Best movies like My First Mister

Mismatched. Misguided. Unmistakably friends.

A unique, carefully handpicked, selection of the best movies like My First Mister Starring Albert Brooks, Leelee Sobieski, John Goodman, Carol Kane, and more. If you liked My First Mister then you may also like: The New Guy, The Only Thrill, Rushmore, Jeremy, Keith 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.

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.

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The New Guy

Nerdy high school senior Dizzy Harrison has finally gotten lucky -- after purposely getting expelled, he takes lessons in 'badass cool' from a convict and enrolls at a new school. But can he keep up the ruse?

The Only Thrill

A small-town store owner with a comatose wife shares a long-term relationship with his seamstress.

7.4 / 10 1998 Comedy Drama
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Rushmore

When a beautiful first-grade teacher arrives at a prep school, she soon attracts the attention of an ambitious teenager named Max, who quickly falls in love with her. Max turns to the father of two of his schoolmates for advice on how to woo the teacher. However, the situation soon gets complicated when Max's new friend becomes involved with her, setting the two pals against one another in a war for her attention.

Jeremy

Jeremy is learning cello at an arts school in New York. At school he spots Susan, who practices for a ballet audition, and he falls in love.

Keith

Natalie is high school royalty, but her queen bee status falls apart when she falls for the new guy at school. Although Keith ignores her at first, they soon become friends -- even though Natalie suspects that Keith has something to hide. As the free-spirited Keith shows Natalie how to embrace what life offers, they grow closer -- until a secret tests the bounds of their relationship

Adventureland

In the summer of 1987, a college graduate takes a 'nowhere' job at his local amusement park, only to find it's the perfect course to get him prepared for the real world.

The Art of Getting By

George, a lonely and fatalistic teen who's made it all the way to his senior year without ever having done a real day of work, is befriended by Sally, a popular but complicated girl who recognizes in him a kindred spirit.

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.

The Battle of Shaker Heights

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.

The Cake Eaters

The death of the Kimbrough family matriarch affects the three male survivors of the clan. Widower Easy tries to reconnect with his old flame, Marg. Eldest son and struggling musician Guy moves back to town, feeling guilty that he missed the funeral. His brother, Beagle, who was his mother's caretaker, falls for Marg's granddaughter, Georgia, a chronically ill girl who fears her time is growing short.

Say Anything...

Lloyd, an eternal optimist, seeks to capture the heart of Diane, an unattainable high school beauty and straight-A student. He surprises just about everyone-including himself-when she returns the sentiment. But Diane's over-possessive, divorced Dad disapproves and it's going to take more than just the power of love to conquer all.

Harold and Maude

The young Harold lives in his own world of suicide-attempts and funeral visits to avoid the misery of his current family and home environment. Harold meets an 80-year-old woman named Maude who also lives in her own world yet one in which she is having the time of her life. When the two opposites meet they realize that their differences don’t matter and they become best friends and love each other.

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.

Ghost World

Two quirky, cynical teenaged girls try to figure out what to do with their lives after high school graduation. After they play a prank on an eccentric, middle aged record collector, one of them befriends him, which causes a rift in the girls' friendship.

The Perks of Being a Wallflower

Pittsburgh, Pennsylvania, 1991. High school freshman Charlie is a wallflower, always watching life from the sidelines, until two senior students, Sam and her stepbrother Patrick, become his mentors, helping him discover the joys of friendship, music and love.

The Fault in Our Stars

Despite the tumor-shrinking medical miracle that has bought her a few years, Hazel has never been anything but terminal, her final chapter inscribed upon diagnosis. But when a patient named Augustus Waters suddenly appears at Cancer Kid Support Group, Hazel's story is about to be completely rewritten.

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.

It's Kind of a Funny Story

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

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.

Mad Love

Matt falls for Casey, the new girl in school. She's fun-loving and eccentric, but there's a darkness to her whimsy that Matt can't begin to comprehend. When Casey attempts to commit suicide, her parents place her in a mental institution. Matt springs her out, and together the young lovers head on a road trip. They believe their love can "cure" Casey's problems. Matt starts to wonder, though, if are they inspired or misguided.

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LOL

In a world connected by YouTube, iTunes, and Facebook, Lola and her friends navigate the peer pressures of high school romance and friendship while dodging their sometimes overbearing and confused parents. When Lola's mom, Anne, "accidentally" reads her teenage daughter's racy journal, she realizes just how wide their communication gap has grown.

Mystic Pizza

Three teenage girls come of age while working at a pizza parlor in Mystic, Connecticut.

Tart

A student will do anything to become part of the "in-crowd" at the exclusive school she attends in New York.

Middle of Nowhere

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

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.

Here on Earth

Three lives of three young people intersect over the course of one summer. A rich student and a young working-class man accidentally destroy a diner when their impromptu road race takes a disastrous turn. Ordered by a judge to spend the summer repairing the building, they find themselves becoming rivals for the affections of the owner's daughter.

How to Deal

Halley is 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.

In the Land of Women

After a bad breakup with his girlfriend leaves him heartbroken, Carter Webb moves to Michigan to take care of his ailing grandmother. Once there, he gets mixed up in the lives of the mother and daughters who live across the street.

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?

Smile

Introduced to a volunteer opportunity with the Doctor's Gift Program, Katie (Mika Boorem) signs up for a trip to China, where she meets Lin (Yi Ding), a girl with whom she shares a birthday. Lin has a facial deformity that discourages her from ever showing her face, but her friendship with Katie helps her start to see life in a new way.

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.

Sassy Pants

Desperate to get out from under her overprotective mother, a home-schooled teen runs off to live with her dad, and forms a bond with his much-younger boyfriend.

Picture This

Bookish and unpopular Mandy finds her luck finally changing when Drew, the school hottie, invites her to the year's biggest party. But with being grounded and Drew's ex-girlfriend bent on thwarting her, Mandy may be destined to remain a geek. Can a little ingenuity and some help from her friends save the day?

Falling Like This

Falling Like This showcases compelling performances by two young actors, Brian Vaughan and Megan Wilson. Writer/Director Dani Minnick has crafted a compassionate examination of the ragged edge of suburban life as characterized by Boyd, a charming, vulnerable and inveterate juvenile delinquent whose love nearly derails the life of a middle-class teenage girl. The understated themes of adolescent rebellion, adult responsibility and the redemptive power of love are woven elegantly into this dream-like film.

The Medicine Show

A cynical young man, diagnosed with cancer, meets a brash young leukemia patient in the hospital who more than matches his distaste for IV drips and weepy sentimentality.

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