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Movies like The Lucky Guy (1998)

The best movies like The Lucky Guy (1998) are Yoh! Bestie (2026), Easy Virtue (2008) and Tricky Brains (1991). If The Lucky Guy hooked you with its comedy and romance, these 20 similar films are what to watch next, and every pick says why it matches.

Quick picks

  1. Yoh! Bestie (2026)

    Thando is perpetually unlucky in love, but when her bestie returns from his travels with a fiancée in tow, she's forced to face a new emotion — jealousy.

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

    Popcorn FlickMovies like this
  2. Easy Virtue (2008)

    A young Englishman marries a glamorous American. When he brings her home to meet the parents, she arrives like a blast from the future - blowing their entrenched British stuffiness out the window.

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

    Popcorn FlickMovies like this
  3. Tricky Brains (1991)

    A trickster-for-hire, known as the Tricky Expert, is hired to ruin the lives of a father and son by making them think that he's a part of the family.

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

    Worth the HypeMovies like this
  4. The Right Kind of Wrong (2013)

    A stubborn idealist spies a bride on her way to her wedding and immediately falls in love with her.

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

  5. Chasing Papi (2003)

    Playboy Thomas Fuentes has so far been able to skate by in life on good looks and charm alone. But when his duplicitous relationships with three women -- impassioned waitress Cici, meticulous lawyer Lorena and bored socialite Patricia -- spiral out of control, he suffers a mental breakdown. His doctor recommends that he choose just one girlfriend -- but can he choose in time before they discover his deception?

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

    Popcorn FlickMovies like this
  6. Little Italy (2018)

    Former childhood pals Leo and Nikki are attracted to each other as adults—but will their feuding parents' rival pizzerias put a chill on their sizzling romance?

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

    Popcorn FlickMovies like this
  7. Love, Weddings & Other Disasters (2020)

    A fussy celebrity caterer, a blind woman, a tour-bus guide and an inexperienced wedding planner search for love.

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

    Popcorn FlickMovies like this
  8. Good Advice (2001)

    An investment banker loses everything and must discover what's really important in life.

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

  9. Wedding Season (2022)

    Pressured by their immigrant parents to find spouses, two Indian-Americans pretend to date in order to survive a summer of weddings – but find themselves falling for each other as they struggle to balance who they are with who their parents want them to be.

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

    Popcorn FlickMovies like this
  10. The Dog Problem (2006)

    In the film, Solo is a down-on-his-luck writer who is encouraged by his psychiatrist to get a dog. Solo meets his love interest, who he assumes to be a dog owner when meeting her at a dog play park, but dog problems stand in their way.

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

    Popcorn FlickMovies like this
  11. Love Jacked (2018)

    Maya, a headstrong 28-year-old with artistic ambitions – a strong contrast to what her father Ed wants: a dutiful daughter to run the family store. Ed is shocked when Maya takes her assertions of independence a step further and decides to travel to Africa for inspiration and returns with a fiancé who is not quite what he seems.

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

    Popcorn FlickMovies like this
  12. Relationship Goals (2026)

    When TV producer Leah Caldwell aims to become the first woman running New York's top morning show, her ex competes for the same role. Leah stays focused on her career, until chemistry with her ex challenges her priorities.

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

    Popcorn FlickMovies like this
  13. Whisky Galore (2016)

    The story of the inhabitants of the isolated Scottish island of Todday, in the Outer Hebrides, where gloom sets in as their wartime rationing of whisky runs out. When cargo ship the SS Cabinet Minister runs aground the shrewd islanders run rings around the buffoonish English Home Guard commander Captain Waggett and conspire to hide away cases of the precious amber nectar.

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

  14. Your Christmas or Mine? (2022)

    Students Hayley and James are young and in love. After saying goodbye for Christmas at a London train station, they both make the same mad split-second decision to swap trains and surprise each other. Passing each other in the station, they are completely unaware that they have just swapped Christmases.

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

    Popcorn FlickMovies like this
  15. Don't Go Breaking My Heart (2011)

    A typical story of the classic romantic triangle, where one person ends up having to choose between two others. This time, it is set against a backdrop of offices in Hong Kong, with a focus on architecture and its designers.

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

    Popcorn FlickMovies like this
  16. Boot Camp (2024)

    Unathletic Whitney Carmichael signs up for an intense summer boot camp to reinvent herself and falls for her personal trainer. She then finds the strength to embrace her true self and ignore the others' expectations.

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

    Popcorn FlickMovies like this
  17. 5 to 7 (2014)

    A young writer begins an affair with an older woman from France whose open marriage to a diplomat dictates that they can meet only between the hours of 5 p.m. to 7 p.m.

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

    Worth the HypeMovies like this
  18. Love Birds (2011)

    Sometimes the best things in life happen on the fly. From the moment an injured duck crash-lands on Doug's roof, everything changes. Recently dumped and wallowing in self pity, Doug decides to nurse Pierre back to health with the assistance of an eccentric vet and bird specialist, Holly.

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

  19. 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 · both comedy & romance

    Popcorn FlickMovies like this
  20. Speechless (1994)

    In the midst of election season in New Mexico, political speechwriters Julia Mann and Kevin Vallick begin a romance, unaware they are working for candidates on opposite sides.

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

    Popcorn FlickMovies like this

Like The Lucky Guy and something else?

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

Frequently asked questions

What are the best movies like The Lucky Guy?

The closest matches to The Lucky Guy are Yoh! Bestie (2026), Easy Virtue (2008) and Tricky Brains (1991). Below are 17 more, each with the reason it matches.

What should I watch after The Lucky Guy?

Start with Yoh! Bestie (2026), the closest match to The Lucky Guy.

What is the highest-rated movie like The Lucky Guy?

5 to 7 (2014), rated 7.1/10 by 428 TMDB users.

What is the newest movie like The Lucky Guy?

Yoh! Bestie (2026) is the most recent release on this list.

How are movies similar to The Lucky Guy chosen?

First come films that Trakt’s viewers watch alongside The Lucky Guy, 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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