I make no claim to have read or even started anything like all of these or even half (maybe a quarter?)

OK: Here's a potential looooooong class on American Books to trace what they foretold for the present day

The American Revolution/Radicalism in the American Revolution/Ideological Origins of the American Revolution

Writings of Ben Franklin/Writings of Thomas Jefferson

Rights of Man/Constitution

Federalist Papers

The Story of Ameriacn Freedom

McCullogh/Ellis

Democracy in America/Emerson Essays

American Genocide/The Spirited Resistance

Walden/Little Women

Poe

Hawthorne

Moby Dick

Leaves of Grass

American Slavery 1619-1877/The Half Has Never Been Told

Narrative of the Life of Frederick Douglass/Incidents in the Life of a Slave Girl

Dickinson

Twain

James

William James/John Dewey

Up From Slavery/The Souls of Black Folk

Civil War Historiography: Shelby Foote

Battle Cry of Freedom/Republic of Suffering

Memoirs of Ulysses Grant

Reconstruction/Slavery by Another Name

Race and Reunion/Confederate Reckoning

The Education of Henry Adams

Varieties of Religious Expreience/Theory of the Leisure Class

The Strange Career of Jim Crow

House of Mirth/The Awakening

Oz

The Jungle

Frost

Eliot

Stevens

To End All Wars/Ten Days that Shook the World

Yid Lit

Winesburg, Ohio/The Heart is a Lonely Hunter

Dreiser

USA Trilogy/Studs Lonigan

Cather

Gatsby

Hemingway

Faulkner

O'Neill

Tin Pan Alley

Porter

The Gershwins

Harlem Renaissance

Hank Williams/Robert Johnson

Coming of Age in Samoa/The Good Earth

The Rise and Fall of the New Deal Order

Their Eyes Were Watching God/Gone With the Wind

Lubitsch

Studio Hollywood

The Maltese Falcon/The Long Goodbye

Our Town

Steinbeck

Woodie Guthrie

Nathaniel West

Mercury Theater

The Mankiewicz Brothers

Hiroshima/The Making of the Atomic Bomb

All the King's Men/Let us Now Praise Famous Men

The Liberal Imagination/The Vital Center

An American Dilemma/Notes of a Native Son 

Invisible Man/Native Son

Autobiography of Malcolm X/To Kill a Mockingbird

Billy Wilder

Nabokov

Tennessee/Miller

The Beats

Bradbury/Vonnegut

Serling

Dick

Sid Caesar I

Sid Caesar II

Foundation/Dune

The Public Burning

The Double Helix/The Immortal Life of Henrietta Lacks

Sexual Behavior in the Human Male/My Fight for Birth Control

Charlotte's Web/Catcher in the Rye

Rise and Fall of the Third Reich

New York Intellectuals (the liberals)

New York Intellectuals (the conservatives)

Hofstadter

Niebuhr

One Hit Wonders

Rand

A Theory of Justice/Anarchy, State and Utopia

Didion

The Feminine Mystique/The Bell Jar

The Affluent Society/Capitalism and Freedom

Silent Spring/Nature's Metropolis 

The Sixth Extinction/Guns, Germs and Steel

O'Connor

A Confederacy of Dunces 

Bellow

Baldwin

Capote

Chuck Berry/James Brown

The Guns of August/The Vital Center

Contours of American History

The Life and Death of American Cities

The Tragedy of American Diplomacy/US Foreign Policy (Lippmann)

Dylan

Robert Hayden

Paul Simon/Lou Reed

Dispatches/The Things They Carried

Chomsky

Strauss and Bloom

Junky/Naked Lunch

In Cold Blood/The Executioner's Song

The Seven Story Mountain/Zen and the Art of Motorcycle Maintenance

Children of Crisis/The Road Less Travelled

Sondheim

Cosby (you gotta include him)

Tom Wolfe

Gore Vidal

The Goldmans

Altman

Joan Rivers

Edward Said

Bury My Heart at Wounded Knee/Bless Me Ultima 

The Killer Angels/The Judas Field

The Woman Warrior/

Orientalism/Hidden from History

A People's History of the United States/Gender and the Politics of History

And the Band Played On/Angels in America

The Emperor of All Maladies/Plagues and Peoples

Springsteen/Randy Newman

Pryor

Cormac McCarthy

Coppola/Scorsese

Stephen King

Roth

Caro

Carlin

Le Guin

Shel Silvestein

Structure of Scientific Revolutions/The Mismeasure of Man

The Tragedy of American Diplomacy

Pynchon

DeLillo

Morrison 

Robinson

Spike Lee

Angels

DFW

Seinfeld

The Simpsons

Tarantino/PT Anderson

Richard Linklater

Coen Brothers

Chris Rock/Dave Chappelle

American Holocaust/The American Age

Seeing Like a State/Why Americans Hate Welfare

Imperial Life in the Emerald City/Assassin's Gate

Demoracy's Discontent/Bowling Alone

The Age of Blogging

Naomi Klein/Jeffrey Sachs

1491/1493

Lawrence Lessig and Internet Freedom

Mary Oliver

The Sopranos

David Simon

The Graphic Novel 

Robin Williams

Franzen/Saunders

Dreams of My Father/The Color of Water

Hillbilly Elegy/The Liar's Club

Intersectional Feminism: Audre Lorde/bellhooks

The Omnivore's Dilemma/Behind the Beautiful Forevers

Kindred/The Fifth Season

The Looming Tower/Falling Man

Reservation Blues/Ceremony

Barbara Ehrenreich/Arlie Hochschild

Michael Lewis

Unequal Democracy

Mad Men

The Warmth of Other Suns

Far From the Tree/Random Family

The New Jim Crow/Evicted

CK

GRRM

Veep

Between the World and Me

Demon Copperhead

Mulaney

The Story of American Freedom/These Truths

Colson Whitehead