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Old School

Tobias Wolff · back to the book

What’s in it

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24 books with the same feel

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In One Person

John Irving · 448 pages

A New York Times bestselling novel of desire, secrecy, and sexual identity, In One Person is a story of unfulfilled love—tormented, funny, and affecting—and an impassioned embrace of our sexual differences. Billy, the bisexual narrator and main character of In One Person, tells the tragicomic story (lasting more than half a century) of his life as a "sexual suspect," a phrase first used by John Ir

BookishWriter ProtagonistBoarding SchoolIdentity Formation
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Diary of a Short-Sighted Adolescent

Mircea Eliade · 176 pages

The short-sighted adolescent is a passionate reader who takes various cultural figures as models, trying to emulate both their lives or their works. The pupil protagonist is a poor student, who likes science and reads a lot of books, sometimes staying up all night to do so. At the age of 17, he decides to write a novel to demonstrate to his teachers that he is not as mediocre as his other classmat

BookishIdentity FormationCharacter-DrivenLiterary Fiction
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Among Others

Jo Walton · 304 pages

Seeking refuge in fantasy novel worlds throughout a youth under the shadow of a dubiously sane half-brother who dabbled in magic, Mori Phelps is forced to confront her mother in a tragic battle and gains unwanted attention when she attempts to perform spells herself.

Boarding SchoolBookishCharacter-DrivenFirst Person Narrator
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The Catcher in the Rye

J.D. Salinger · 218 pages

Story of Holden Caufield with his idiosyncrasies, penetrating insight, confusion, sensitivity and negativism. Holden, knowing he is to be expelled from school, decides to leave early. He spends three days in New York City and tells the story of what he did and suffered there.

Identity FormationBoarding SchoolCharacter-DrivenLiterary Fiction
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The Catcher in the Rye

Jerome David Salinger · 277 pages

With the author's recent passing, the classic novel about young Holden Caulfield's disillusionment with the adult world and its phoniness will only rise in popularity--and controversy, since it is a favorite target of censors, who often cite profan

Identity FormationBoarding SchoolCharacter-DrivenLiterary Fiction
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Bartleby & Co.

Enrique Vila-Matas · 192 pages

Tells the story of a hunchback who is a failed writer that has no luck with women. He is a self-described "Bartleby", named after the Herman Melville character; someone who, when asked to reveal information about themselves, will respond that they "would prefer not to."

BookishWriter ProtagonistLiterary FictionFirst Person Narrator
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A Portrait of the Artist as a Young Man

James Joyce · 228 pages

Stephen Dedalus grows up in Dublin, feeling different from the other boys. His childhood and adolescence are shaped by bullying, his father's weaknesses and the growing realization that in order to make his way in the world he must reject a conventional life and boecome an artist. Penguin Popular Classics are the perfect introduction to the world-famous Penguin Classics series — which encompass

Identity FormationBoarding SchoolWriter ProtagonistLiterary Fiction
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My Struggle Book One

Karl Ove Knausgård

Writer ProtagonistIdentity FormationLiterary FictionCharacter-Driven
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Prep

Curtis Sittenfeld · 427 pages

Curtis Sittenfeld's debut novel, Prep, is an insightful, achingly funny coming-of-age story as well as a brilliant dissection of class, race, and gender in a hothouse of adolescent angst and ambition.Lee Fiora is an intelligent, observant fourteen-year-old when her father drops her off in front of her dorm at the prestigious Ault School in Massachusetts. She leaves her animated, affectionate famil

Boarding SchoolIdentity FormationLiterary FictionCharacter-Driven
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Sleeping Freshmen Never Lie

David Lubar · 288 pages

While navigating his first year of high school and awaiting the birth of his new baby brother, Scott loses old friends and gains some unlikely new ones as he hones his skills as a writer.

Identity FormationBookishWriter ProtagonistFirst Person Narrator
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A Separate Peace

John Knowles · 196 pages

Gene Forrester looks back fifteen years to a World War II year in which he and his best friend were roommates in a New hampshire boarding school.

Boarding SchoolCharacter-DrivenLiterary FictionFirst Person Narrator
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Looking for Alaska

John Green · 262 pages

Before. Miles “Pudge” Halter is done with his safe life at home. His whole life has been one big non-event, and his obsession with famous last words has only made him crave “the Great Perhaps” even more (Francois Rabelais, poet). He heads off to the sometimes crazy and anything-but-boring world of Culver Creek Boarding School, and his life becomes the opposite of safe. Because down the hall is Ala

Boarding SchoolBookishCharacter-DrivenFirst Person Narrator
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Demian

Hermann Hesse · 166 pages

A young man awakens to selfhood and to a world of possibilities beyond the conventions of his upbringing in Nobel Prize winner Hermann Hesse’s beloved novel Demian. Emil Sinclair is a quiet boy drawn into a forbidden yet seductive realm of petty crime and defiance. His guide is his precocious, mysterious classmate Max Demian, who provokes in Emil a search for self-discovery and spiritual fulfillme

Boarding SchoolIdentity FormationLiterary FictionTeen Protagonist
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Paper Covers Rock

Jenny Hubbard · 192 pages

In 1982 Buncombe County, North Carolina, sixteen-year-old Alex Stromm writes of the aftermath of the accidental drowning of a friend, as his English teacher reaches out to him while he and a fellow boarding school student try to cover things up.

