Movies like Milk Money (1994)
The best movies like Milk Money (1994) are The Escort (2015), A California Christmas (2020) and Chéri (2009). If Milk Money 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 ratedA Very Long Engagement (2004)7.3/10 from 1,389 votes
- NewestThe Baltimorons (2025)Released 2025
The Escort (2015)
Desperate for a good story, a sex-addicted journalist throws himself into the world of high-class escorts when he starts following a Stanford-educated prostitute.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisA California Christmas (2020)
With his carefree lifestyle on the line, a wealthy charmer poses as a ranch hand to get a hardworking farmer to sell her family’s land before Christmas.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisChéri (2009)
The son of a courtesan retreats into a fantasy world after being forced to end his relationship with the older woman who educated him in the ways of love.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisMadea's Family Reunion (2006)
Southern matriarch Madea has a lot on her plate. Her nieces, Vanessa and Lisa, have relationship troubles - Vanessa moves into Madea's house with her 2 young children and Lisa is engaged to a controlling man that her mother set her up with. In addition, Madea has just been court-ordered to become the guardian of Nikki, a rebellious runaway teenager. Madea must keep the peace and her family together while simultaneously planning her clan's reunion.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisThe Baltimorons (2025)
A newly sober man's Christmas Eve dental emergency leads to an unexpected romance with his older dentist as they explore Baltimore together.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisOnce Around (1991)
A struggling woman finds unexpected love with a charismatic older salesman at a real estate seminar. Their passionate relationship clashes with the values of her family, particularly her father.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisL.A. Without a Map (1999)
An aspiring Hollywood actress, on a visit to a charming North England town, has a brief fling with the town undertaker, who also writes obituaries for the local paper. Returning home, where she works as a waitress at a Japanese restaurant, she tells everyone about the handsome "writer" she met on her trip. Unfortunately, he decides to follow her back to Hollywood, setting up the expected light romantic comedy with asides as the newcomer gains experience about the goings on in Hollywood.
Why it matches: Recommended by TMDB viewers · both drama & comedy
SnoozefestMovies like thisWhich Brings Me to You (2023)
Two romantic burnouts, Jane and Will, are immediately drawn to each other at a mutual friend’s wedding. After a disastrous hookup in the coatroom, the two spend the next 24 hours together, trading candid confessions of messy histories and heartbreak, on the off chance that this fling might be the real thing.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisAn Unexpected Christmas (2021)
Jamie hasn’t told his family that he and his now ex-girlfriend Emily broke up. After an inopportune run-in with Emily at the train station in his hometown, Jamie convinces her to pretend they’re still a couple to avoid ruining Christmas for his family.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisFools Rush In (1997)
After a one night stand with Alex, Isabel realizes that she is pregnant and they decide to get married. However, along with the marriage comes compromise of one's own cultural traditions.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisCity Island (2009)
The Rizzos, a family who doesn't share their habits, aspirations, and careers with one another, find their delicate web of lies disturbed by the arrival of a young ex-con brought home by Vince, the patriarch of the family, who is a corrections officer in real life, and a hopeful actor in private.
Why it matches: Recommended by TMDB viewers · both drama & comedy
Popcorn FlickMovies like thisA Night at the Roxbury (1998)
Despite being well into adulthood, brothers Doug and Steve Butabi still live at home and work in the flower shop owned by their dad. They exist only to hit on women at discos, though they're routinely unsuccessful until a chance run-in with Richard Grieco gets them inside the swank Roxbury club. Mistaken for high rollers, they meet their dream women, Vivica and Cambi, and resolve to open a club of their own.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Man from Elysian Fields (2001)
A failed novelist's inability to pay the bills strains relations with his wife and leads him to work at an escort service, where he becomes entwined with a wealthy woman whose husband is a successful writer.
Why it matches: Recommended by TMDB viewers · both drama & romance
SnoozefestMovies like thisA Patch of Blue (1965)
A blind, uneducated white girl is befriended by a black man, who becomes determined to help her escape her impoverished and abusive home life.
Why it matches: Recommended by TMDB viewers · both drama & romance
Worth the HypeMovies like thisFallen Angel (1945)
An unemployed drifter, Eric Stanton wanders into a small California town and begins hanging around the local diner. While Eric falls for the lovely waitress Stella, he also begins romancing a quiet and well-to-do woman named June Mills. Since Stella isn't interested in Eric unless he has money, the lovelorn guy comes up with a scheme to win her over, and it involves June. Before long, murder works its way into this passionate love triangle.
Why it matches: Recommended by TMDB viewers · both drama & romance
Popcorn FlickMovies like thisThe Spitfire Grill (1996)
Percy, upon being released from prison, goes to the small town of Gillead, to find a place where she can start over again. She is taken in by Hannah, to help out at her place, the Spitfire Grill. Percy brings change to the small town, stirring resentment and fear in some, and growth in others.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisHooking Up (2020)
Bailey and Darla embark upon a misguided and mutually deceitful form of therapy, one in which they must drive across the country, re-enacting Darla's colorful history as a sex addict. As their true motivations for the road trip come to light, the unlikely pair force one another to confront their issues, discovering that there might actually be more to love than just sex.
