Best movies like The Mysteries of Pittsburgh
Sometimes life leads you to the most mysterious places.
A unique, carefully handpicked, selection of the best movies like The Mysteries of Pittsburgh Starring Jon Foster, Peter Sarsgaard, Sienna Miller, Mena Suvari, and more. If you liked The Mysteries of Pittsburgh then you may also like: Watercolors, Normal Adolescent Behavior, Just Looking, Kiss the Bride, Another Gay Movie and many more popular movies featured on this list. You can further filter the list even more or get a random selection from the list of similar movies, to make your selection even easier.
Based on Michael Chabon's novel, the film chronicles the defining summer of a recent college graduate who crosses his gangster father and explores love, sexuality, and the enigmas surrounding his life and his city.
The Mysteries of Pittsburgh
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Normal Adolescent Behavior
High school student Wendy has an odd relationship with her five friends: They're openly sexual with each other, swapping partners every week. But this is all thrown into turmoil when she meets Sean, a new student in school who has a crush on her. Wendy wants to be with Sean, but doesn't want to disappoint her friends, whom she has known since grade school. When she does decide to leave them, her best friend, Billie, threatens revenge.
Just Looking
It's 1955. Lenny is a 14-year old boy who is totally fascinated by sex. He is too scared to "do it," so he dedicates his summer to seeing two other people do it. Easier said than done. Caught in the act of spying, his mother and stepfather ship him off to spend the summer with his aunt and uncle in "the country" -- Queens. His plan looks like a bust and his summer seems destined for boredom, until he meets a whole new group of friends -- young teens who have a "sex club."
Kiss the Bride
In high school, Matt and Ryan were best friends. More than friends, actually. But in the ensuing ten years, they've lost contact. So when Matt receives an invitation to Ryan's wedding he's surprised - especially that Ryan is marrying a woman!
Another Gay Movie
In the dirtiest, funniest, most scandalous gay-teen-sex-comedy-parody ever, four young gay friends make a pact to lose their virginity by the end of the summer. The boys soon face giant sex toys, naked celebrities, masochistic teachers and an uncontrollable romance with a quiche.
August
August tells the story of two former lovers, Troy and Jonathan, who reunite after a long ago painful breakup. After spending several years in Spain, Troy returns to Los Angeles and decides to phone Jonathan and meet for coffee. A seemingly innocent rendezvous turns into an attempt to revive passions past. Only this time it's not that simple as Jonathan has a new beau, Raul, and is trying to make the right decision a second time around.
A Night in the Life of Jimmy Reardon
A recent high school graduate is faced with two options, either go to a business school where his father wants him to go to, or get a full time job. However he decides to defy his father and go to Hawaii. Trouble is he has no money. Along the way he comes to understand his parents and eventually bonds with his father.
The Last American Virgin
The friendship of a group of young friends struggling with teen sex, drugs, and work is jeopardized by a romantic interest which may turn pals into bitter rivals.
Get Real
Steven spends his school days longing for all-star athlete John. But John has a gorgeous girlfriend, and Steven is still in the closet about being gay. The only one who knows the teenager's secret is his friend Linda. After a curious run-in with John in a public restroom, Steven starts to wonder if the jock is straight after all. When they start a romance, it threatens to expose the truth about both of them.
Torch Song Trilogy
A very personal story that is both funny and poignant, TORCH SONG TRILOGY chronicles a New Yorker's search for love, respect and tradition in a world that seems not especially made for him.
Two Moon Junction
A young Southern débutante temporarily abandons her posh lifestyle and upcoming, semi-arranged marriage to have a lustful and erotic fling with a rugged drifter who works at a local carnival.
Different for Girls
Paul reunites with his schoolmate Kim, and finds out she's actually a woman who has transitioned since they last met. She has no desire to stir up the past and they start to fall in love, but Paul's immaturity gets them in trouble.
Friends with Benefits
Dylan and Jamie think it's going to be easy to add the simple act of sex to their friendship, despite what Hollywood romantic comedies would have them believe. They soon discover however that getting physical really does always lead to complications.
Geography Club
A coming-of-age movie that tells a story unfolding in every high school around the country -- a story of kids hiding their true identities in plain sight, even as they feverishly pursue their hearts' desires.
Hannah Takes the Stairs
Hannah is a recent college graduate interning at a Chicago production company. She is crushing on two writers at work, Matt and Paul, who share an office and keep her entertained. Will a relationship with one of them disrupt the delicate balance of their friendship?
