Movies like The Lonely Cougar and the Heartbroken Stud (2023)
The best movies like The Lonely Cougar and the Heartbroken Stud (2023) are Holiday Date (2019), The Matchmaker's Playbook (2018) and Love in the Forecast (2020). If The Lonely Cougar and the Heartbroken Stud hooked you with its romance, these 30 similar films are what to watch next, and every pick says why it matches.
Quick picks
- Highest ratedX (2011)6.4/10 from 330 votes
- NewestLove in the Gaze of a Panopticon (2026)Released 2026
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 thisThe Matchmaker's Playbook (2018)
After a career-ending accident, former NFL recruit Ian Hunter is back on campus, and he's putting his extensive skills with women to work as one of the masterminds behind a successful and secretive dating service. But when Blake Olson requests the services of Wingmen, Inc., Ian may have landed his most hopeless client yet. As Blake begins the transformation from hot mess to smokin' hot, Ian realizes he's in danger of breaking his cardinal rule....
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisLove in the Forecast (2020)
After swearing off dating for a full year, Leah quickly learns her new commitment has made her a magnet for men.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisAttraction (2001)
A writer/radio advice show host fails to heed his own advice as he stalks his ex-girlfriend and then becomes involved with an actress friend of hers.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisIt Was Always You (2021)
Elizabeth's engagement plans are thrown into disarray when her fiancée's free-spirited brother David returns home. David's unexpected influence prompts Elizabeth to question her life decisions.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisRoyal Matchmaker (2018)
A struggling NYC matchmaker is hired by a king to find his son a suitable wife in time for a national celebration. As the clock ticks towards her deadline, the matchmaker finds him the perfect wife -- only to realize that she’s fallen in love with him!
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisAll of My Heart: The Wedding (2018)
Brian and Jenny are planning their wedding at the Inn where they fell in love. When a distant relative arrives and stakes their claim to the Inn, Brian and Jenny must find a way to save their beloved Inn or risk having to sell.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisParis, 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 · both romance
Popcorn FlickMovies like thisWinter Love Story (2019)
When new author Cassie is paired with successful author Elliot on a promotional book tour, she learns to believe in her talent. She also finds truth in the old adage “you can’t judge a book by its cover” as she falls for the guy she once thought to be pompous and full of himself.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisChateau Christmas (2020)
Margot, a world-renowned pianist, returns to Chateau Newhaus to spend the holidays with her family and is reunited with an ex who helps her rediscover her passion for music.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisBad Date Chronicles (2017)
Leigh runs the website "Bad Date Chronicles," which allows people to anonymously post horrible date experiences. When rival blogger Conner becomes the subject of one of her posts, they agree to date each other to see which one is the "bad dater."
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisA Brush with Love (2019)
As she considers giving up on her artistic dreams, Jamie paints a vision board that brings her success and love—only to discover that the mystery man in her painting isn't who she thinks.
Why it matches: Recommended by TMDB viewers · both romance
SnoozefestMovies like thisJune and John (2025)
John leads an ordinary life with a monotonous routine. One day John runs into a woman on the subway who is as beautiful as she is mysterious named June. His encounter with her finally leads him to have a goal in his bumptious life.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisChristmas in Evergreen: Tidings of Joy (2019)
A skeptical writer shows up in Evergreen to get the scoop on the town's famed passion for Christmas during a search for a long-lost time capsule.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisBlush (2021)
When a horticulturalist-astronaut crashes onto a desolate planet, he encounters an ethereal visitor and discovers the joy of building a new life—realizing the universe has delivered something astonishing.
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisLove in the Sun (2019)
When successful dating app creator Alana hesitantly gets engaged, she returns to her hometown in Florida to deliver the news to her dad. Upon returning home, she crosses paths with her former flame, Kai, and finds herself falling in love with the fun and adventurous lifestyle tied to her community. As Alana and Kai work together to help her dad restore his declining property, Alana finds herself conflicted as to whether or not her current way of living makes her happier than the home and community that she always knew and loved.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisOn the 12th Date of Christmas (2020)
Two seemingly incompatible game designers team up to create a romantic, city-wide scavenger hunt themed for the "12 Days of Christmas."
Why it matches: Recommended by TMDB viewers · both romance
Worth the HypeMovies like thisA Christmas to Remember (2016)
A harsh TV personality, Jennifer, needs a break from her own life, so she hops into a car and drives to a small town mountain retreat. On her way there a blizzard veers off the road and she crashes. When she comes to she has complete amnesia and a friendly passerby takes her in. As time passes she still doesn’t remember who she is and the friendly passerby, a widower himself with three kids, assimilates her into his family. But as she slowly starts remembering who she is, she prefers the new life she’s built in the small town.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisLove at First Bark (2017)
Portland interior designer Julia Galvins (Jana Kramer) adopts a dog and seeks the help of expert and handsome dog trainer Owen Michaels (Kevin McGarry). When she is hired to design a nursery and a “puppery,” as well as plan a puppy shower fund-raiser for a pregnant client and her pregnant dog, Julia asks Owen’s advice, and their friendship just might turn into something more.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisX (2011)
A veteran call girl and a runaway prostitute witness a murder which sends them on an out-of-control roller coaster ride through the twilight zone of sex-for-sale.
