Movies like Trippin' (1999)
The best movies like Trippin' (1999) are Sex Appeal (2022), How I Got Into College (1989) and My Sassy Girl (2008). If Trippin' 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 rated¿Quieres ser mi hijo? (2023)8.4/10 from 378 votes
- NewestRedwood Diaries (2026)Released 2026
Sex Appeal (2022)
Avery, a teenager with a tendency towards perfectionism, enlists her friend Larson to help her prepare for her first time with her long-distance boyfriend.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisHow I Got Into College (1989)
High school senior Marlon Bowne is smitten with overachieving classmate Jessica Kailo. But, if he wants to have a shot with her, he'll have to find a way to get into Ramsey College, Jessica's top choice of schools. It won't be easy, since the college is highly selective and Marlon's grades are hardly impressive. That means the lovelorn teen will have to find a way to score high on the SATs and win over the college admissions committee.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisMy Sassy Girl (2008)
A guy has his life planned out until he is wooed, groomed and then dumped by an elusive woman.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Girl Next Door (2004)
Exceptionally ambitious high schooler Matthew has aspirations for a career in politics when he falls in love with his gorgeous 19-year-old neighbor, Danielle. But Matthew's bright future is jeopardized when he finds Danielle was once a porn star. As Danielle's past catches up with her, Matthew's love for her forces him to re-evaluate his goals.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisAmerican Pie (1999)
At a high-school party, four friends find that losing their collective virginity isn't as easy as they had thought. But they still believe that they need to do so before college. To motivate themselves, they enter a pact to all "score" by their senior prom.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like this¿Quieres ser mi hijo? (2023)
Lu, a conformist woman in her forties, learns that her 15-year partner has been having extramarital affairs. Starting from scratch, she gets involved in an unexpected relationship with a young womanizer.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Absolute CinemaMovies like thisJust One of the Guys (1985)
When Terry Griffith loses her high school's writing competition, she's convinced that it's because she's a girl. So Terry decides to change high schools and pose as a boy to prove her point. Her brother, Buddy, helps her pass as a guy so well that she is soon making friends with the boys at school, including the attractive Rick, who becomes her new best friend. But her gender-swapping makes things difficult when she falls in love with him.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThere's Something About Mary (1998)
For Ted, prom night went about as bad as it’s possible for any night to go. Thirteen years later, he finally gets another chance with his old prom date, only to run up against other suitors including the sleazy detective he hired to find her.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisI Love You, Beth Cooper (2009)
A valedictorian's declaration of love for a high-school cheerleader launches a night of revelry, reflection and romance for a group of graduating seniors.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisCan't Hardly Wait (1998)
It's graduation day at Huntington Hills High, and you know what that means - time to party. And not just any party, either. This one will be a night to remember, as the nerds become studs, the jocks are humiliated, and freshman crushes blossom into grown-up romance.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisSplendor (1999)
Veronica is a white-bread beauty searching for a good man in Los Angeles. While slam dancing at a Halloween rave, she meets Abel, a sensitive poet. Then she meets Zed, a supersexy tattooed drummer with incredible biceps. Who will she choose? Does she go for true love or cheap sex? She can't decide so she chooses both. But after managing to nurture a picture-perfect threesome, along comes Ernest, a rich movie director with deep baby blues that sweep Veronica off her feet. What's a girl to do now?
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisThe Last Summer (2019)
Standing on the precipice of adulthood, a group of friends navigate new relationships, while reexamining others, during their final summer before college.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisMy Fake Boyfriend (2022)
A young man in a tricky situation follows the advice of his unconventional best friend and uses social media to create a fake boyfriend to keep his awful ex-lover out of his life. But everything backfires when he meets the real love of his life, and breaking up with his fake boyfriend proves hard to do.
Why it matches: Recommended by TMDB viewers · both comedy & romance
SnoozefestMovies like thisNo Hard Feelings (2023)
On the brink of losing her childhood home, Maddie discovers an intriguing job listing: wealthy helicopter parents looking for someone to “date” their introverted 19-year-old son, Percy, before he leaves for college. To her surprise, Maddie soon discovers the awkward Percy is no sure thing.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisDo Revenge (2022)
A dethroned queen bee at a posh private high school strikes a secret deal with an unassuming new student to enact revenge on one another’s enemies.
Why it matches: Recommended by TMDB viewers · both comedy & romance
Popcorn FlickMovies like thisSundown (2016)
High school seniors Logan and Blake prepare for an epic Spring Break as they travel to the beautiful and exotic Mexican beach resort of Puerto Vallarta hoping to hook up with their high school crushes. Surrounded by hot girls in teeny bikinis, the guys are truly in heaven. After meeting at a club, Logan falls for a mysterious local beauty named Gaby but then realizes the next morning, when his grandfather’s Rolex watch is missing, that she was after more than just his heart.
