Best movies like The Careless Years

Girls From The "Right" Kind Of Home...Stumbling Into The "Wrong" Kind Of Love!

A unique, carefully handpicked, selection of the best movies like The Careless Years Starring Dean Stockwell, Natalie Trundy, John Larch, Barbara Billingsley, and more. If you liked The Careless Years then you may also like: Words on Bathroom Walls, Orange County, The Restless Years, Rose Bowl, Run Hide Fight 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.

A high school girl from a wealthy family falls for a fellow student from a poor family. Both families disapprove, and, unable to stand the pressure, the couple quit school and flee to Mexico.

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Words on Bathroom Walls

Diagnosed with a mental illness halfway through his senior year of high school, a witty, introspective teen struggles to keep it a secret while falling in love with a brilliant classmate who inspires him to open his heart and not be defined by his condition.

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.

Rose Bowl

Paddy O'Riley and Ossie Merrill, Bellport high school football heroes, enroll in distant colleges; Paddy at a small school in the East, where he is barely a substitute, and Ossie at a powerhouse-football school, where he is an instant star and all-American candidate. They leave behind Cheers Reynolds, who is fond of Paddy, who works in her family's drugstore, but she loves Ossie almost as much as he loves himself. Paddy makes friends with team fullback Dutch Schultz, who accompanies him on vacation, and they arrive back in Bellport just as Ossie is also coming home on break. Florence Taylor is also in town on a film junket. Unknown to any of the others, Paddy and Florence had gone to high school together. Back at school and three years later, Paddy and Dutch learn that their football team could get invited to the coveted Rose Bowl to play against Ossie's team, if it could get enough publicity (pre-BCS days) that would attract a large crowd...

Run Hide Fight

A 17-year-old girl uses her wits, survival skills, and compassion to fight for her life, and those of her fellow classmates, against a group of live-streaming school shooters.

Just Peck

At 104 pounds dripping wet, baby-faced sophomore Michael Peck (age 15) is not exactly the coolest guy at American High. Peck’s teachers make him feel like an idiot, his classmates make him feel like a geek and his home life is just as bad, with parents who schedule family time in their planners and require him to sign contracts with them about his extra-curricular activities.

Book of Love

John Twiller takes down his high school yearbook and begins to reminiscence about that time he first moved into the neighborhood in 1956. His teenage self, Jack is obsessed with Lily one of the more popular girls around. The sole obstacle is Angelo, her bullying boyfriend. With the help of his pals Crutch, Floyd, and Spider, he makes every attempt possible to change her mind.

Girl Fight

Inspired by a true story, Girl Fight recounts the harrowing story of a 16-year-old, stellar high school student whose life spirals downward when her former friends conspire to upload onto the Internet a shocking video of them beating her up.

Mom at Sixteen

Pregnant sixteen year old Jacey's well-meaning mother forces her to keep the birth a secret and decides to raise the baby as her own.

Clueless

Shallow, rich and socially successful Cher is at the top of her Beverly Hills high school's pecking scale. Seeing herself as a matchmaker, Cher first coaxes two teachers into dating each other. Emboldened by her success, she decides to give hopelessly klutzy new student Tai a makeover. When Tai becomes more popular than she is, Cher realizes that her disapproving ex-stepbrother was right about how misguided she was -- and falls for him.

Common Ground

This movie contains three short stories dealing with the theme of homosexuality. In "A Friend of Dorothy", a woman joins the Navy during the 1950's and discovers lesbianism. In "Mr. Roberts", a teacher in a 1970's classroom struggles with his closeted gay status. Finally in "Amos and Andy", a father wrestles with his own emotional acceptance of a present day wedding between his son and another man.

The Last Song

A drama centered on a rebellious girl who is sent to a Southern beach town for the summer to stay with her father. Through their mutual love of music, the estranged duo learn to reconnect.

Gregory's Girl

A teenager falls hard for the female soccer player who has replaced him on the team and attempts to pursue her.

