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Movies like The Milkman (1960)

The best movies like The Milkman (1960) are The Object of My Affection (1998), Great Expectations (2012) and White Palace (1990). If The Milkman hooked you, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The Object of My Affection (1998)

    A pregnant New York social worker begins to develop romantic feelings for her gay best friend, and decides she'd rather raise her child with him, much to the dismay of her overbearing boyfriend.

    Why it matches: Recommended by TMDB viewers

  2. Great Expectations (2012)

    Orphan Pip discovers through lawyer Mr. Jaggers that a mysterious benefactor wishes to ensure that he becomes a gentleman. Reunited with his childhood patron, Miss Havisham, and his first love, the beautiful but emotionally cold Estella, he discovers that the elderly spinster has gone mad from having been left at the altar as a young woman, and has made her charge into a warped, unfeeling heartbreaker.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  3. White Palace (1990)

    Max Baron is a Jewish advertising executive in his 20s who's still getting over the death of his wife. Nora Baker is a 40-something diner waitress who enjoys the wilder side of life. Mismatched or not, their attraction is instant and smoldering. With time, however, their class and age differences become an obstacle in their relationship, especially since Max can't keep Nora a secret from his Jewish friends and upper-crust associates forever.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  4. Marked Men: Rule + Shaw (2025)

    Shaw Landon has loved Rule Archer from the moment she laid eyes on him. Rule, a fiery-tempered rebel tattoo artist, doesn’t have time for a good girl pre-med student like Shaw — even if she’s the only one who can see the person he truly is. She lives by other people’s rules; he makes his own. But a short skirt, too many birthday cocktails, and spilled secrets lead to a night neither can forget. Now, Shaw and Rule must figure out how a girl like her and a guy like him are supposed to be together without destroying their love…or each other.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  5. Only 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

    Popcorn FlickMovies like this
  6. Endless Love (2014)

    A privileged girl and a charismatic boy's instant desire sparks a love affair made only more reckless by parents trying to keep them apart.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  7. Calm with Horses (2020)

    In darkest rural Ireland, ex-boxer Douglas 'Arm' Armstrong has become the feared enforcer for the drug-dealing Devers family, whilst also trying to be a good father to his autistic five-year-old son, Jack. Torn between these two families, Arm's loyalties are truly tested when he is asked to kill for the first time.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  8. Rogue Agent (2022)

    Conman Robert Freegard poses as an undercover MI5 agent and kidnaps countless victims amidst a high-stakes manhunt, until the woman who fell for him brings him to justice.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  9. An Autumn Romance (2021)

    When librarian Taylor Harris suddenly loses her job, she decides to visit her brother in a small town in Montana. There, she gets involved in the fight to help save her brother's hotel from tycoon Joel Sheenan, who wants to renovate it.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  10. The Map That Leads to You (2025)

    Heather is a young woman traveling Europe with friends before starting her perfectly planned life. A chance meeting with Jack sparks an unexpected romance that leads to deep emotional discovery. As secrets and life choices test their bond, her path changes forever.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  11. The Best of Me (2014)

    A pair of former high school sweethearts reunite after many years when they return to visit their small hometown.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  12. Two Moon Junction (1988)

    A young Southern débutante temporarily abandons her posh lifestyle and upcoming, semi-arranged marriage to have a lustful and erotic fling with a rugged drifter who works at a local carnival.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  13. After (2019)

    Tessa Young is a dedicated student, dutiful daughter and loyal girlfriend to her high school sweetheart. Entering her first semester of college, Tessa's guarded world opens up when she meets Hardin Scott, a mysterious and brooding rebel who makes her question all she thought she knew about herself -- and what she wants out of life.

    Why it matches: Recommended by TMDB viewers

    Worth the HypeMovies like this
  14. Set It Up (2018)

    Two overworked and underpaid assistants come up with a plan to get their bosses off their backs by setting them up with each other.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  15. The Angels' Share (2012)

    Robbie is a Glasgow boy locked in a family feud who just wants a way out. On community service, he meets Rhino, Albert and Mo. Little did Robbie imagine that turning to drink might change their lives, leading them to the distilleries of the Scottish Highlands and the biggest gamble of his life.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  16. Paris, Wine & Romance (2019)

    Isabella is the ambitious new owner of her family’s Oregon winery whose dream of becoming world-renowned takes a big step forward when she enters a prestigious wine competition in Paris. Upon arrival, Isabella meets her biggest competitor, Jacques, from one of the world’s foremost winemaking families. Impressed by Isabella and her expertise in wine, a budding romance develops between them.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  17. Heatwave (2022)

    A woman's life takes an unexpected turn when she falls for her boss's wife. She must soon defend herself as she becomes entangled in a web of malice.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  18. Players (2024)

    New York sportswriter Mack has spent years devising successful hook-up "plays" with her friends, but when she unexpectedly falls for one of her targets, she must learn what it takes to go from simply scoring to playing for keeps.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  19. Sweet November (2001)

    Nelson is a man devoted to his advertising career in San Francisco. One day, while taking a driving test at the DMV, he meets Sara. She is very different from the other women in his life. Nelson causes her to miss out on taking the test and later that day she tracks him down. One thing leads to another and Nelson ends up living with her through a November that will change his life forever.

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this
  20. Splendor (1999)

    Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible biceps. Who will she choose? Does she go for true love or cheap sex? She can't decide so she chooses both. But after managing to nurture a picture-perfect threesome, along comes Ernest, a rich movie director with deep baby blues that sweep Veronica off her feet. What's a girl to do now?

    Why it matches: Recommended by TMDB viewers

    Popcorn FlickMovies like this

Like The Milkman and something else?

Blend two favourites and we’ll find the films in between.

Frequently asked questions

What are the best movies like The Milkman?

The closest matches to The Milkman are The Object of My Affection (1998), Great Expectations (2012) and White Palace (1990). Below are 17 more, each with the reason it matches.

What should I watch after The Milkman?

Start with The Object of My Affection (1998), the closest match to The Milkman.

What is the highest-rated movie like The Milkman?

The Best of Me (2014), rated 7.5/10 by 2,775 TMDB users.

What is the newest movie like The Milkman?

The Map That Leads to You (2025) is the most recent release on this list.

How are movies similar to The Milkman chosen?

First come films that Trakt’s viewers watch alongside The Milkman, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.

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