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Movies like Almosting It (2015)

The best movies like Almosting It (2015) are The Best You Can (2025), Which Brings Me to You (2023) and Sidewalks of New York (2001). If Almosting It hooked you with its comedy and drama, these 30 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. The Best You Can (2025)

    Cynthia Rand is a buttoned-up New Yorker married to a brilliant professor 25 years her senior. She begins feeling the effects of her husband’s advancing age on their relationship, just as her world is turned upside down by the arrival of sharp but chronically underachieving security guard Stan Olszewski in this smart rom-com that reunites Bacon and Sedgwick on screen for the first time in 20 years.

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

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  2. Which 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

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  3. Sidewalks of New York (2001)

    The film follows the marital and dating lives of three men and three women who unknowingly form a tangled web of relationships. Interspersing "man on the street" interviews with scenes from the six characters' lives, the film weaves a humorous and biting commentary on the game of love -- easy to start, hard to finish.

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

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  4. You Will Meet a Tall Dark Stranger (2010)

    Two married couples find only trouble and heartache as their complicated lives unfold. After 40 years of marriage, Alfie leaves his wife to pursue what he thinks is happiness with a call girl. His wife, Helena, reeling from abandonment, decides to follow the advice of a psychic. Sally, the daughter of Alfie and Helena, is unhappy in her marriage and develops a crush on her boss, while her husband, Roy, falls for a woman engaged to be married.

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

  5. The 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

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  6. 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

  7. Young People Fucking (2007)

    On a Tuesday night, five couples have separate sexual adventures. Matt and Kris, friends for years, want to have an only-once, no-strings good time. Abby and Andrew, married, celebrate his birthday, but it's marred by angst and miscommunication. Mia and Eric are exes, making sure they are over each other. Jaime and Ken work together and this is a first date. Inez and Gord invite his roommate, Dave, to join them. By the time each couple has gone through a prelude, foreplay, sex, an interlude, orgasm, and afterglow, they've answered basic questions: can sex be anonymous, are we bored, is our marriage really finished, does anyone tell the truth, and how do we make someone happy?

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

  8. Irreplaceable You (2018)

    A stunning cancer diagnosis spurs Abbie to seek a future girlfriend for fiancé and childhood sweetheart Sam, who's clueless when it comes to dating.

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

    Worth the HypeMovies like this
  9. The Other Sister (1999)

    A mentally challenged girl proves herself to be every bit as capable as her "perfect" sister when she moves into an apartment and begins going to college.

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

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  10. Camille (2008)

    A twisted honeymoon adventure about a young couple on their way to Niagara Falls.

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

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  11. Is This Thing On? (2025)

    As their marriage quietly unravels, Alex faces middle age and an impending divorce, seeking new purpose in the New York comedy scene while Tess confronts the sacrifices she made for their family—forcing them to navigate co-parenting, identity, and whether love can take a new form.

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

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  12. The Giant Mechanical Man (2012)

    An offbeat romantic comedy about a silver-painted street performer and the soft spoken zoo worker who falls for him.

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

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  13. 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

  14. 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
  15. L.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

  16. Why Did I Get Married Again? (2026)

    The couples reunite for the destination wedding of Marcus and Angela's daughter, bringing drama old and new as they ask, "Why did we get married again?"

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

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  17. The Wrong Paris (2025)

    Dawn thinks she's joining a dating show in Paris, France, only to land in Paris, Texas. She has an exit plan — until sparks fly with the cowboy bachelor.

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

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  18. Love Is in the Air (2023)

    A fiercely independent pilot fighting to keep her family business afloat starts to fall for the man sent by corporate to ground her operation forever.

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

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  19. Almost Friends (2017)

    A man in his mid-20s, still living at home with his mother and stepfather, puts all his eggs in one basket: the girl who works at his local coffee shop. The problem is, she has a serious boyfriend. As they become closer, the line between friendship and intimacy is blurred, and the situation forces both to examine where they are in their lives.

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

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  20. What a Way to Go! (1964)

    A four-time widow discusses her four marriages, in which all of her husbands became incredibly rich and died prematurely because of their drive to be rich.

