Sex, Drugs, and Lit: Ten Authors Who Personify Edge

We all have our biases. When it comes to literature, I have a strong preference for transgressive writing. Transgressive writing has little regard for the niceties of polite society, or what’s respectable to the traditional turtlenecked literary man or woman. Transgressive writers are outlaws, and as such present life on the edge. As someone who writes transgressive literature, these ten authors are huge inspirations.

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  1. Charles Bukowski

A red pill writer on the nature of romantic relationships, the horses, and life in general, Bukowski is still the ace of the field.

Representative Work: Women

2. Hunter S. Thompson

He rode with the Hell’s Angels and took more drugs than thought humanly possible.

Representative Work: The Rum Diary

3. Bret Easton Ellis

An LA bad boy, with work filled with the glitz and sleaze that permeate the world of the rich elite.

Representative Work: American Psycho

4. Junot Diaz

Both socially aware and extremely raw, Junot Diaz might be the best writer alive.

Representative Work: The Brief Wondrous Life of Oscar Wao

5. Irvine Welsh

He wrote the book that inspired Trainspotting. Nuff said.

Representative Work: Skagboys

6. William S. Burroughs

He shot his wife, was a heroin addict, and did some of the most interesting experimental prose ever written.

Representative Work: Junky

7. Terry Southern

He co-wrote a borderline pornographic novel based on Voltaire’s Candide.

Representative Work: Candy

8. Tao Lin

The godfather of hipster lit.

Representative Work: Taipei

9. Chuck Palahniuk

The first rule of Fight Club is you do not talk about Fight Club…

Representative Work: Fight Club

10. Daniel Clowes

He introduced Enid and Rebecca, two of the biggest BAMF’s in comic history.

Representative Work: Ghost World

Honorable Mention: David Foster Wallace

Did I miss anyone? Who is your favorite transgressive or alt-lit writer?