Chapter 22

The Elegance of Error — Why Mistakes Often Improve Language

The Elegance of Error — Why Mistakes Often Improve Language

If mistakes are so wrong, why do they keep making English more interesting?

The Traditional Rule:

Errors are bad. Deviations from standard grammar, spelling, and pronunciation must be corrected, eliminated, and apologized for. Mistakes degrade language and confuse meaning.

Why It’s Broken:

Because “errors” are how language grows. What begins as a mistake often ends up as standard English within a generation or two. In fact, some of the most common forms we use today were once condemned as wrong, uneducated, or low-class.

Linguistic “errors” are not the decay of English — they are the evolution of it. Every new rule was once a rebellion.


Mistakes That Became Mainstream:

  • "A whole nother"

    • Technically a “mistake.” But now idiomatic and widely accepted.

  • "I could care less"

    • Logically backwards. Should be “couldn’t care less.”

    • But it's now used for sarcastic emphasis, and people do understand it that way.

  • "Ain’t"

    • Once standard, then shunned, now back in poetry, dialogue, and lyrics.

    • Shakespeare used it. So did Dickens. So does Beyoncé.

  • "You was"

    • Still treated as wrong in school, but in many dialects it carries a nuanced tone or rhythm.

  • "Theirself" / "Themself"

    • Emerging as a gender-neutral singular reflexive.

    • Traditionalists protest, but it solves a real problem: himself or herself… or theirself?

  • "Irregardless"

    • Technically a double negative. But it has meaning, tone, and now dictionary recognition.

  • "Conversate"

    • Born as “street” English. Now in professional use. Why? Because it works.


Why We Fear Errors:

  • Because we associate them with shame — school red pens, job rejections, “bad English.”

  • Because standard grammar is falsely equated with competence.

  • Because elitism uses “correctness” as a status signal.


But Here's the Truth:

Many of today’s “rules” are yesterday’s errors:

  • “You” used to be plural only. Using it as singular was a mistake — now it’s the norm.

  • “Its” used to be spelled “it’s”. That apostrophe was dropped due to frequent misuse.

  • “Nice” used to mean foolish or naive. Now it means pleasant.
    So… was that a mistake or an upgrade?


Examples from Everyday Life:

MistakeSupposed ErrorWhy It Works
“Literally died laughing”Literal misuseEmphatic exaggeration. Emotionally clear.
“I seen it yesterday”Verb misuseCommon in dialects; listener fully understands.
“He’s like, ‘No way!’”Improper reportingEfficient, vivid storytelling.
“Ask” pronounced as “aks”Wrong order?Older than “ask.” Used by Chaucer.