20 best movies like Sun Alley (1999)

Leelee Sobieski is brash, abrasive and vulnerable as a teenage child of divorce who hides her pain behind a mask of hard-edged gothic rebellion. Albert Brooks plays a man who is her total opposite, a precise and well-ordered menswear store owner of forty-nine who manages limited expectations and protects lonely secrets with pleasant ritual and quiet, ironic reserve. These two total opposites collide in conflict then come together in a surprising alliance, changing each other's lives forever.

A socially inept fourteen year old experiences heartbreak for the first time when his two best friends -- Cappie, an older-brother figure, and Maggie, the new girl with whom he is in love -- fall for each other.

Mandy Moore stars as Halley, a young hip high school student who's convinced true love doesn't exist based on the crazy relationships around her. Her mother is divorcing her father who is dating a younger woman Halley can't stand. Her crazed sister is planning a wedding but has second thoughts and her best friend has fallen madly in love for the first time leaving Halley to feel even more alone.

Naive Midwestern prep student Jonathan bonds with his more worldly roommate, Skip, who takes the small-town boy under his wing. At Skip's urging, the inexperienced Jonathan is emboldened to seek out older women in the cocktail lounges of nearby Chicago, where he meets and beds the alluring Ellen, who unfortunately turns out to be Skip's mother. The division between the friends is further deepened when a cheating scandal engulfs the school.

Jake and Kristy Briggs are newlyweds. Being young, they are perhaps a bit unprepared for the full reality of marriage and all that it (and their parents) expect from them. Do they want babies? Their parents certainly want them to. Is married life all that there is? Things certainly aren't helped by Jake's friend Davis, who always seems to turn up just in time to put a spanner in the works.

Four young people navigate the suburban wonderland of metro-Detroit looking for love and adventure on the last weekend of summer.

A hard-partying high school senior's philosophy on life changes when he meets the not-so-typical "nice girl."

Megan is an all-American girl. A cheerleader. She has a boyfriend. But Megan doesn't like kissing her boyfriend very much. And she's pretty touchy with her cheerleader friends. Her conservative parents worry that she must be a lesbian and send her off to "sexual redirection" school, where she must, with other lesbians and gays learn how to be straight.

Greg is coasting through senior year of high school as anonymously as possible, avoiding social interactions like the plague while secretly making spirited, bizarre films with Earl, his only friend. But both his anonymity and friendship threaten to unravel when his mother forces him to befriend a classmate with leukemia.

A clinically depressed teenager gets a new start after he checks himself into an adult psychiatric ward.

What To Do In Case of Fire? tells the humorous and touching story of six former creative anarchists who lived as house squatters in Berlin during its heyday in the 80s when Berlin was still an island in the middle of the former eastern Germany. At the end of the 80s they went their separate ways with the exception of Tim and Hotte, who have remained true to their ideals and continue to fight the issues they did as a group. In 2000, with Berlin as Germany's new capital, an event happens forcing the group out of existential reason to reunite and, ultimately, come to grips with the reason they separated 12 years ago.

Two youngsters declare to their parents that they want to get married. Not sometime in the future but as soon as possible.

When Juli meets Bryce in the second grade, she knows it's true love. After spending six years trying to convince Bryce the same, she's ready to give up - until he starts to reconsider.

When Momo leaves his small home town to go to university, he is full of enthusiasm and confidence, but slowly the pressures of study and campus living begin to grind him down. Half way through his course he finds himself at a crossroads with both his relationship and studies.

A gay teenager finds out who he is and what he wants, who his friends are, and who loves him, in this autobiographical tale set in middle U.S. in the 1980s. Growing up, learning about life, love, sex, friends, and lovers.

15-year-old deep-thinking Welsh schoolboy, Oliver Tate struggles to initiate and maintain a relationship with Jordana, his devilish, dark-haired classmate at their Swansea high school. As his parents' marriage begins to fall apart, similar problems arise in his relationship with Jordana.

