Best movies like The Adventures of Sebastian Cole

A movie about sex, rebellion and a stepfather named Henrietta.

A unique, carefully handpicked, selection of the best movies like The Adventures of Sebastian Cole Starring Adrian Grenier, Clark Gregg, Aleksa Palladino, Margaret Colin, and more. If you liked The Adventures of Sebastian Cole then you may also like: Watercolors, Welcome Home, Bobby, Wild Side, Wild Tigers I Have Known, Winter Stories 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.

Hank marries the divorced Joan, who's the mother of teens Sebastian and Jessica. After living with his new family for years, Hank announces that he's getting a sex change operation. The family deserts Hank, with Jessica going her own way and Sebastian staying with his mom. But Joan becomes an alcoholic, so Sebastian moves back in with Hank — now Henrietta — who turns out to be far more supportive than anyone else.

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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.

Welcome Home, Bobby

When a Chicago teen is arrested for drug possession, the ensuing investigation reveals that he has had sexual contact with an older man. Discovering his sexual encounter, other students start shunning him and call for his expulsion from school. His father as his conservative blue-collar dad also rejects him, while his mother does try to offer support.

Wild Side

A transgender woman returns – with her two male lovers – to her family home in the countryside to look after her dying mother.

Wild Tigers I Have Known

A lyrical telling of the coming of age of a 13-year-old boy who learns to cope with his new found sexuality and his unrequited love for the cool kid in school.

Winter Stories

An adult Martin Roy reminisces about his life in the 1966/67 school year. At fifteen years old and in his last year of junior high school, he breathed, ate and slept hockey. He collected hockey cards, played street hockey with his friends, tried skating and ice hockey for the first time in his life, but was most fascinated with his local national league team, the Montréal Canadiens, and its star player, Henri Richard. He dreamed of growing up and working for the Canadiens franchise. But a more immediate goal was to get tickets to one of their games, using M. Richard and his banker father, Hervé, as possible conduits to that goal.

The Wise Kids

A vivid, dynamic Southern coming-of-age drama, takes place in the transitional space between high school and college, when life seems to be all questions and no answers, and the future is scarily wide open. Set in and around a Charleston, SC Baptist church, weaving through this ensemble piece are three main characters - Brea, an introspective pastor's daughter experiencing debilitating doubt, the hyperactive Laura, Brea's best friend and a devout believer, and Tim, the open-hearted son of a single father, confronting his homosexuality for the first time. Tensions and buried feelings abound, as colleges are chosen and adults behave badly, as Brea, Laura and Tim attempt to hang onto what they have, all the while yearning to break free.

Orange County

Shaun Brumder is a local surfer kid from Orange County who dreams of going to Stanford to become a writer and to get away from his dysfunctional family household. Except Shaun runs into one complication after another, starting when his application is rejected after his dim-witted guidance counselor sends in the wrong form.

Juno

Faced with an unplanned pregnancy, an offbeat young woman makes an unusual decision regarding her unborn child.

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!

Bart Got a Room

Danny Stein, a high school senior at the bottom of the social food chain, needs a prom date. As a cause of anxiety for Danny, Bart Beeber, the nerdiest guy in school, has already found a date. At the same time, Danny's divorced parents are both looking for relationships again.

Breakfast on Pluto

In the 1970s, a foundling lass, Patrick "Kitten" Braden, comes of age by leaving her Irish town for London, in part to look for her mother and in part because her transgender nature is beyond the town's understanding.

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 Curiosity of Chance

It’s the ‘80s once again, new wave angst and genderbending fashion are all the rage, but new kid at school, Chance Marquis, is trying to find new ways to stand out. Being an odd and somewhat awkward teenager makes him the target of the school bully. To deal with this dilemma, Chance turns to the opposite ends of the high school spectrum for help. On one side is the flamboyant drag queen and at the other, the varsity jock, Levi Sparks with whom Chance develops a unique friendship.

