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Movies like Operation Love Special (2008)

The best movies like Operation Love Special (2008) are Her Pen Pal (2021), You Cast A Spell On Me (2015) and Prom Pact (2023). If Operation Love Special 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

  1. Her Pen Pal (2021)

    Event planner Victoria can’t wait to attend –- and plan –- her best friend’s wedding in Paris. But when she finds out her ex is bringing a date, Victoria reconnects with her French childhood pen pal.

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

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  2. You Cast A Spell On Me (2015)

    Despite agreeing to an arranged marriage to a childhood friend, a successful businessman tries to track down a beautiful woman that he met at a Halloween party.

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

    Popcorn FlickMovies like this
  3. Prom Pact (2023)

    It's prom season, and high school senior Mandy and her best friend and fellow outsider Ben are surrounded by over-the-top "promposals." Mandy is only focused on getting into her dream school Harvard, but as she starts tutoring basketball all-star Graham, she must re-evaluate whether her dream school is worth the cost of everything she believes in.

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

    Worth the HypeMovies like this
  4. Never Kiss a Man in a Christmas Sweater (2020)

    Single mom Maggie is facing Christmas alone until Lucas crashes into her life and becomes an unexpected house guest. Together they overcome Christmas while finding comfort in their growing bond.

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

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  5. How to Fall in Love (2012)

    An accountant, who never quite grew out of his awkward teenage years, finds himself with a dating coach - she happens to be his high school crush as well. Thanks to his coach, he gets a pretty woman he has his sights on for some time, but realizes they are incompatible. Meanwhile, his dating lessons with his teenage crush reawaken old feelings. Not realizing the feelings are mutual, he finds himself unable to act on them due to his fear of being rejected by the one he truly loves.

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

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  6. All Things Valentine (2016)

    Avery, a blogger with a string of disappointing Valentine’s Days, is ready to give up on love when she meets handsome veterinarian Brenden. When Avery finds out Brenden blames his recent break up on her blog and is the one leaving her angry comments, she begins to question whether the bond they’ve began to build is a true love story or yesterday’s news.

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

  7. Holiday Harmony (2022)

    A likeable and talented underdog gets momentarily sidelined from chasing her musical dreams when her van breaks down in a welcoming small town just before Christmas.

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

    Popcorn FlickMovies like this
  8. As Luck Would Have It (2021)

    When Lindsey travels to Ireland to acquire land that is perfect for a resort, she decides to enter the town's matchmaking festival to prove her investment—and win over a handsome local.

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

    Popcorn FlickMovies like this
  9. Christmas 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

  10. Love on Harbor Island (2020)

    Interior designer Lily returns home to help her Aunt Maggie run her marina-side bed and breakfast when she meets Marcus, a handsome seaplane pilot whose work delivering rescue dogs helps Lily discover that home really is where the heart is

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

    Popcorn FlickMovies like this
  11. The Enchanted Christmas Cake (2021)

    Gwen recently lose her grandmother and she is struggling to run their bakery and regain the Christmas spirit, and figure out her grandmother's magical recipe for the town's legendary Enchanted Christmas Cake.

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

  12. Surprised by Love (2015)

    The story of a young businesswoman who tries to convince her uptight parents to accept her current boyfriend and instead finds herself falling for an old high school flame.

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

    Popcorn FlickMovies like this
  13. A Merry Christmas Wish (2022)

    Janie, a rising marketing executive living in The Big Apple, returns to her hometown of Woodland Falls when her Great-Uncle Randall passes away. Randall has even arranged for his farmhand, Dylan to help at the event, which is being held in the farm’s sprawling barn. Aware that her Manhattan boyfriend is anxious for her to return to the city so the pair can jet off to a previously planned holiday on the beach, Janie begins to feel an unexpected emotional tug about living life in a more authentic, meaningful way.

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

  14. My Favorite Wedding (2017)

    Potential Northwestern fellow Tess Harper lasers through her best friend's wedding planning like the star doctor she hopes to soon become. In fact, Tess puzzles through any problem - provided it's not her own. When she meets divorce lawyer and groom's best friend, Michael, Tess maneuvers around him like a gurney in the emergency room until she discovers this best man has a few moves of his own.

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

    Popcorn FlickMovies like this
  15. Jingle Around the Clock (2018)

    Elle decides to reunite her college friends for Christmas, but her plans are thwarted by an opportunity at work to spearhead a Christmas campaign relaunch. She's forced to team up with ad campaign "fixer" Max, who has a completely different take on the holidays. As the two work together, they find themselves falling for each other. With the help of a little Christmas magic, will Elle pull off the perfect Christmas reunion and find the love she’s been searching for?

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

    Popcorn FlickMovies like this
  16. Christmas on Windmill Way (2023)

    Mia Meijer gets ready for the Christmas Market Dutch Bake-Off and suspects that her grandmother, Ann, will walk away with the cherished Golden Rolling Pin thanks to her Kerststol, a traditional Dutch fruited Christmas bread. But Mia's world is rocked when she learns that Ann was having financial troubles and had to sell the land deed to the Windmill Way property in her family for generations. Making matters worse, the buyer is Mia's former boyfriend, property developer Brady Schaltz, who must let Mia and Ann know the Meijer family-owned heritage Dutch sawmill, renowned for the past 90 years for its fine millwork and beautiful wooden furniture, will be torn down to put up a luxurious resort.