A headstrong young teacher in a private school in 1930s Edinburgh ignores the curriculum and influences her impressionable 12 year old charges with her over-romanticized world view.

Malcolm is carefully surviving life in a tough neighborhood in Los Angeles while juggling college applications, academic interviews, and the SAT. A chance invitation to an underground party leads him into an adventure that could allow him to go from being a geek, to being dope, to ultimately being himself.

Awkward teenager Charlie Bartlett has trouble fitting in at a new high school. Charlie needs some friends fast, and decides that the best way to find them is to appoint himself the resident psychiatrist. He becomes one of the most popular guys in school by doling out advice and, occasionally, medication, to the student body.

The film follows Grace, a young woman whose irresponsible mother blows her college fund on her younger sister's beauty pageant campaign.

A story about a young girl who leaves her hometown to pursue her dream of becoming a famous punk artist.

A coming-of-age tale about an adolescent boy and his efforts to fit in amongst a varied cast of characters.

Terri, a pajama-clad, disaffected high school student learns how to engage the world with the help of Mr. Fitzgerald, his assistant principal.

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.

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.

The story of an aspiring young filmmaker's encounter with a grumpy fount of movie lore.

The employees of an independent music store learn about each other as they try anything to stop the store being absorbed by a large chain.

Dylan Schoenfield is the pink princess of the upscale Los Angeles Woodlands Academy. She has the coolest boyfriend, the most popular friends, and a brand-new it bag that everyone covets. But when she accidentally tosses her Serge Sanchez bag into a fountain, this princess comes face-to-face with her own personal frog, self-professed film geek Josh Rosen. In return for rescuing Dylan's bag, Josh convinces Dylan to let him film her for his documentary on high school popularity. Reluctantly, Dylan lets F-list Josh into her A-list world, and is shocked to realize that sometimes nerds can be pretty cool. But when Dylan's so-called prince charming of a boyfriend dumps her flat, her life and her social status comes to a crashing halt. Can Dylan win the Woodlands Academy Fall Formal Blossom Queen crown? Can Josh win the Woodlands Academy 10th Annual Film Festival? Can Dylan, with Josh's help, pull the pieces together to create her own happily-ever-after?

The tale of a ten-year-old boy in a Catholic school who, following the death of his beloved grandfather, embarks on a quest to discover the meaning of life.

Story revolves around a young boxer, Izzy Daniels, who trains to follow in his father's footsteps by winning the Golden Glove. When his friend, Mary, however, asks him to substitute for a team member in a Double Dutch tournament, the young man discovers a hidden passion for jump roping

The romantic and coming-of-age misadventures of a 13-year-old American living in Germany.

A sex therapist goes through puberty after the successful removal of a benign tumor resting against his pituitary gland. He experiences all the changes and effects of puberty over a three-week period.

Amy, a naive college graduate who believes she's destined to be a great poet, begrudgingly accepts a job at a sex shop while she pursues a mentorship with reclusive writer Rat Billings.

Meet Joel Goodson, an industrious, college-bound 17-year-old and a responsible, trustworthy son. However, when his parents go away and leave him home alone in the wealthy Chicago suburbs with the Porsche at his disposal he quickly decides he has been good for too long and it is time to enjoy himself. After an unfortunate incident with the Porsche Joel must raise some cash, in a risky way.

Henry and Nicky are small town pals from blue collar families with only a short time before they ship off to World War II. Henry begins romancing new-to-town Caddie Winger, believing her to be wealthy. Mischievious and irresponsible, Nicky gets into trouble which forces the other two to become involved, testing their relationship, as well as the friendship between the boys.

A boy growing up in Dublin during the 1980s escapes his strained family life by starting a band to impress the mysterious girl he likes.

Georgia Nicolson is fourteen, lives with nosey parents who don't understand her, an annoying three year old sister and has to wear a beret to school. She would, however, rather be blonde, have a smaller nose and a boyfriend. Revolving around her hilarious journal entries, prepare to be engulfed in the world of the soaring joys and bottomless angst of being a teenager.

