Movies like He’s Dating a Boldstar (2026)
The best movies like He’s Dating a Boldstar (2026) are Little Italy (2018), Chasing Papi (2003) and Easy Virtue (2008). If He’s Dating a Boldstar 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
- Highest ratedLove in the Afternoon (1957)7.0/10 from 357 votes
- NewestYoh! Bestie (2026)Released 2026
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 thisChasing 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 thisEasy 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 thisLove in the Afternoon (1957)
A middle-aged playboy becomes fascinated by the daughter of a private detective who has been hired to entrap him with a client's wife.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Worth the HypeMovies like thisThat 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: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisRelationship 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 thisYoh! 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 thisShe's Funny That Way (2015)
On the set of a playwright's new project, a love triangle forms between his wife, her ex-lover, and the call girl-turned-actress cast in the production.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisHollywood Stargirl (2022)
When Stargirl's mother is hired as the costume designer on a movie, they relocate to L.A., where Stargirl quickly becomes involved with an eclectic assortment of characters.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisAt Midnight (2023)
Alejandro's life is disrupted when actress Sophie Wilder stays at his hotel. To their surprise, the two fall for one another, meeting at midnight.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisThe 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
Popcorn FlickMovies like thisBoot 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 thisThe Lonely Guy (1984)
A writer for a greeting card company learns the true meaning of loneliness when he comes home to find his girlfriend in bed with another man.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisCrossing Delancey (1988)
Thirty-something Isabelle spends her time going from her tiny, solitary West Side apartment to that of her grandmother on the Lower East Side. While her grandmother plots to find her a romantic match, Isabelle is courted by a married, worldly author, Anton, yet can't seem to shake the down-to-earth appeal of Sam, a pickle vendor.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisThe Woman in Red (1984)
When a happily married family man, who would never consider an affair, meets a beautiful woman in red, he is totally infatuated and desperate to make her acquaintance. However, as he tries out various schemes to sneak out to meet her, he realizes that adultery is not quite as easy as it looks.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisDate with an Angel (1987)
Aspiring composer Jim Sanders is engaged to spoiled rich girl Patty. But the morning after his bachelor party, Jim wakes up to discover a beautiful, broken-winged angel in his pool. When everyone finds out about his heavenly houseguest, Jim must cope with a dangerously jealous fiancée, an exploitive future father-in-law and a group of buddies with an outrageous business plan!
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisAnchors Aweigh (1945)
Two sailors on shore leave head out for four days of partying – only to become involved in the affairs of an aspiring singer and her precocious nephew.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisFind Me Falling (2024)
After a failed comeback album, a rock star retreats to a cliffside home on Cyprus, only to find his new life complicated by visitors — and an old flame.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisSidelined: The QB and Me (2025)
Dallas, a burdened but headstrong dancer, is determined to get into the best dance school in the country—her late mother’s alma mater. However, that dream is suddenly derailed when the cheeky yet secretly grieving football star, Drayton, crashes into her life with a unique story of his own. Will the two of them be able to grow into their dreams together, or will their dreams be sidelined?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisHeartbreakers (2001)
Max and Page are a brilliant mother/daughter con team who have their grift down to a fine science. Max targets wealthy, willing men and marries them. Page then seduces them, and Max catches her husband in the act. Then it's off to palimony city and the next easy mark.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisAnother Gay Sequel: Gays Gone Wild! (2008)
Four university students head to Florida for spring break and enroll in a contest to see who can get the most sexual partners.
Why it matches: Similar story and style · both comedy & romance
SnoozefestMovies like thisMighty Aphrodite (1995)
When Lenny and his wife, Amanda, adopt a baby, Lenny realizes that his son is a genius and becomes obsessed with finding the boy's biological mother in hopes that she will be brilliant too. But when he learns that Max's mother is Linda Ash, a kindhearted prostitute and porn star, Lenny is determined to reform her immoral lifestyle. A Greek chorus chimes in to relate the plot to Greek mythology in this quirky comedy.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisCaught in the Rain (1914)
When a married couple become separated in the park, a tramp sits with the lady and is beat up when her husband rejoins her. He takes a room in their hotel, and chaos ensues.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisMr. Wai-Go (1998)
A porn star and a resident of the New Territories use bottles of Viagara to help their respective performance problems.
Why it matches: Similar story and style · both comedy
International House (1933)
Foreign investors converge on a luxury hotel in China to bid on a new kind of radioscope. But, this is a hotel where Burns and Allen are the in-house medical staff, a measles risk sends the whole building into quarantine, and a madcap millionaire crashes dinner in his autogyro. Hotel and radioscope become a stage for an all-star cast of comedians and musicians, from vaudeville to the new generation.
Why it matches: Similar story and style · both comedy
Meatballs III: Summer Job (1986)
The ghost of a dead porn star comes to Earth to help a nerd with his sex life.
Why it matches: Similar story and style · both comedy
SnoozefestMovies like thisCarry On Abroad (1972)
A group of holidaymakers head for the Spanish resort of Elsbels for a 4-day visit. When they get there, they find the Hotel still hasn't been finished being built, and the weather is awful. And there is something strange about the staff—they all look very similar. To top it all off, the weather seems to be having an adverse affect on the Hotel's foundations.
Why it matches: Similar story and style · both comedy
Popcorn FlickMovies like thisSin (2021)
Liam works on a part-time basis in a drive-thru motel to support his college education. One day, he meets the ill-tempered Harry. The first encounter was disastrous, even putting Liam's work in possible jeopardy. The day didn't end troublesome anyway as Liam gets to meet the other side of Harry—childlike and good-natured, but a broken soul. The following day sealed their commitment. Starting on the third day, however, fate intervened by slowly unveiling the most horrifying obstacle that will stop Liam and Harry from loving each othe
Why it matches: Similar story and style · both romance
The Golf Specialist (1930)
At a Florida hotel, absconding miscreant J. Effingham Bellweather goes slapstick golfing with the house detective's flirtatious wife and an incompetent caddy.
Why it matches: Similar story and style · both comedy
Tony Clifton's Movie! (2004)
Tony Clifton's Movie! is a verite-style comedy film shot in Los Angeles and Las Vegas by Clifton (Bob Zmuda) and a handful of famous friends, around the time of the production of Miloš Forman's Man on the Moon. Clifton self-published it on limited-edition DVD, and self-distributed to a small handful of attendees of the "Andy Kaufman: Dead or Alive?" show at the House of Blues in Hollywood, California on May 16, 2004.
Why it matches: Similar story and style · both comedy
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Frequently asked questions
What are the best movies like He’s Dating a Boldstar?
The closest matches to He’s Dating a Boldstar are Little Italy (2018), Chasing Papi (2003) and Easy Virtue (2008). Below are 27 more, each with the reason it matches.
What should I watch after He’s Dating a Boldstar?
Start with Little Italy (2018), the closest match to He’s Dating a Boldstar.
What is the highest-rated movie like He’s Dating a Boldstar?
Love in the Afternoon (1957), rated 7.0/10 by 357 TMDB users.
What is the newest movie like He’s Dating a Boldstar?
Yoh! Bestie (2026) is the most recent release on this list.
How are movies similar to He’s Dating a Boldstar chosen?
First come films that Trakt’s viewers watch alongside He’s Dating a Boldstar, then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.