Why it matches: Recommended by TMDB viewers · both comedy & drama
Popcorn FlickMovies like thisChristmas at the Drive-In (2022)
Sadie Walker is starting over in her hometown of Chesterfield, New York, following a series of major life disruptions that include leaving her law practice after losing her biggest case and no longer being engaged.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisLove Everlasting (2016)
Bridger is a young outsider who's always wanted more. He and his mother flee an abusive home, eventually finding a small town in the middle of nowhere. Once there, Bridger finds true acceptance with another misfit.
Why it matches: Recommended by TMDB viewers · both romance & drama
Worth the HypeMovies 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 thisA Very Long Engagement (2004)
Young Frenchwoman Mathilde searches for the truth about her missing fiancé, lost during World War I, and learns many unexpected things along the way. The love of her life is gone. But she refuses to believe he's gone forever — and she needs to know for sure.
Why it matches: Similar story and style · both drama & romance
Worth the HypeMovies like thisThe Things of Life (1970)
The mind of Pierre Bérard, a successful middle-aged architect, is torn between his unstable present with Hélène, his younger lover, and his happy memories of the past with Catherine, his ex-wife; but his true destiny awaits him at a crossroads on his way to Rennes…
Why it matches: Similar story and style · both drama & romance
Worth the HypeMovies like thisThe Tulse Luper Suitcases, Part 1: The Moab Story (2003)
A comic study of 20th-century history, reconstructing the life of writer, creator and professional prisoner Tulse Luper. Born in 1911 Newport and last heard of in 1989, Luper’s life is pieced together from the evidence found in 92 suitcases scattered across the globe. In the first of three parts, we follow Luper through three distinct episodes: as a child during the First World War; as an explorer in Mormon Utah; and as a writer in Belgium during the rise of fascism.
Why it matches: Similar story and style · both drama & romance
Journey to Italy (1954)
Married for eight years with no children, Brits Katherine and Alex Joyce are driving to Italy, their ultimate destination just outside of Naples to sell the villa they have just inherited from his uncle, the villa where they will be staying during their time there. On the drive, they come to the realization that this trip marks the first time that they have truly been alone together, and as such don't really know one another in the true sense.
Why it matches: Similar story and style · both drama & romance
Worth the HypeMovies like thisNine 1/2 Weeks (1986)
An erotic story about a woman, the assistant of an art gallery, who gets involved in an impersonal affair with a man. She barely knows about his life, only about the sex games they play, so the relationship begins to get complicated.
Why it matches: Similar story and style · both drama & romance
Popcorn FlickMovies like thisMona Lisa (1986)
George is a small-time crook just out of prison who discovers his tough-guy image is out of date. Reduced to working as a minder/driver for high class call girl Simone, he has to agree when she asks him to find a young colleague from her King's Cross days. That's when George's troubles just start.
Why it matches: Similar story and style · both drama & romance
Popcorn FlickMovies like thisKrystal (2018)
A young man living a sheltered life develops a crush on a stripper and joins her Alcoholics Anonymous group just so he can be in the same room with her.
Why it matches: Similar story and style · both drama & comedy
SnoozefestMovies like thisA Foreign Field (1993)
Nostalgic comic drama in which Cyril and Amos, two veterans of the Normandy landings, return to France to visit the grave of their wartime buddy. They encounter Waldo, an American on a similar mission, and the meeting sparks memories of an old girlfriend from the past. With the mysterious American lady Lisa in their wake, Cyril and Waldo decide to try and track her down.
Why it matches: Similar story and style · both comedy & romance
Tidal Time (2018)
After a boat accident where he puts his son Flavio’s life at risk, fisherman Capudemazza decides to never go fishing again. Ten years later a discovery about his son awakens a feeling in him that had been buried.
Why it matches: Similar story and style · both drama
The Scorpion (1997)
Josef Bertholt is head of operations of the Munich Police's drug squad. When his wife Lily is the victim of a hit by drug dealers, he becomes even more obsessed with his work.
Why it matches: Similar story and style · both drama
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Frequently asked questions
What are the best movies like Milk Money?
The closest matches to Milk Money are The Escort (2015), A California Christmas (2020) and Chéri (2009). Below are 27 more, each with the reason it matches.
What should I watch after Milk Money?
Start with The Escort (2015), the closest match to Milk Money.
What is the highest-rated movie like Milk Money?
A Very Long Engagement (2004), rated 7.3/10 by 1,389 TMDB users.
What is the newest movie like Milk Money?
The Baltimorons (2025) is the most recent release on this list.
Are there English movies like Milk Money?
Yes: The Escort (2015), A California Christmas (2020) and Chéri (2009).
How are movies similar to Milk Money chosen?
First come films that Trakt’s viewers watch alongside Milk Money, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.