Lady Bird

Lady Bird McPherson, a strong willed, deeply opinionated, artistic 17 year old comes of age in Sacramento. Her relationship with her mother and her upbringing are questioned and tested as she plans to head off to college.

School Ties

When David Greene receives a football scholarship to a prestigious prep school in the 1950s, he feels pressure to hide the fact that he is Jewish from his classmates and teachers, fearing that they may be anti-Semitic. He quickly becomes the big man on campus thanks to his football skills, but when his Jewish background is discovered, his worst fears are realized and his friends turn on him with violent threats and public ridicule.

Stand and Deliver

Jaime Escalante is a mathematics teacher in a school in a hispanic neighbourhood. Convinced that his students have potential, he adopts unconventional teaching methods to try and turn gang members and no-hopers into some of the country's top algebra and calculus students.

Tall Girl

Jodi, the tallest girl in her high school, has always felt uncomfortable in her own skin. But after years of slouching, being made fun of, and avoiding attention at all costs, Jodi finally decides to find the confidence to stand tall.

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.

There Goes My Baby

It's the summer of 1965, and the members of the graduating class of upscale Westwood High are eager to reinvent themselves. Valedictorian Mary Beth wants to attend a liberal university. Surfer bum Stick plans to enlist to fight in Vietnam. Calvin lives in the poor Watts section of Los Angeles, which is slowly erupting in violence. As the summer nights grow long, they'll all be forced to make decisions that will affect the rest of their lives.

Model Minority

Kayla, an underprivileged Japanese American 16 year old, endangers her promising future as an aspiring artist when she becomes involved with a drug dealer.

The Chicken Chronicles

A late-1960s teen (Steve Guttenberg) working in a chicken-takeout stand cannot get his mind off his dream-girl (Lisa Reeves).

Billie

A 16-year-old tomboy and high school athlete becomes embroiled with the lives around her boyfriend whose conservative father is running for mayor.

Speech & Debate

Frustrated by the hypocrisy they see in their parents, teachers, and the entire school board, an unlikely trio set out to find a common truth and make their voices heard as they revive a defunct school club and take on the world.

Hoop Dreams

Every school day, African-American teenagers William Gates and Arthur Agee travel 90 minutes each way from inner-city Chicago to St. Joseph High School in Westchester, Illinois, a predominately white suburban school well-known for the excellence of its basketball program. Gates and Agee dream of NBA stardom, and with the support of their close-knit families, they battle the social and physical obstacles that stand in their way. This acclaimed documentary was shot over the course of five years.

Daria in 'Is It College Yet?'

All vile things must come to an end, and for Daria Morgendorffer that means it's time to look beyond high school to college. Our little girl has grown up so fast. It's time for higher learning, lowered expectations, and a heavy dose of sarcasm. Life can't suck more after high school, can it?

Daria in 'Is It Fall Yet?'

Daria is a 16-year-old girl who is a little too smart and funny to fit in with the crowd. It’s summertime and the livin' is hard. Daria finds herself forced into volunteering at the OK To Cry Corral, a summer camp for the overly sensitive and those who'd like to be.

Tuff Turf

The new guy in a Los Angeles high school, Morgan, does some singing and fights hotshot Nick over disco dancer Frankie.

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.

Men, Women & Children

Follows the story of a group of high school teenagers and their parents as they attempt to navigate the many ways the internet has changed their relationships, their communication, their self-image, and their love lives.

Love Everlasting

Bridger is a young outsider who's always wanted more. He and his mother flee an abusive home, eventually finding a small town in the middle of nowhere. Once there, Bridger finds true acceptance with another misfit.

Claudelle Inglish

A young daughter of poor farmers is forced by her mother to ditch her young boyfriend in order to marry an old rich neighbor but the girl rebels by becoming the town's harlot.

Runaway Daughters

Three teenagers with troubled families are unable to adjust at home and in high-school. Tempted with an easy, carefree life they soon pass from misdemeanors into serious crime - and will suffer for it. Sometimes, repentance comes too late.