6.8 / 10 1998 Drama Romance
suggested by: user7226xqulwb

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.

Drive Me Crazy

Nicole and Chase live next door to each other but are worlds apart. However, they plot a scheme to date each other in order to attract the interest and jealousy of their respective romantic prey. But in the mist of planning a gala centennial celebration, Nicole and Chase find that the one they always wanted was closer than they ever thought.

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.

Edge of Seventeen

1984, Sandusky, Ohio. A naive 17-year-old navigates heartbreak and self-expression as he explores his sexuality.

FIT

Takes a look at gay and straight love among the new millennials. Everything from secret crushes to homophobic attitudes are revealed by the rambunctious students taking Drama and Dance from Loris. None of the teens are what they seem at first glance, with gay hearts lurking behind tough exteriors and straight kids expressing themselves in many ways.

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.

Giant Little Ones

Two popular teen boys, best friends since childhood, discover their lives, families, and girlfriends dramatically upended after an unexpected incident occurs on the night of a 17th birthday party.

L.I.E.

In the space of a week, Howie loses nearly everything and everyone he knows and is left to navigate his adolescence virtually unsupervised.

The Incredibly True Adventure of Two Girls in Love

An adventurous love story between two young women of different social and economic backgrounds who find themselves going through all the typical struggles of a new romance.

Golden Delicious

Golden Delicious is a coming-of-age story about an Asian-Canadian teenager who is torn between his girlfriend’s dreams of their future and his father’s ambition, all the while struggling with finding himself and following his own desires.

Dare

An aspiring actress, her misfit best friend, and a loner become engaged in an intimate and complicated relationship.

The Mudge Boy

Chronicling the troubled existence of Duncan Mudge, a 14-year-old misfit who—while vying for the attention of his vacant father—struggles to fill the void brought on by his mother's sudden death.

3.5 / 10 2001 Comedy Drama
suggested by: ShadowShark

Alex in Wonder

A girl in the 1970s dreams of becoming a ballerina while struggling with the divorce of her kooky parents.

Fat Girls

A gay theater-obsessed Texan high school senior has his heart set on Broadway stardom with an eye out for love. With the help of his 300-pound best girl friend, he embarks on a winning journey of self-discovery.

Glue

A teenage summer in a small town in the desert, a dysfunctional family, a rock band, a can full of glue, two boys, one girl, loads of tongue kisses, dry heat, wind in Patagonia, existential angst... A teenage story in the middle of nowhere.

Some Freaks

A charming romance develops between a boy with one eye and an overweight girl, though when she loses weight after going to college, their relationship is tested in devastating ways they never dreamed would happen.

6.1 / 10 2005 Comedy Drama
suggested by: NighttimeNightingale

Whole New Thing

Socially isolated by his parents, an androgynous teen enrolls in high school and develops a crush on his male teacher.

Prom Queen: The Marc Hall Story

Marc Hall, a young man living in Quebec, registers his prom date as per his Catholic school's rules. He is denied his request, because his prom date is a boy. Marc Hall is an openly gay teenager in a very conservative Catholic school. This film documents his struggles (legal, emotional, ethical and personal) to be himself and to live his life the way he deems best. With the help of friends, family and supporters, "Cinderfella" makes it to the ball, With his Prince Charming.

The Sex of the Stars

A 12-year-old girl faces a father she hardly remembers after his transition into a woman.

Transamerica

Bree is about to get a sex reassignment surgery that will finally allow her to actually be what she’s already been in her mind for a long time: a transitioned woman. Yet before this happens she suddenly runs into her son who ends up coming for the trip across the United States.

Tru Loved

Recently relocated from San Francisco to conservative suburbia by her lesbian mothers, Tru struggles like all teens to fit in and find love, but her quest is complicated by sexual politics, closed minds, and closeted friends as she seeks to establish her school's first Gay-Straight Alliance.