Why it matches: Recommended by TMDB viewers · both romance
Popcorn FlickMovies like thisA Swedish Midsummer Sex Comedy (2009)
A beautiful waterfront house, a Swedish flag fluttering in the wind. A sailboat tied to the wooden deck below. This is the setting of the friends' annual Midsummer celebrations. The friends are gathered at Emil's family house and the herring lunch, sauna, games and compulsory skinny dipping are as always prepared. Expectations are set - Micke worries about his highly pregnant wife and the fastest way to the nearest hospital. Eva is looking for some distraction from her recent split with Patrick and Sam. Emil's college buddy from the States arrives with his own expectations of Swedish sin. Wannabe singer-songwriter Anders hasn't told his wannabe pregnant girlfriend Maria about his low sperm count and hopes to solve the problem over the weekend. To top it off Emil's surprise seems to lift the party to unprecedented heights. If everything had gone according to plan that is.
Why it matches: Similar story and style · both romance
A Midsummer's Fantasia (2015)
Reality and fantasy melds as a Korean documentary film director attempts to capture life in the small town of Gojo, Japan.
Why it matches: Similar story and style · both romance
I Love America (2022)
Lisa, a single woman, decides to take a chance on love again by catapulting her life from Paris to Los Angeles. Her children flew the coop and her famous, yet absent mother just passed, so Lisa needs a big change. She reunites with her best friend Luka, who found success in America but is struggling to find his own prince charming. Luka embarks on a mission to give Lisa a fresh start by creating a profile for her on a dating website.
Why it matches: Similar story and style · both romance
SnoozefestMovies like thisMiss Julie (1951)
Based on the play by August Strindberg, Miss Julie vividly depicts the battle of the sexes and classes that ensues when Julie, a wealthy businessman's daughter, falls for Jean, her father's bitter servant.
Why it matches: Similar story and style · both romance
Popcorn FlickMovies like thisA Midsummer of Love (2009)
The Swedish summer is on and Göran, recently dumped by his girlfriend, is searching for the woman of his dreams. Göran is not altogether in harmony with himself or his work situation and is trying a bit too hard to please everyone around him. Unlike his best friend, he is not prepared to compromise with love and settle for the less-than-perfect girl. In pursuit of love, he sails out to a Midsummer party in the seductive Swedish archipelago.
Why it matches: Similar story and style · both romance
You're Doing it Wrong (2026)
A fun, youthful romantic comedy about modern dating. Three friends invite three guys for a triple-date dinner that turns playful, messy, and full of unexpected chemistry.
Why it matches: Similar story and style · both romance
My Digital Boyfriend (2024)
A lonely college student downloads a dating simulator app only to find her pixelated partner may be more real than she thought.
Why it matches: Similar story and style · both romance
Midsummer Madness (2007)
St. John’s Night is a traditional Latvian midsummer celebration where family and friends get together to build bonfires, drink and have a good time. According to a legend, on this night lovers and those who wish to fall in love can search the woods for the "magic fern".
Why it matches: Similar story and style · both romance
Love in the Gaze of a Panopticon (2026)
Silent watchers and invisible speakers - an experimental reconstruction of Hong Kong’s everyday reality through CCTV images and dating app recordings.
Why it matches: Similar story and style · both romance
Patarouva (1959)
Kaius Kannisto a bachelor who has experienced hard on the love front, goes through his relationships with his four former female friends, the four queens of the deck of cards.
Why it matches: Similar story and style · both romance
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Frequently asked questions
What are the best movies like The Lonely Cougar and the Heartbroken Stud?
The closest matches to The Lonely Cougar and the Heartbroken Stud are Holiday Date (2019), The Matchmaker's Playbook (2018) and Love in the Forecast (2020). Below are 27 more, each with the reason it matches.
What should I watch after The Lonely Cougar and the Heartbroken Stud?
Start with Holiday Date (2019), the closest match to The Lonely Cougar and the Heartbroken Stud.
What is the highest-rated movie like The Lonely Cougar and the Heartbroken Stud?
X (2011), rated 6.4/10 by 330 TMDB users.
What is the newest movie like The Lonely Cougar and the Heartbroken Stud?
Love in the Gaze of a Panopticon (2026) is the most recent release on this list.
How are movies similar to The Lonely Cougar and the Heartbroken Stud chosen?
First come films that Trakt’s viewers watch alongside The Lonely Cougar and the Heartbroken Stud, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.