Grammar Rules We Love to Break

Chalkboard that says, "Follow the Rules!

For many of us, grammar lessons in school felt like strict sets of laws: never split an infinitive, avoid ending sentences with prepositions, and starting a sentence with "and" or "but" was practically a crime. However, as language evolves, so does our understanding of its rules. Some of the most widely accepted "rules" are now regularly bent — and for good reason. Let’s dive into a few grammar rules we love to break and explore why doing so often makes writing more natural and engaging.

1. Starting Sentences with "And" or "But"

Remember being told that starting a sentence with "and" or "but" was a no-go? In reality, this rule has more to do with outdated formal writing norms than clear communication. Beginning with these conjunctions can add emphasis, improve flow, and create a conversational tone. Compare these two options:

  • Formal: "I wanted to go to the party. However, I had to work late."

  • Natural: "I wanted to go to the party. But I had to work late."

The second example sounds more relaxed and relatable. In modern writing, especially in blogs and casual content, starting with "and" or "but" can make ideas feel more connected and the tone more accessible.

2. Ending Sentences with Prepositions

"Where are you at?" might make a grammar purist cringe, but ending sentences with prepositions is often more natural in conversation and writing. The so-called rule against it stems from Latin grammar, where such constructions aren't possible — but English isn't Latin. Avoiding prepositions at the end of sentences can result in awkward phrasing:

  • Formal: "To which restaurant are we going?"

  • Natural: "Which restaurant are we going to?"

See how the second option sounds more natural and less stilted? Modern grammar recognizes that clarity and ease of understanding matter more than rigid adherence to archaic rules.

3. Splitting Infinitives

The classic example is from Star Trek: "To boldly go where no man has gone before." Traditionalists argue that the infinitive "to go" shouldn’t be split by "boldly." But in English, splitting infinitives can enhance meaning and add emphasis. Saying "to go boldly" just doesn’t carry the same punch. Splitting infinitives isn’t wrong; it’s a stylistic choice that can make writing more dynamic.

4. Using Sentence Fragments

In formal writing, every sentence should have a subject and a verb. But in creative and conversational writing, fragments can add drama, rhythm, or emphasis. Like this:

  • "I searched everywhere. Nothing. Not a trace."

These fragments mimic natural speech, creating a sense of urgency and impact. While overusing fragments can be jarring, sprinkling them in can enhance storytelling.

5. Contractions Are Totally Okay

Some people believe contractions like "can’t," "won't," or "it’s" don’t belong in formal writing. But contractions make writing feel more approachable and mimic how we naturally speak. In fact, avoiding contractions can make your writing sound stiff or overly formal.

Breaking Rules for Better Writing

Language is alive, constantly evolving to suit our needs. The goal of writing is to communicate ideas clearly and effectively — and sometimes that means bending the rules. The next time someone tells you not to start a sentence with "and" or "but," or insists you can’t split an infinitive, feel free to politely disagree. After all, some rules are meant to be broken.