Finding Bliss
Jody Balaban, an aspiring filmmaker, is fresh to L.A. with New York film school accolades and the dream of making her movie. Unable to get a job where she can use the skills she so finely honed, Jody must edit adult entertainment to make ends meet. The uncompromising desire to make her movie, leads Jody to secretly film in the porn studio facilities at night - until she is caught in the act.
Beach Rats
On the outskirts of Brooklyn, Frankie, an aimless teenager, suffocates under the oppressive glare cast by his family and a toxic group of delinquent friends. Struggling with his own identity, Frankie begins to scour hookup sites for older men.
The First Turn-On!!
A group of teenage summer campers and one counselor share the stories of their first sexual experiences when an avalanche traps them in a cave...
Gerontophilia
Lake is in a straight relationship with Desiree but finds himself becoming attracted to men at the pool. When he cannot control his desires any longer, he starts working at an adult home and begins a relationship with a much, much older man.
Winter Break
Viscerally experience a "year off" in Aspen, Colorado with a group of recent college grads who have elected to defer graduate school and career opportunities to ski, snow-board, climb, party, fall in love and basically live life to its absolute fullest out in this spectacular mountain town.
Sugar
Cliff receives an unusual 18th birthday gift from his younger sister — marijuana, alcohol, a subway token and the mission to lose his virginity. This results in Cliff meeting a young street hustler named Butch. At first, as Butch introduces Cliff to gay street life in Toronto, Cliff is excited by his new relationship. But as the two grow closer, he finds that Butch has problems, including drug addiction, that are cause for serious concern.
Americano
"Americano" centres around Chris McKinley (Jackson), a recent college graduate backpacking through Europe who savours his last three days of freedom before boarding the career fast track back in the United States. In Pamplona with two friends (Timm Sharp and Ruthanna Hopper), Chris meets an Australian thrill-seeker (Phil Barantini), a quintessential Spanish beauty (Varela) and an enigmatic provocateur (Dennis Hopper), all of whom encourage him to rethink his life. As the minutes and seconds until his departure tick away, Chris struggles with an age-old question: Should he follow the beaten path or risk it all on the road less travelled?
Whole New Thing
Socially isolated by his parents, an androgynous teen enrolls in high school and develops a crush on his male teacher.
Live Nude Girls
A group of old friends at a Hens Night discuss their issues, uncertainties, fears and fantasies.
LUZ
Ruben and Carlos become cellmates in a minimum-security prison. While Ruben struggles to learn the ropes of daily life and where he falls in the complex hierarchical prison system, Carlos becomes a mentor and then eventually a lover. The two men develop feelings for one another they can't easily express. As time moves on and one of them is released before the other, there are questions looming as to whether what they had was real or simply out of the need for human connection.
Threesome
At a sizable public college, high-minded student Eddy is forced to room with the slovenly Stuart, but the pair strike up a surprising friendship. When attractive co-ed Alex is assigned to live with the two male students because of her gender-neutral name, a roundabout love triangle ensues. Eddy secretly yearns for Stuart, who wants Alex, but she prefers Eddy. The complex situation leads to sexual experimentation and strained relationships.
Easy Sex
Packard Schmidt is a burnt-out, middle-aged college English professor. In a desperate attempt to restore some sense of vitality to his lonely existence he embarks on a series of impulsive romantic exploits resulting in a cavalcade of disaster both personally and professionally. These disasters change and educate Pack and serve eventually as a meditation on the meaning and power of desire, loss, and love.
Friends & Lovers
Friends for ten years, a group of twenty-somethings head for the ski slopes as guests of Ian's father. (Ian and dad are estranged because dad worked too many hours when Ian was a lad.) Dad has something to say, but Ian won't listen. Meanwhile, David is gay and virginal; Ian's business partner, Keaton, is unhappy that his sister Jane is pregnant with no plans to tell the father; Lisa is everybody's pal and no one's lover; John, stuck in adolescence, is always on the make. He brings German-born stunner, Carla, and promptly loses her affection to Hans, a fast-talking ski instructor. David meets Manny: they have chess in common. Soon, surprises abound as relationships take new turns.
Long-Term Relationship
Tired of the unsatisfying singles scene, Glenn answers a personal ad and meets Adam, a handsome Southern man seeking a long-term relationship. The two hit it off immediately, but their initial attraction is soon put to the test. Glenn's gay friends say he'd be happier playing the field again, but his straight pals encourage him to work at the budding relationship.
Wild Cherry
A virginal high school senior decides to get revenge on her jock boyfriend when she discovers he's only dating her in hopes that she'll end up in his team's "bang book."
The Guest House
Before leaving for college, a recently dumped goth girl's life changes forever when she falls in love with a smart and professional college grad who is staying in the family's guest house.
