10 Shocking Novels More Scandalous Than 50 Shades Of Grey

50 Shades of Grey is notable as one of the most controversial and popular books of the modern day canon. Demonized by many for its poor writing, its obscene content, or any other number of problematic

50 Shades of Grey is notable as one of the most controversial and popular books of the modern day canon. Demonized by many for its poor writing, its obscene content, or any other number of problematic aspects, it is one of the most divisive, and best selling books out today.

While the merits of this trilogy are openly debated, there is no question that great art and obscenity have had a long and profound relationship across the span of history in the written word. These 10 books are considered some of the greatest books in history...and have had some of the most complicated, offensive, and scary histories in literary history. These books have enthralled, and excited for years and their value is not in dispute, if you need a fix of great literature...and a little bit of heat, here are ten books that are leagues more scandalous than the notorious 50 Shades series.

10 Tropic of Cancer - Henry Miller

via tenseventen.blogspot

Tropic of Cancer is a semi-autobiographical story of Henry Miller and his experiences with the Bohemian lifestyle in Paris. Using life as its subject to explore, Miller discusses with utter frankness and candor life, sex, depression, loneliness and the human condition.

9 Portnoy's Complaint - Philip Roth


Portnoy's Complaint is a single sustained monologue by main character Alexander Portnoy to his psychiatrist. Portnoy, a neurotic, sexually insecure American Jew discusses in intimate detail growing up in Jewish suburbia; his neuroses, his frustrations, his observations on others, and his past with women and himself.

8 Howl and Other Poems - Allen Ginsberg

via novelnovice

Howl is a monument of the 50's beat generation. Starting with the famous opening "I saw the best minds of my generation destroyed by madness, Starving, Hysterical, Naked", Ginsberg lays bare the experience of being a bohemian in New York. Squalor, mental illness, illicit drugs and sex all lie in between the various things Ginsberg laments on.

7 Lady Chatterley's Lover - D.H. Lawrence

via imgkid

This book was the 50 Shades of its time. The story follows Connie Chatterley, a woman whose husband comes home from war,  paralyzed from the waist down and emotionally distant. It explores the need for physical love in an emotionally intimate relationship- Lady Chatterley finds this by having an affair with a working class gentleman.

6 Lolita - Vladimir Nabokov

via indiegogo

A book more infamous for the sub-genres it has spawned than its actual content, Lolita by Vladimir Nabokov is the story of the complex, inappropriate sexual relationship between Humbert Humbert; a man in his late 30's and Dolores Haze, a 12 year old girl whom he refers to as "Lolita". Covering a period of years it follows their relationship in all its complexities.

Nabokov's most popular work by far, it was adapted into a film by Stanley Kubrick and is (for better or ill) an enduring cultural icon. Nabokov, though deeply fond of the book, expressed distaste for the lead character, who is by all accounts a monster, albeit one with a seductive voice and perspective.

5 A Clockwork Orange - Anthony Burgess


Alex DeLarge and his Droogs are up to no good. Set in a near future, A Clockwork Orange is the story of the forced reformation of juvenile delinquent and genuine psychopath Alex DeLarge. After getting caught for a particularly heinous crime, he is subjected to an experimental therapy the "Ludovico Technique", where he is conditioned to become violently ill in the presence of violence. After being released, the world takes it upon itself to get payback.

4 120 Days of Sodom or the School of Licentiousness - The Marquis de Sade

via bddefintion

The Marquis de Sade is perhaps the single most infamous example of pure, unadulterated excess and scandalous expression in literary history. Noted for his libertine lifestyle, his excessive appetites and his unadulterated hatred for religion, he spent a number of years in prisons and asylums for his various books and opinions on virtue. The term "Sadism" comes from his title and infamy.

The 120 Days of Sodom was written during his imprisonment in the bastille, and stands as his most extreme work. Unfinished because of the prison's liberatio, the work represents his controversial ideas taken to their absurd conclusion. Featuring four libertine men of utter moral bankruptcy, they capture eighteen young women and men and expose them to various obscene, utterly shocking acts.

3 Venus in Furs - Leopold von Sacher-Masoch

via moonplutoastrology

De Sade is responsible for the culture of Sadism, and von Sacher-Masoch is responsible for Masochism. Venus in Furs represents his most famous work.

A semi-fictional tale, this book is the story of a man who is enamored with a woman and offers to be her slave - think 50 shades in reverse. In opposition to the more common trope of the trope of a woman submissive to a powerful man, the main character willingly gives himself in suprasensual slavery to a woman.

2 Gravity's Rainbow - Thomas Pynchon

via imgur

Gravity's Rainbow is Thomas Pynchon's magnum opus. Widely known but not commonly read, it was nominated for the Pulitzer Prize in fiction in 1974 by the three member committee, only to be overturned by the eleven member board for being "Turgid, Unreadable, Overwritten, and Obscene".

1 Ulysses - James Joyce

via galleryhip

Using Homer's Odyssey as its source, it follows the least eventful day in history, with the least interesting man. It explores in absurd detail, Dublin Ireland. Even more closely however, it examines the human mind via its narrative experimentation and Joyce's use of Stream-of-Consciousness. The sum of humanities urges and thoughts are contained in this dense novel, from the transcendent dreams of Irish nationalists, to sex, to scatalogical humor and beyond. It chronicles every activity humans do honestly.

This book's obscenity trials, and the fight to have it released in america are probably the most famous fight for art ever seen. It took 14 years for this book to reach American shores legally, and ever since has been regarded as either a totally incoherent chaotic mess, or the single most monumental work of genius ever put to paper (Or both).

Ranked number 1 on Modern Library's list of the greatest books of all time. Ulysses is a monolith to the written word, life, the universe, and everything.

Sources: Modern Library, imdb, Pynchon Pomona, ALA

Give TheRichest a Thumbs up!

Looking for an AD FREE EXPERIENCE on TheRichest?

Get Your Free Access Now!

More in Most Shocking

10 Shocking Novels More Scandalous Than 50 Shades Of Grey