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Movies like A Night in the Life of Jimmy Reardon (1988)

The best movies like A Night in the Life of Jimmy Reardon (1988) are How to Please a Woman (2022), Strictly Sexual (2008) and Once Around (1991). If A Night in the Life of Jimmy Reardon hooked you with its drama and romance, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. How to Please a Woman (2022)

    When her all-male house-cleaning business gets out of control, a mature woman must embrace her own sexuality, if she is to make a new life for herself.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

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  2. Strictly Sexual (2008)

    Two successful women, sick and tired of dating and relationships, decide to keep two young men in their pool house for strictly sexual purposes.

    Why it matches: Recommended by TMDB viewers · both drama & comedy

    Popcorn FlickMovies like this
  3. Once 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

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  4. St. Elmo's Fire (1985)

    Reluctant to let go of college life, a close-knit team of seven friends--irresponsible saxophone player Billy, young Republican Alec, his girlfriend Leslie, struggling journalist Kevin, drama queen Jules, lovesick waiter Kirby, and Wendy, a social worker with a heart of gold--realise the party is over. And as the burdens of maturity close in on the young dreamers, the complexities of adulthood and the daily struggle of growing up put their sacred friendship to the test. But everyone knows life is not a bed of roses. It won't be easy, but when all is said and done, what will it take for St. Elmo's clique to find its place in the real world?

    Why it matches: Recommended by TMDB viewers · both drama & romance

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  5. The Good House (2021)

    When wry New England realtor Hildy Good rekindles a romance with her old high-school flame, Frank Getchell, it ignites long-buried emotions and family secrets that propel Hildy toward a reckoning with the one person she's been avoiding for decades: herself. Based on the best-selling novel by Ann Leary.

    Why it matches: Recommended by TMDB viewers · both romance & drama

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  6. Cyrus (2010)

    With John's social life at a standstill and his ex-wife about to get remarried, a down on his luck divorcée finally meets the woman of his dreams, only to discover she has another man in her life - her son. Before long, the two are locked in a battle of wits for the woman they both love-and it appears only one man can be left standing when it's over.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  7. Risky Business (1983)

    Meet Joel Goodson, an industrious, college-bound 17-year-old and a responsible, trustworthy son. However, when his parents go away and leave him home alone in the wealthy Chicago suburbs with the Porsche at his disposal he quickly decides he has been good for too long and it is time to enjoy himself. After an unfortunate incident with the Porsche Joel must raise some cash, in a risky way.

    Why it matches: Recommended by TMDB viewers · both romance & comedy

    Popcorn FlickMovies like this
  8. Meet Monica Velour (2010)

    For Tobe, a nerdy, horny, frizzy-haired cineaste who doesn't quite fit in with the average contemporary teen, the pinnacle of womanhood is Monica Velour, a soft-core actress who reached the zenith of her career in the 1980s. When Tobe learns that his love idol is headlining hundreds of miles away at the Gentlemen's Petting Zoo in Indiana, he drives off with carefree glory, filled with the hope of meeting her.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  9. Extracurricular Activities (2019)

    The outrageous life of Reagan Collins, a model high school student with a "killer" after-school job that involves arranging “accidents” for his classmates' parents. When seasoned police detective Cliff Dawkins starts putting the pieces together, it's a battle of wits to see if Reagan can keep business booming.

    Why it matches: Recommended by TMDB viewers · both comedy & romance

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  10. Nothing Like the Holidays (2008)

    It’s Christmastime and the far-flung members of the Rodriguez family are converging at their parents’ home in Chicago to celebrate the season and rejoice in their youngest brother’s safe return from combat overseas.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  11. He Said, She Said (1991)

    Womanising, right-wing Dan Hanson and quiet, liberal Lorie Bryer work for the Baltimore Sun. Rivals for the job of new writer of a vacant column, the paper ends up instead printing their very different opinions alongside each other, which leads to a similarly combative local TV show. At the same time their initial indifference to each other looks like it may evolve into something more romantic.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

  12. Enemies, a Love Story (1989)

    A ghostwriter finds himself romantically involved with his current wife, a married woman and his long-vanished wife.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  13. Night Owls (2015)

    After workaholic Kevin has a drunken one night stand with the beautiful train-wreck Madeline, he's horrified to discover that she's actually his boss' jilted ex-mistress. When she takes a bottle of sleeping pills, Kevin is forced to keep her awake... and over the course of the night the two begin to fall for each other.

    Why it matches: Recommended by TMDB viewers · both drama & comedy

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  14. The Elder Son (2006)

    A thief on the run convinces a single father that he is his long-lost son. Complications ensue when he falls in love with his newfound "sister".

    Why it matches: Recommended by TMDB viewers · both romance & comedy

  15. The Graduate (1967)

    A disillusioned college graduate finds himself torn between his older lover and her daughter.

    Why it matches: Recommended by TMDB viewers · both drama & romance

    Worth the HypeMovies like this
  16. XX/XY (2002)

    Three friends begin a dangerous three-way relationship that spirals out of control, leading to dire consequences that haunt them ten years later.

    Why it matches: Recommended by TMDB viewers · both drama & comedy

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  17. Class (1983)

    Naive Midwestern prep student Jonathan bonds with his more worldly roommate, Skip, who takes the small-town boy under his wing. At Skip's urging, the inexperienced Jonathan is emboldened to seek out older women in the cocktail lounges of nearby Chicago, where he meets and beds the alluring Ellen, who unfortunately turns out to be Skip's mother. The division between the friends is further deepened when a cheating scandal engulfs the school.