Almost Normal

A gay man approaching a mid-life crisis is tired of being different because he is gay. He wants to be normal. Suddenly he is yanked back in time to when he was in high school. But this time, the world is gay and to be straight is considered deviant behavior. Then something else happens. He meets a girl. And suddenly normal becomes ...well almost normal.

Dream Boy

The story of Nathan, a young teenager who tries to flourish in a romantic relationship with neighbour Roy. The two young men will have to face the brutal reality of the rural south of the United States in the late 1970s.

Date and Switch

Two guys who make a pact to lose their virginity before prom find their friendship tested when one of them comes out of the closet.

The Christine Jorgensen Story

Christine Jorgensen goes to 1950s Denmark and makes headlines for having the first sex-change operation.

An Angel Named Billy

Mark Anderson, a recent stroke victim who is frail and weak. Also, his best friend Thomas, a classic over the hill drag queen desperate for love and happiness. Mark and Thomas have a master plan, to find Mark's son, James Anderson the love of his life once and for all.

First Girl I Loved

Seventeen-year-old Anne just fell in love with Sasha, the most popular girl at her L.A. public high school. But when Anne tells her best friend, Clifton—who has always harbored a secret crush on her—he does his best to get in the way.

Whatever

A New Jersey teen faces her impending adulthood, dreaming of a life as a successful New York artist. But when she gets caught up in the carefree sport of pre-AIDS sex and drugs, her future becomes less certain.

The Truth About Jane

Jane, a high school teenager, tries to deal with the discovery that she is a lesbian after developing an intense friendship with another girl who makes her discover her true sexuality, which is only the start of Jane's troubles when Jane's unaccepting mother, Janice, struggles with her surprising revelation of brought forth by her only daughter.

Normal

A Midwestern husband and father announces his plan to have a sex change operation.

5.8 / 10 1996 Drama Comedy
suggested by: user492pombslcf

Manny & Lo

A pregnant teen and her younger sister run away from foster homes and kidnap a woman whom they believe can help with the pregnancy.

Zerophilia

In this provocative teen comedy, Luke, a young man insecure about his masculinity discovers he's a Zerophiliac, with the ability to change sex at will. Join Luke as he journeys into the extraordinary world of Zerophilia where so many crazy questions arise, only one question matters: "Whom do you love?"

Like It Is

A young, bare-knuckle boxer Craig moves from Blackpool to London, where he falls for a twenty-something music producer, Matt. Trouble ensues when shy, awkward Craig tries squeezing into Matt's glib lifestyle and Matt's scheming boss tries to break up the couple.

Boys Life 2

Compilation of four short films, "Must Be the Music", "Nunzio's Second Cousin", "Alkali, Iowa", and "The Dadshuttle", of gay interest.

Two-Bit Waltz

Suspension from school, the loss of a friend, a broken heart and lack of inspiration lead to Maude's downfall in this romp through teenage error. Your teenage years are never easy… but for Maude, things couldn't be worse. Within one week, she is suspended from school, stranded by her best friend, dumped by the boy she loved and inherits an enormous amount of money with the passing of her grandmother– only to be claimed under one condition: Maude must prove by age 18 that she knows exactly what to do with her life. But with her 18th birthday rapidly approaching, Maude must dive into a world of self-discovery or else lose the inheritance.

Ekaj

EKAJ is a love story between two drifters, a naive teenager and a hustler. Ekaj meets Mecca who takes him under his care. Mecca has AIDS and multiple problems of his own. He is high all day but still manages to be the only voice of reason in Ekaj’s hopeless world. They cruise the city together looking for money and places to stay. Although Ekaj makes some money as a prostitute, he finds himself discarded, and lacking what it takes to survive in the city. Their mutual loneliness leads to genuine friendship.

The Truth About Alex

Brad Stevens and Alex Prager are best friends. They are both popular high school students and key members of the football team. Brad is up for nomination to West Point, and Alex is a talented pianist who’s counting on his football skills to land him a university scholarship. But their lives are turned upside down when one day Alex admits that he is gay.

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