Why it matches: Recommended by TMDB viewers · both romance & comedy
SnoozefestMovies like thisFrench Girl (2024)
Sweet Gordon, an affable English teacher in Brooklyn, has beaten the odds; a French Girl has fallen in love with him and he’s fallen even harder back. But their future is thrown into limbo when she interviews for an executive chef position in her hometown of Quebec City. To Gordon’s dismay her future boss also happens to be her former lover, a celebrity Chef with oceanic eyes and a hit TV show. Good luck Gordon.
Why it matches: Recommended by TMDB viewers · both romance & comedy
Popcorn FlickMovies like thisIncoming (2024)
Their first week of high school. The biggest party of the year. Mistakes will be made as four teenage boys navigate a night of mayhem and debauchery.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisNot Another Teen Movie (2001)
On a bet, a gridiron hero at John Hughes High School sets out to turn a bespectacled plain Jane into a beautiful and popular prom queen in this outrageous send-up of the teen movies of the 1980s and '90s.
Why it matches: Recommended by TMDB viewers · both comedy
SnoozefestMovies like thisBlockers (2018)
When three parents discover that each of their daughters have a pact to lose their virginity at prom, they launch a covert one-night operation to stop the teens from sealing the deal.
Why it matches: Recommended by TMDB viewers · both comedy
Popcorn FlickMovies like thisMad About Mambo (2000)
High school student tries to improve soccer skills by practicing dance and falls for his dance partner.
Why it matches: Similar story and style · both comedy & romance
Prom Wars: Love Is a Battlefield (2008)
Two rival boys-only private schools end up competing for prom dates from a nearby all-girls private school. Caught in the middle is a scholarship student, Percy, at the more cerebral academy of the two. He had been dating Diana, but haughty silver-spoon student Geoffrey at the elite school of the well-off derailed them. So Diana came up with this plan as a way to make the immature boys both pay penance for their classless behavior and to have them actually earn their dates instead of merely expecting them. Which school will win the war? What if the faculties find out? How crazy will things get as the competition heats up?
Why it matches: Similar story and style · both comedy & romance
High School U.S.A. (1983)
Set in a senior high school class, J.J. pursues the girlfriend of a rival from a higher clique which culminates in a race at the end of the movie between the two rivals in this light comedy.
Why it matches: Similar story and style · both romance & comedy
Candy Jar (2018)
Dueling high school debate champs who are at odds on just about everything forge ahead with ambitious plans to get into the colleges of their dreams.
Why it matches: Similar story and style · both comedy & romance
Popcorn FlickMovies like thisRedwood Diaries (2026)
When strange entries begin appearing in her diary written in handwriting that isn't hers, new student Evie Quinn is pulled into a chilling mystery as the messages reveal secrets, predict impossible events, and point toward a truth someone has desperately tried to bury.
Why it matches: Similar story and style · both comedy
High School! Funny-face Club Movie (1986)
Three additional adventures for the Kimengumi and friends. The boys fail their exams right before summer vacation and have to take supplementary lessons. A mandatory school trip to the beach during summer vacation for a swimming competition. Finally school is back in session, the karate club is in danger when a new opponent appears.
Why it matches: Similar story and style · both comedy
Baked (2024)
A best friend duo find themselves entangled in a drug-ridden scheme to raise money for their school prom.
Why it matches: Similar story and style · both comedy
The Smokers (2000)
Three rebellious teenage girls decide to even the score in the battle of the sexes.
Why it matches: Similar story and style · both comedy
The Graduates (2007)
The experiences and relationships of five senior students at a rural high school, during the last year leading to graduation.
Why it matches: Similar story and style · both comedy
Good Old Daze (1995)
Ten years after their Upper Sixth, Bruno, Momo, Leon and Alain meet together in the waiting room of a maternity hospital. The father of the awaited baby is Tomasi, their best friend at that time, who died one month before due to an overdose. They remember their teenage, their laughs, their dreams, their stupid pranks... a description of the French youth in the middle of the seventies.
Why it matches: Similar story and style · both comedy
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Frequently asked questions
What are the best movies like Trippin'?
The closest matches to Trippin' are Sex Appeal (2022), How I Got Into College (1989) and My Sassy Girl (2008). Below are 27 more, each with the reason it matches.
What should I watch after Trippin'?
Start with Sex Appeal (2022), the closest match to Trippin'.
What is the highest-rated movie like Trippin'?
¿Quieres ser mi hijo? (2023), rated 8.4/10 by 378 TMDB users.
What is the newest movie like Trippin'?
Redwood Diaries (2026) is the most recent release on this list.
Are there English movies like Trippin'?
Yes: Sex Appeal (2022), How I Got Into College (1989) and My Sassy Girl (2008).
How are movies similar to Trippin' chosen?
First come films that Trakt’s viewers watch alongside Trippin', then TMDB’s recommendations and films it rates as similar in story and genre. Each pick says which signal put it there.