    Why it matches: Recommended by TMDB viewers · both comedy & drama

    Popcorn FlickMovies like this
  18. Blind (2017)

    A novelist is blinded in a car crash that killed his wife and several years later rediscovers his passion for life and writing when he embarks on an affair with the neglected wife of an indicted businessman.

    Why it matches: Recommended by TMDB viewers · both drama & romance

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  19. 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 · both drama & romance

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  20. The Golden Bowl (2000)

    Wealthy American widower Adam Verver and his daughter Maggie live a refined life in Europe, surrounded by art. Maggie marries impoverished Italian Prince Amerigo, while Adam marries Maggie's friend Charlotte Stant. The Prince and Charlotte are having an affair, which Maggie discovers and navigates through a silent, psychological battle of wills, ultimately using her cunning to preserve her marriage and protect her father.

    Why it matches: Recommended by TMDB viewers · both romance & drama

    Popcorn FlickMovies like this
  21. A Walk to Remember (2002)

    When the popular, restless Landon Carter is forced to participate in the school drama production, he falls in love with Jamie Sullivan, the daughter of the town's minister. Jamie has a "to-do" list for her life, as well as a very big secret she must keep from Landon.

    Why it matches: Similar story and style · both drama & romance

    Worth the HypeMovies like this
  22. The Prince of Tides (1991)

    A troubled Southern man talks to his suicidal sister's psychiatrist about their family history and falls in love with her (and New York City) in the process.

    Why it matches: Similar story and style · both drama & romance

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  23. Barbershop (2002)

    A day in the life of a barbershop on the south side of Chicago. Calvin, who inherited the struggling business from his deceased father, views the shop as nothing but a burden and waste of his time. After selling the shop to a local loan shark, Calvin slowly begins to see his father's vision and legacy and struggles with the notion that he just sold it out.

    Why it matches: Similar story and style · both comedy & drama

    Popcorn FlickMovies like this
  24. Hair (1979)

    Upon receiving his draft notice and leaving his family ranch in Oklahoma, Claude heads to New York and befriends a tribe of long-haired hippies on his way to boot camp.

    Why it matches: Similar story and style · both drama & comedy

    Worth the HypeMovies like this
  25. Raspberry Magic (2010)

    An eleven-year-old science enthusiast turns her raspberry-growing project into an emotional mission to reunite her family after her father leaves and her mother falls into depression.

    Why it matches: Similar story and style · both comedy & drama

  26. The Sweet Hereafter (1997)

    A small mountain community in Canada is devastated when a school bus accident leaves more than a dozen of its children dead. A big-city lawyer arrives to help the survivors' and victims' families prepare a class-action suit, but his efforts only seem to push the townspeople further apart. At the same time, one teenage survivor of the accident has to reckon with the loss of innocence brought about by a different kind of damage.

    Why it matches: Similar story and style · both drama

    Popcorn FlickMovies like this
  27. A Simple Plan (1998)

    Captivated by the lure of sudden wealth, the quiet rural lives of two brothers erupt into conflicts of greed, paranoia and distrust when over $4 million in cash is discovered at the remote site of a downed small airplane. Their simple plan to retain the money while avoiding detection opens a Pandora's box when the fear of getting caught triggers panicked behavior and leads to virulent consequences.

    Why it matches: Similar story and style · both drama

    Worth the HypeMovies like this
  28. Moby Dick (1956)

    In 1841, young Ishmael signs up for service aboard the Pequod, a whaler sailing out of New Bedford. The ship is under the command of Captain Ahab, a strict disciplinarian who exhorts his men to find Moby Dick, the great white whale. Ahab lost his leg to that creature and is desperate for revenge. As the crew soon learns, he will stop at nothing to gain satisfaction.

    Why it matches: Similar story and style · both drama

    Worth the HypeMovies like this
  29. Grow Up (TBA)

    Sophie is a small-town teenager taking an art scholarship program at Wyatt University in the summer. This summer will change Sophie's life forever.

    Why it matches: Similar story and style · both drama

  30. Back to the Past (2025)

    In the Qin Dynasty, time-traveller Hong Siu-lung has lived in seclusion with his family for twenty years. Yet every step he takes remains under the watchful eye of his former disciple, now the Qin Emperor. On the brink of ultimate power after conquering the six warring states, the emperor is suddenly ambushed by a mysterious team wielding advanced weapons clearly originating from Hong’s time. Drawn together by fate again, Hong and Qin Emperor are forced to confront the long-buried conflict between them, because the future now depends on how they settle their past.

    Why it matches: Similar story and style · both comedy

Like A Night in the Life of Jimmy Reardon and something else?

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Frequently asked questions

What are the best movies like A Night in the Life of Jimmy Reardon?

The closest matches to A Night in the Life of Jimmy Reardon are How to Please a Woman (2022), Strictly Sexual (2008) and Once Around (1991). Below are 27 more, each with the reason it matches.

What should I watch after A Night in the Life of Jimmy Reardon?

Start with How to Please a Woman (2022), the closest match to A Night in the Life of Jimmy Reardon.

What is the highest-rated movie like A Night in the Life of Jimmy Reardon?

A Walk to Remember (2002), rated 7.7/10 by 4,375 TMDB users.

What is the newest movie like A Night in the Life of Jimmy Reardon?

Back to the Past (2025) is the most recent release on this list.

Are there English movies like A Night in the Life of Jimmy Reardon?

Yes: How to Please a Woman (2022), Strictly Sexual (2008) and Once Around (1991).

How are movies similar to A Night in the Life of Jimmy Reardon chosen?

First come films that Trakt’s viewers watch alongside A Night in the Life of Jimmy Reardon, 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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