Duplex (2003), Adventures in Public School (2018) and The Sexologist (2023). If Date With My Old Love hooked you with its comedy, these 20 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedVeinteañera, divorciada y fantástica (2020)8.0/10 from 393 votes
- NewestHomo Argentum (2025)Released 2025
- In SpanishThe Sexologist (2023)Also in Spanish
Duplex (2003)
When a young couple buys their dream home, they have no idea what the sweet little old lady upstairs is going to put them through!
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies 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 thisThe Sexologist (2023)
A sexologist (Flavia Dos Santos) dedicates herself to meticulously investigating every detail of the sexual lives of 3 couples and tries to save their marriages without affecting their love lives. This fun and unorthodox methodology will take each of its patients on a journey where the smell, accents, role-playing and other events will force them to leave their comfort zone with the sole purpose of saving their relationships. .
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe Wedding Year (2019)
A commitment-phobic 27-year old’s relationship is put to the test when she and her boyfriend attend 7 weddings in the same year.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisBabes (2024)
After getting pregnant from a one-night stand, a single woman leans on her married best friend and mother of two to guide her through gestation and beyond.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisNo manches, Frida 2: paraíso destruido (2019)
Zequi and Lucy are about to get married. Although he promises not to overdo it during the bachelor party, things get out of control.
Why it matches: Recommended by TMDB viewers · both comedy
Absolute CinemaMovies like thisFun with Dick and Jane (1977)
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisThe People We Hate at the Wedding (2022)
A dysfunctional family that can't seem to get along and get it together reluctantly reunites for a family wedding. As their many skeletons are wrenched from the closet, it turns out to be just what this singular family needs to reconnect.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisVeinteañera, divorciada y fantástica (2020)
Regina, our young protagonist, always dreamed of getting married. And she did it - but the dream lasted much less than she thought and now she has to face life in a very funny way as a divorcee.
Why it matches: Recommended by TMDB viewers · both comedy
Absolute CinemaMovies like thisCristiano de la Secreta (2009)
The live of a Christian man who wants to have another experience.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisAli Wong: Single Lady (2024)
After a whirlwind couple of years, Ali Wong returns to the stage to dish on the highs, lows and surprises of dating post-divorce.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisClass Rank (2017)
Two high school misfits join forces in an attempt to overtake the local school board. Guided by their families, they enter the perilous word of politics and, in the process, learn a thing or two about love.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMuch Ado About Nothing (2013)
A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHomo Argentum (2025)
The film consists of 16 shorts that explore, with humor and social criticism, the characteristics of the Argentine identity.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisClear History (2013)
Nathan Flomm, in order to avoid the humiliation of having missed out on a hugely successful business, assumes a new identity on Martha's Vineyard. He plots revenge when his former business partner moves to the same town.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisHeld Up (1999)
What should have been a romantic getaway turns into one hilarious debacle after another when Michael's woman dumps him in the desert where he gets carjacked by a teenager and he is taken hostage in a stickup at the local Sip and Zip.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisTod@s Caen (2019)
A pair of seducers try to prove who has the best techniques while trying not to fall in love with each other.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisThe Weasel's Tale (2019)
A group of old actors and filmmakers tries to resist the efforts of a young couple to kick them out of their mansion.
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisGrandma's Last Wishes (2020)
When the grandmother decides that it is time to put the family affairs in order, the fights begin to inherit the house. (A sequel to Grandma's Wedding.)
Why it matches: Recommended by TMDB viewers · both comedy
Worth the HypeMovies like thisChinese Take-Away (2011)
A comedy that chronicles a chance encounter between Robert and a Chinese named Jun who wanders lost through the city of Buenos Aires in search of his uncle after being assaulted by a taxi driver and his henchmen.
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 Date With My Old Love?
The closest matches to Date With My Old Love are Duplex (2003), Adventures in Public School (2018) and The Sexologist (2023). Below are 17 more, each with the reason it matches.
What should I watch after Date With My Old Love?
Start with Duplex (2003), the closest match to Date With My Old Love.
What is the highest-rated movie like Date With My Old Love?
Veinteañera, divorciada y fantástica (2020), rated 8.0/10 by 393 TMDB users.
What is the newest movie like Date With My Old Love?
Homo Argentum (2025) is the most recent release on this list.
Are there Spanish movies like Date With My Old Love?
Yes: The Sexologist (2023), No manches, Frida 2: paraíso destruido (2019) and Veinteañera, divorciada y fantástica (2020).
How are movies similar to Date With My Old Love chosen?
First come films that Trakt’s viewers watch alongside Date With My Old Love, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.