Late Bloomer

Botanist Jenny fled her small town and cruel high school popular couple Shane and Allison to track rare flowers around the globe. Now back, she’s shocked to find Shane has become the local guidance counselor, and even more surprised when he’s determined to make it up to her

Encino Man

High school misfits Stoney and Dave discover a long-frozen primeval man buried in their backyard. But the thawed-out Link—as the boys have named him—quickly becomes a wild card in the teens' already zany Southern California lives. After a shave and some new clothes, Link's presence at school makes the daily drudgery a lot more interesting.

High School Big Shot

Marv needs money. His unemployed dad is so poor that he makes Marv give up half his last six bucks so they can both go on three-dollar dates; he's just lost his scholarship after getting caught writing a term paper for Betty, the prettiest (and only) girl in his class; and Betty herself has told him he doesn't stand a chance with her unless he can give her what she wants most: money, money, money. But Marv has mob ties and Marv knows where to find a million dollars cash.

New Port South

A group of teenagers wish to rebel against the administrators and teachers (the system) in their suburban Chicago high school called New Port South

Mamitas

A teenager in Echo Park deals with the loss of his mother and his attraction to a girl not considered "cool" by his friends.

What Matters Most

Despite different backgrounds and disapproving parents, a working-class teen falls in love with the wealthy son of a prominent family in a small West Texas town.

Falling in Love Again

Harry and Sue Lewis met in the 40s as teenagers living in the Bronx. He was an aspiring architect, she was the most beautiful girl in school, and both had a fondness for bran muffins. They fell in love, got married, moved to Los Angeles, and had two kids. While struggling with his midlife crisis, Harry receives an invitation for his high school's reunion back so he takes Sue and their teenage kids on a cross-country car trip back to the Big Apple. Will they see in the Bronx what they expected? Will the good memories from their past help rekindle their fading love? Is it too late to dream?

The Kiss

Young Jeremy's life is a daily slog through teenage hell -- his only shields are his iPod and his sour attitude. He doesn't even know that change is possible, let alone that it is coming... that it is inevitable, that it is... his fate. He's about to stumble into an ancient feud between two warring vampyre clans... Santa Maria, the forgotten Queen of the Clan of the Snake has been imprisoned and left for dead in a shallow grave in the desert of Hell.

Honky

Black girl from rich family loves white boy from poor family.

#SquadGoals

Ambitious high school senior Samantha Hodges is a serious journalist, both for the school paper and for the yearbook, but she's just as serious about her friends, Nate, Gillian, and Rudy, all of whom are vying with her for a full-ride local scholarship to college. Very close to her mother, Emily, who is the school's guidance counselor, Samantha finds her reporting taking an investigative turn when two of her classmates--and contenders for the scholarship--are murdered.

Guidance

Fabricating credentials to score a last-ditch job as a high school guidance counsellor, a boozing, drug-addled former child star becomes an improbable hit with his students by dispensing the worst advice possible, in this hilarious reprobate comedy from writer-director-star Pat Mills.

The Diary of a High School Bride

A 17-year-old high-school senior marries a 20-something law student who works as a waiter. Who said marriage was bliss?

Blue Citrus Hearts

A first love could quite possibly be the last for Sam, a Memphis teenager coming to terms with the romantic feelings he harbors for his best friend, Julian. Will the love he feels for this boy guide him through his struggles with his abusive father, ignorant girlfriend, and suicidal thoughts -- or will the conflict that his love for Julian stirs throughout his life prove to be more than one boy can handle?

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.

There Was a Little Boy

Julie and Gregg are about to become parents again, but they feel conflicted since their first child was kidnapped and never seen again. But the couple soon faces an even bigger shock. Julie's new bad-boy (really bad-boy) student may actually be her long-lost son! Based on Claire R. Jacobs's book

Radical

In a Mexican border town plagued by neglect, corruption, and violence, a frustrated teacher tries a radical new method to break through his students’ apathy and unlock their curiosity, their potential… and maybe even their genius. Based on a true story.

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