Getting Go: The Go Doc Project
Too shy to make a proper introduction, a recent college grad devises to shoot a documentary about the NYC nightlife scene in order to meet the go-go guy he’s cyber-obsessed with.
Women in Revolt
Candy is an aloof heiress caught in an unhappy relationship with her brother. Jackie is a virginal intellectual who believes women are oppressed in contemporary American society. And Holly is a nymphomaniac who has come to loathe men, despite her attraction to them. Together, they join a militant feminist group, P.I.G. (Politically Involved Girls), but their newfound liberation doesn't make them any happier.
Coffee Date
Todd's life takes a turn when his friendship with a homosexual causes everyone in his life to start questioning his sexuality.
Saturday Night at the Baths
The Continental Baths, a favorite hangout of New York homosexuals, provides the background of this socially conscious comedy drama that tries to examine the relationships between gay and heterosexual people. The story centers around a macho, heterosexual piano player who gets a job at the notorious nightclub and must therefore reconsider his attitudes. His girl friend helps him too. In the end, he winds up becoming sure of his sexuality when he tries to sleep with a gay man.
Splinterheads
SPLINTERHEADS introduces Thomas Middleditch as Justin Frost, a twenty-something slacker whose “thing” is that he has no “thing” at all. When a small-time carnival rolls into town, he meets Galaxy (Rachael Taylor), a gorgeous con artist, or “splinterhead,” who has more “things” going for her than anyone he has ever met.
Latin Boys Go to Hell
A cute, openly gay latin boy's hormones go into overdrive when his hunky cousin Angel arrives for an extended stay. The two explore the young and sometimes dangerous gay scene in the city's Latin neighborhood, with surprising outcomes.
Hollywood, je t'aime
Recently broken up and barely enduring a dreary winter, gay Parisian Jérôme Beaunez impulsively books a solo Christmas vacation to Los Angeles. While there he meets some colorful locals and pursues a dormant desire to become a movie star - but never can quite put the past behind him. In this meditation on love and narcissism across continents, Jérôme goes far in the sun-drenched City of Angels but ultimately arrives at an old Hollywood maxim: there's no place like home.
Finding Me
Faybien Allan has it all going on; he's young, stylish, and knows the importance of being seen with hip friends at NYC's trendiest spots. But beneath the sparkle of his nightlife and his stunning good-looks, is a man buckling under his father's homophobia. Filled with self-loathing and desperate for direction, he meanders through life until meeting Lonnie, a confident activist with a flirtatious smile. However, despite their obvious chemistry and fireworks in bed, Faybien's insecurities have him looking for the door. Can a budding romance and a few good friends keep him from making the biggest mistake of his life?
Hide and Seek
Four fragile young people flee London to start an unconventional utopia, creating a world of fantasy that overwhelms them.
Shank
Teenage gang member Cal, hides his sexuality from his fellow gang members despite their often violent dislike of anyone that isn't the same as them, be they unsuspecting shoppers, foreign students, gays, etc. When his world collides with Olivier, a student he rescues from a pointless beating, he encounters a lifestyle that presents as many new experiences as it does obstacles.
Happy Endings Sleepover
American CIA Field Operative, Johnnie Allen, is assigned to Denmark for his first mission. An American spy highly placed in the Kremlin is to be spirited out of Russia, and it is Johnnie's job to get him safely to Antwerp where the agent will board a freighter. Johnnie, who is a young gay man, meets and falls in love with a Danish lad named Sander, who is apparently straight. Wanting to keep his friend close to him, he makes the mistake of bringing him on the mission. What will become of their friendship if Johnnie confesses his love to Sander? And is the Russian agent all he seems to be? Set against a backdrop of European espionage, Happy Endings Sleepover is a celebration of gay youth in a world where love should never be Top-Secret.
Beyond the Walls
Paulo, a young pianist, meets Ilir, a double-bass player originally from Albania. It's love at first sight. Confronted by Anka, Paulo finds himself out on the street. Despite Ilir's misgivings, Paulo moves in with him. One day, when Paulo promises that he will love Ilir for the rest of his life, Ilir leaves the city and doesn't return. A few days later, Paulo finds out that Ilir is in jail, and the two lovers embark on an heart-breaking relationship.
Watercolors
Carter, a troubled teen stays with a friend of his dads and starts flirting with her son Danny. After the weekend school returns, however Carter a school jock tells Danny he does not want to be seen with him at school. Their relationship grows outside school hours though & soon enough Danny falls in love with Carter & after Danny is attacked romance ensures, but can it last.