Movies Like Preppy Boys

If you liked Preppy Boys (2008), a movie directed by Mark Montana, here are 20 movies with a similar feel, based on TMDB's recommendations. Each one links to its cast, trailer and where it's streaming.

1
The Bachelor and the Bobby-Soxer (1947)
★ 6.9/10
Teenager Susan Turner, with a severe crush on playboy artist Richard Nugent, sneaks into his apartment to model for him and is found there by her sister Judge Margaret Turner. Threatened with jail, Nugent agrees to…
2
Porno (2019)
★ 6/10
When a group of naive teens working at a movie theater in a small Christian town discover a mysterious film hidden in its basement, they unleash an alluring succubus who gives them a sex education…written in blood.
3
The Girl Next Door (2004)
★ 6.8/10
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…
4
72 HOURS (2026)
★ 6.8/10
To save his career, a 40-year-old ad exec joins a crew of twentysomethings for a wild Miami bachelor party after they mistakenly add him to a group chat.
5
King Cobra (2016)
★ 5.8/10
It’s 2006, YouTube is in its infancy, and internet porn is still behind a paywall. Taking the stage name Brent Corrigan, a fresh-faced, wannabe adult video performer is molded into a star by Stephen, a closeted gay…
6
Old Fashioned (2014)
★ 6.4/10
A reformed frat boy opens an antique store in a college town and falls for the free-spirited girl who moves into the apartment above his shop. In time, this unlikely pair fall into a traditional courtship.
7
Barely Legal (2003)
★ 5.9/10
Teenager Deacon works at a video shop, and his buddies, Fred and Matt, sell the bootleg porno films he acquires. Deacon gets fired, but the pals have the bright idea of filming their own Internet porn flick in order to…
8
John Tucker Must Die (2006)
★ 6.1/10
After discovering they are all dating the same same guy, three popular students from different cliques band together for revenge, so they enlist the help of a new gal in town and conspire to break the jerk's heart…
9
uwantme2killhim? (2013)
★ 5.9/10
Based on the Vanity Fair article of the same title, a story about a young boy drawn into a web of lies through an online chatroom.
10
Tuff Turf (1985)
★ 5.9/10
The new guy in a Los Angeles high school, Morgan, does some singing and fights hotshot Nick over disco dancer Frankie.
11
Another Gay Movie (2006)
★ 5.9/10
Andy is your typical All-American eighteen-year-old gay virgin. Like everyone else, he's dying to have sex. Totally out of the closet and mad-crazy horny, this naïve high school senior is caught in that awkward vortex…
12
Love Me Love Me (2026)
★ 6.1/10
After her brother's death, June moves to Milan for a fresh start, finding comfort in Will, the perfect honor student at her new international school. But when his troubled best friend James—hiding a dangerous life in…
13
Three O'Clock High (1987)
★ 6.8/10
Nerdy high schooler Jerry Mitchell is assigned to write an article for the school paper about the infamous new delinquent transfer student, Buddy Revell. When Jerry accidentally invades Buddy's personal space and…
14
Rumble Fish (1983)
★ 7/10
Absent-minded street thug Rusty James struggles to live up to his legendary older brother's reputation, and longs for the days of gang warfare.
15
My Fake Boyfriend (2022)
★ 5.9/10
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…
16
Incoming (2024)
★ 6.4/10
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.
17
Pimp (2018)
★ 6.2/10
An urban love story set on the hard streets of the Bronx. A struggling female pimp, named Wednesday, grows up learning the game from her dad. Once he's gone she's left to look out for her prostitute mother and…
18
Magic Mike XXL (2015)
★ 6.1/10
Three years after Mike bowed out of the stripper life at the top of his game, he and the remaining Kings of Tampa hit the road to Myrtle Beach to put on one last blow-out performance.
19
My Policeman (2022)
★ 7.5/10
In the late 1990s, the arrival of elderly invalid Patrick into Marion and Tom’s home triggers the exploration of seismic events from 40 years previous: the passionate relationship between Tom and Patrick at a time when…
20
A Very Natural Thing (1974)
★ 7.1/10
When David, an ex-monk still in his twenties meets Mark, he falls hard; soon he's asked Mark if they can live together. Things go well for awhile, and then differences in their definition of "commitment" begin to push…