When new kid in town Ed Wallis is given an assignment to interview an older person, he turns to his mysterious neighbor, Ashby Holt for help. That new connection leads to unexpected journeys for both of them, as Ashby – who turns out to be a retired CIA assassin – deals with a terminal prognosis, and Ed deals with adjusting to life with his newly single mom and developing relationship with a brainy classmate, Eloise.

Na'ama is seventeen. She lives in a sleepy suburbia. She is bored. With detached parents and a rebellious older sister, her life at home is a mess. It all changes when a new girl appears at school. She's introduced to a world of drugs, lesbians and sex. She's thrilled. Her life, at last, becomes exciting. Is it going to last? "Barash" is a coming of age story, planted in the heart of Israeli society, about a young woman who struggles to find her self-identity in an environment that has different ideas about sex, drugs and love.

A coming-of-age story that follows 12-year-old Andy Nichol, a bright student who, like most kids his age, will do anything to avoid conflict for fear of suffering overwhelming ridicule and punishment from his junior high school peers.

Rebellious footballer Johnny, falls for cheerleader Tracy. They come from opposite backgrounds; she's from a comfortable well off family, he is poor and broken. Tracy already has a boyfriend but he acts like a jerk, so Johnny has to win Tracy's heart - something she seems reluctant to let him do.

Unsure of what to do next, 23-year-old Marnie tries her best to navigate life after college. Still partying like there's no tomorrow, Marnie drags herself out of bed for her miserable temp job and can't decide whether she's wasting her time going after best buddy Alex, who doesn't seem to be interested.

A romantic drama set in 1961 that follows a young studio extra's ambitious efforts to reunite with the French girl he loves after being separated by the construction of the Berlin Wall.

It's almost graduation day for high school seniors Troy, Gabriella, Sharpay, Chad, Ryan and Taylor ― and the thought of heading off in separate directions after leaving East High has these Wildcats thinking they need to do something they'll remember forever. Together with the rest of the Wildcats, they stage a spring musical reflecting their hopes and fears about the future and their unforgettable experiences growing up together. But with graduation approaching and college plans in question, what will become of the dreams, romances, and friendships of East High's senior Wildcats?

1956: The shy Jonathan's luck with girls changes when he wins the rebellious Gene as a friend in his last year of high school. Gene is adored by many girls and manages to teach Jonathan a few lessons. Gene himself would rather just be with one girl: his girlfriend Bunny. But since his father is poor, her parents don't accept him.

Olive, an average high school student, sees her below-the-radar existence turn around overnight once she decides to use the school's gossip grapevine to advance her social standing. Now her classmates are turning against her and the school board is becoming concerned, including her favorite teacher and the distracted guidance counselor. With the support of her hilariously idiosyncratic parents and a little help from a long-time crush, Olive attempts to take on her notorious new identity and crush the rumor mill once and for all.

Set in New York City in the sweltering summer, The Wackness tells the story of a troubled teenage drug dealer, who trades pot for therapy sessions with a drug-addled psychiatrist. Things get more complicated when he falls for one of his classmates, who just happens to be the doctors daughter. This is a coming-of-age story about sex, drugs, music and what it takes to be a man.

A quirky teen with a penchant for war reenactments, Kelly Ernswiler obsesses over military tactics with his buddy Bart. The school bully is one of Kelly's regular headaches, and he also has to deal with a frustrating situation at home, where his father is a recovering drug addict. Kelly's life gets even more complicated when he falls for Tabby, Bart's pretty and soon-to-be-wed older sister.

Summer of 1963. Carson is getting married to her boyfriend so her friends Melaina, Pudge and Luanne take her to Myrtle Beach for one last irresponsible weekend.

A mischievous young boy, Tom Sawyer, witnesses a murder by the deadly Injun Joe. Tom becomes friends with Huckleberry Finn, a boy with no future and no family. Tom has to choose between honoring a friendship or honoring an oath because the town alcoholic is accused of the murder. Tom and Huck go through several adventures trying to retrieve evidence.