Movies Like Date With My Old Love

If you liked Date With My Old Love (1950), a comedy movie directed by Ferruccio Cerio, here are 19 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
Departamento de soltero (1971)
★ 7/10Also comedy
Newlywed couple are jealous of each other's imagined infidelities.
2
Duplex (2003)
★ 6.1/10Also comedy
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!
3
The Sexologist (2023)
★ 6.9/10Also comedy
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…
4
Babes (2024)
★ 6/10Also comedy
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.
5
The Wedding Year (2019)
★ 5.9/10Also comedy
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.
6
Fun with Dick and Jane (1977)
★ 6.6/10Also comedy
When an upwardly mobile couple find themselves unemployed and in debt, they turn to armed robbery in desperation.
7
No manches, Frida 2: paraíso destruido (2019)
★ 7.9/10Also comedy
Zequi and Lucy are about to get married. Although he promises not to overdo it during the bachelor party, things get out of control.
8
The People We Hate at the Wedding (2022)
★ 6.3/10Also comedy
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…
9
Adventures in Public School (2018)
★ 6.3/10Also comedy
A socially-awkward, home-schooled kid forces his way into public school against his suffocating, but loving, mother's wishes.
10
Much Ado About Nothing (2013)
★ 6.8/10Also comedy
A modern retelling of Shakespeare's classic comedy about two pairs of lovers with different takes on romance and a way with words.
11
Clear History (2013)
★ 6.1/10Also comedy
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.
12
Homo Argentum (2025)
★ 6.1/10Also comedy
The film consists of 16 shorts that explore, with humor and social criticism, the characteristics of the Argentine identity.
13
John Mulaney: Kid Gorgeous at Radio City (2018)
★ 7.9/10Also comedy
John Mulaney relays stories from his childhood and "SNL," eviscerates the value of college and laments getting older in this electric comedy special.
14
Crazy Magical Mexico (2026)
★ 7.7/10Also comedy
A man finds the best motivation to secure and save his town: making an independent Mexican film.
15
Hard to Die (1990)
★ 6/10Also comedy
While doing the inventory for a lingerie outlet in a high rise office building, five attractive women are terrorized by a series of bizarre killings. They suspect that the strange janitor, who witnessed another series…
16
Sanky Panky (2007)
★ 7.7/10Also comedy
In the Dominican Republic, Genaro works in a small family store and lives with his mother in a poor neighborhood. He is learning a few words in English and dreams of being a Sanky Panky to marry an American tourist to…
17
Cristiano de la Secreta (2009)
★ 7.4/10Also comedy
The live of a Christian man who wants to have another experience.
18
Taking Care of Business (1990)
★ 6.3/10Also comedy
An uptight advertising exec has his entire life in a filofax organizer which mistakenly ends up in the hands of a friendly convict who poses as him.
19
Lord, Give Me Patience (2017)
★ 6.3/10Also comedy
An ultraconservative family father must spend a weekend with his dysfunctional children for the burial of his wife.