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

  17. A Christmas Miracle for Daisy (2021)

    Whitney Alder owns interior design firm Marietta Designs, which she runs with her friend Andi in the small town of Marietta, Montana. Whitney is designing Santa’s float for the annual Marietta Christmas Parade when a potential job opportunity comes her way: the full redesign of a landmark home by Christmas Eve.

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

  18. Meet Cute (2022)

    A wildly inventive deconstruction of the romantic comedy built around the question: What would you do if you could travel to your loved ones’ past, heal their traumas, fix their problems, and change them into the perfect partner?

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

  19. Time Freak (2018)

    Stillman, a heartbroken physics student, builds a time machine when his girlfriend breaks up with him. Going back in time, he attempts to save their relationship by fixing every mistake he made—while dragging his best friend along in the process.

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

    Popcorn FlickMovies like this
  20. Holiday Date (2019)

    When Brooke’s boyfriend, Ethan, breaks up with her just before the holidays, she agrees to go home with Joel, an actor who will pose as her boyfriend.

    Why it matches: Recommended by TMDB viewers · both romance

    Popcorn FlickMovies like this
  21. Always and Forever (2009)

    Grace and Michael were once inseparable high school sweethearts, but when Grace went away to college, they lost each other. At their 20th high school reunion, they reconnect and find that it is never too late for love.

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

  22. College Sex Project (2008)

    Three college students who are working on a thesis together debate whether physical attraction or emotional connection is more important for the success of a long-term relationship.

    Why it matches: Similar story and style · both romance

  23. Love Conquers Paul (2009)

    Paul has a chance encounter with a free-spirited artist named Esoterica that provides the spark that ignites his first passionate relationship. She changes he way he looks at love and life and introduces him to the person he could be, inspiring a new confidence. But just as soon as their fairy-tale romance begins to sizzle, Paul discovers that Esoterica has a secret of her own.

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

  24. Friends (2016)

    A dreamy man arrives in the city of Mumbai with many dreams and immediately falls in love with a girl, who turns out to be his best friend's sister. Will he be forced to sacrifice his love for the sake of friendship?

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

  25. Summer Storm (2004)

    Tobi and Achim, the pride of the local crew club, have been the best of friends for years and are convinced that nothing will ever stand in the way of their friendship. They look forward to the upcoming summer camp and the crew competition. Then the gay team from Berlin arrives and Tobi is totally confused. The evening before the races begin, the storm that breaks out is more than meteorological.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  26. Wild at Heart (1990)

    Young lovers Sailor and Lula hit the road to start a new life together away from the wrath of Lula’s deranged, disapproving mother, who has hired a team of hitmen to cut the lovers’ surreal honeymoon short.

    Why it matches: Similar story and style · both romance

    Worth the HypeMovies like this
  27. Popular Music (2004)

    Matti and Niila, growing up in the mid-sixties in the harsh and conservative environment of a Finnish-speaking part of Tornedalen in Swedish Laponia, close to the Finnish border. Their big dream is to become rock stars. In the present the now grown-up Matti feels guilt for the death of his drug-addicted rock star friend Niila.

    Why it matches: Similar story and style · both comedy

    Popcorn FlickMovies like this
  28. Ladyhawke (1985)

    Captain Etienne Navarre is a man on whose shoulders lies a cruel curse. Punished for loving each other, Navarre must become a wolf by night whilst his lover, Lady Isabeau, takes the form of a hawk by day. Together, with the thief Philippe Gaston, they must try to overthrow the corrupt Bishop and in doing so break the spell.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  29. A Close Shave (1996)

    Wallace's whirlwind romance with the proprietor of the local wool shop puts his head in a spin, and Gromit is framed for sheep-rustling in a fiendish criminal plot.

    Why it matches: Similar story and style · both comedy

    Worth the HypeMovies like this
  30. SommerHundeSöhne (2005)

    Summer is the time to travel, enjoy life, and do or leave what you want. A motor home with two occupants makes its way south. But the two travelers do not travel voluntarily, and certainly not together.

    Why it matches: Similar story and style · both comedy

Like Operation Love Special and something else?

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

Frequently asked questions

What are the best movies like Operation Love Special?

The closest matches to Operation Love Special are Her Pen Pal (2021), You Cast A Spell On Me (2015) and Prom Pact (2023). Below are 27 more, each with the reason it matches.

What should I watch after Operation Love Special?

Start with Her Pen Pal (2021), the closest match to Operation Love Special.

What is the highest-rated movie like Operation Love Special?

A Close Shave (1996), rated 7.6/10 by 992 TMDB users.

What is the newest movie like Operation Love Special?

Christmas on Windmill Way (2023) is the most recent release on this list.

Are there Japanese movies like Operation Love Special?

The closest matches are in other languages.

How are movies similar to Operation Love Special chosen?

First come films that Trakt’s viewers watch alongside Operation Love Special, 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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