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

    Worth the HypeMovies like this
  21. Four Christmases (2008)

    Brad and Kate have made something of an art form out of avoiding their families during the holidays, but this year their foolproof plan is about go bust -- big time. Stuck at the city airport after all departing flights are canceled, the couple is embarrassed to see their ruse exposed to the world by an overzealous television reporter. Now, Brad and Kate are left with precious little choice other than to swallow their pride and suffer the rounds.

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

  22. New York, I Love You (2008)

    New York, I Love You delves into the intimate lives of New Yorkers as they grapple with, delight in and search for love. Journey from the Diamond District in the heart of Manhattan, through Chinatown and the Upper East Side, towards the Village, into Tribeca, and Brooklyn as lovers of all ages try to find romance in the Big Apple.

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

    Popcorn FlickMovies like this
  23. Miss. Shetty Mr. Polishetty (2023)

    Miss Shetty is a feminist living in London and wants to be single forever. Mr. Polishetty from Hyderabad in Telangana, India, wants to be in a committed relationship. The two appear to be in different stages of life but somehow connect.

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

  24. Ghost Town (2008)

    Bertram Pincus, a cranky, people-hating Manhattan dentist, develops the unwelcome ability to see dead people. Really annoying dead people. Even worse, they all want something from him, particularly Frank Herlihy, a smooth-talking ghost, who pesters him into a romantic scheme involving his widow Gwen. They are soon entangled in a hilarious predicament between the now and the hereafter!

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

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  25. Hitch (2005)

    Dating coach Alex 'Hitch' Hitchens mentors a bumbling client, Albert, who hopes to win the heart of the glamorous Allegra Cole. While Albert makes progress, Hitch faces his own romantic setbacks when proven techniques fail to work on Sara Melas, a tabloid reporter digging for dirt on Allegra Cole's love life. When Sara discovers Hitch's connection to Albert – now Allegra's boyfriend – it threatens to destroy both relationships.

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

    Popcorn FlickMovies like this
  26. Tired of Kissing Frogs (2006)

    A romantic comedy about a young interior decorator who, as a result of a romantic disappointment, becomes the female counterpart of Don Juan. The misadventures of the manizer make her rediscover the value of love.

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

    Popcorn FlickMovies like this
  27. The Love Guru (2008)

    Born in America and raised in an Indian ashram, Pitka returns to his native land to seek his fortune as a spiritualist and self-help expert. His skills are put to the test when he must get a brokenhearted hockey player's marriage back on track in time for the man to help his team win the Stanley Cup.

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

  28. Someone Like You... (2001)

    Jane Goodale has everything going for her. She's a producer on a popular daytime talk show, and is in a hot romance with the show's dashing executive producer Ray. But when the relationship goes terribly awry, Jane begins an extensive study of the male animal, including her womanizing roommate Eddie. Jane puts her studies and romantic misadventure to use as a pseudonymous sex columnist -- and becomes a sensation.

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

    Popcorn FlickMovies like this
  29. That Touch of Mink (1962)

    Cathy Timberlake is en route to a job interview when a car transporting businessman Philip Shayne covers her in mud. He sends his assistant, Roger, to apologize, but upon meeting Cathy, Roger knows that she would be a suitable match for his boss. Despite their mutual attraction, Cathy and Philip want different things. Philip wants a fling, while Cathy wants a marriage. As they travel to exotic locales, their differing motivations are put to the test.

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

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  30. Swept Away (2002)

    Stranded and alone on a desert island during a cruise, a spoiled rich woman and a deckhand fall in love and make a date to reunite after their rescue.

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

Like Almosting It and something else?

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

Frequently asked questions

What are the best movies like Almosting It?

The closest matches to Almosting It are The Best You Can (2025), Which Brings Me to You (2023) and Sidewalks of New York (2001). Below are 27 more, each with the reason it matches.

What should I watch after Almosting It?

Start with The Best You Can (2025), the closest match to Almosting It.

What is the highest-rated movie like Almosting It?

Irreplaceable You (2018), rated 7.0/10 by 735 TMDB users.

What is the newest movie like Almosting It?

Why Did I Get Married Again? (2026) is the most recent release on this list.

Are there English movies like Almosting It?

Yes: The Best You Can (2025), Which Brings Me to You (2023) and Sidewalks of New York (2001).

How are movies similar to Almosting It chosen?

First come films that Trakt’s viewers watch alongside Almosting It, 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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