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?

Writing Offensive Characters

There’s a fine line between being an edgy writer and being an offensive one. If your writing tends to be a bit raw, it’s important that you understand how to navigate this tightrope. The literary world does not take kindly to racists, misogynists, homophobes, or other individuals with an overtly offensive agenda masquerading as writers. However, writers most certainly CAN write about racist, misogynistic, homophobic, or other characters with less than desirable traits.

One of the greatest tools that any writer can do to learn how to write well is to examine the works of authors who have pulled off what you are attempting to do. One incredibly unsavory character in fiction is Patrick Bateman, the Wall Street yuppie serial killer in Bret Easton Ellis’ “American Psycho.” Bateman is a racist, sexist, homophobic, classist murderer – he’s clearly not a choirboy. However, Ellis’ work was published, became quite popular in literary circles, and even became a blockbuster Hollywood film. Why did it not meet the same fate as other writers who receive immediate rejections when writing similar material? The answer is simple – because Ellis handled his character quite skillfully.

Below are a number of tips that should help those who are attempting the sometimes difficult task of writing offensive characters:

1. Be incredibly careful about using insensitive language. Don’t overdo it (or use it at all) unless it’s absolutely demanded. Don’t use offensive language outside of dialogue unless the narrator is the individual with these tendencies or a similar individual.

2. Write well. It’s simple enough, but if your story is not up to snuff, it’s a lot easier to misconstrue the sentiments of a character for the sentiments of the author.

3. Ensure that the offensive character’s perspective is challenged in some way by reality.

4. Make sure that any other characters that would be subjects for your character’s biases do not fit your offensive characters’ stereotype, unless there is a specific reason necessary for them to do so to make your story work.

5. Don’t resort to cliched tropes. If your offensive character’s been done a million times before in literature and the popular imagination, not only is it unoriginal, but it has quite a higher likelihood of being construed as offensive.

Writers should have no limits. Writers should be free to depict anything. However, make sure that when you’re writing, your readers don’t get the wrong idea about who you are as a person by following these guidelines. If you are having a difficult time with this, or any other editing matter, please click here for professional editing.