Boarding SchoolWriter ProtagonistFirst Person NarratorTeen Protagonist
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The Story of a New Name

Elena Ferrante · 480 pages

In 2012, Elena Ferrante’s My Brilliant Friend introduced readers to the unforgettable Elena and Lila, whose lifelong friendship provides the backbone for the Neapolitan Novels. The Story of a New Name is the second book in this series. With these books, which the New Yorker’s James Wood described as “large, captivating, amiably peopled...a beautiful and delicate tale of confluence and reversal,” F

BookishWriter ProtagonistLiterary FictionCharacter-Driven
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Bad Boy: A Memoir

Walter Dean Myers · 224 pages

In his own words...As a boy, Walter Dean Myers was quick-tempered and physically strong, always ready for a fight. He also read voraciously-he would check out books from the library and carry them home, hidden in brown paper bags in order to avoid other boys' teasing. He aspired to be a writer. But growing up in a poor family in Harlem, his hope for a successful future diminished as he came to rea

BookishIdentity FormationWriter ProtagonistCharacter-Driven
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The Beginning of Everything

Robyn Schneider · 352 pages

Identity FormationBoarding SchoolCharacter-DrivenFirst Person Narrator
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The Bell Jar

Sylvia Plath · 258 pages

The Bell Jar is a classic of American literature, with over two million copies sold in this country. This extraordinary work chronicles the crack-up of Esther Greenwood: brilliant, beautiful, enormously talented, successful - but slowly going under, and maybe for the last time. Step by careful step, Sylvia Plath takes us with Esther through a painful month in New York as a contest-winning junior

Writer ProtagonistIdentity FormationLiterary FictionCharacter-Driven
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Sag Harbor

Colson Whitehead · 288 pages

The warm, funny, and supremely original new novel from one of the most acclaimed writers in AmericaThe year is 1985. Benji Cooper is one of the only black students at an elite prep school in Manhattan. He spends his falls and winters going to roller-disco bar mitzvahs, playing too much Dungeons and Dragons, and trying to catch glimpses of nudity on late-night cable TV. After a tragic mishap on his

Identity FormationCharacter-DrivenLiterary FictionFirst Person Narrator
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Keep the Aspidistra Flying

George Orwell · 264 pages

Gordon Comstock loathes dull, middle-class respectability and worship of money. He gives up a 'good job' in advertising to work part-time in a bookshop, giving him more time to write. But he slides instead into a self-induced poverty that destroys his creativity and his spirit. Only Rosemary, ever-faithful Rosemary, has the strength to challenge his commitment to his chosen way of life. Through th

Writer ProtagonistBookishCharacter-DrivenLiterary Fiction
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Saving Francesca

Melina Marchetta · 243 pages

Sixteen-year-old Francesca could use her outspoken mother's help with the problems of being one of a handful of girls at a parochial school that has just turned coed, but her mother has suddenly become severely depressed.

Boarding SchoolIdentity FormationCharacter-DrivenFirst Person Narrator
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Mother Night

Kurt Vonnegut Jr. · 202 pages

Mother Night is a daring challenge to our moral sense. American Howard W. Campbell, Jr., a spy during World War II, is now on trial in Israel as a Nazi war criminal. But is he really guilty? In this brilliant book rife with true gallows humor, Vonnegut turns black and white into a chilling shade of gray with a verdict that will haunt us all.

Writer ProtagonistIdentity FormationLiterary FictionFirst Person Narrator
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A Boy's Own Story

Edmund White · 218 pages

Edmund White is a patriarch of gay American literature. *A Boy's Own Story* is the first of his trio of autobiographical novels (followed by *The Beautiful Room Is Empty* and *The Farewell Symphony*). It begins with experiments and realizations of adolescence and proceeds through his firsthand account of the Stonewall uprising.

Identity FormationCharacter-DrivenLiterary FictionFirst Person Narrator
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Winger

Andrew Smith

Two years younger than his classmates at a prestigious boarding school, fourteen-year-old Ryan Dean West grapples with living in the dorm for troublemakers, falling for his female best friend who thinks of him as just a kid, and playing wing on the Varsity rugby team with some of his frightening new dorm-mates.

Boarding SchoolIdentity FormationFirst Person NarratorTeen Protagonist

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