How can a sentence break descriptive rules i understand how


How can a sentence break descriptive rules? I understand how they can break prescriptive rules but how does a sentence break descriptive rules

Example: If I was given these two sentences: 1. where did you went over the break and 2. This video is so funny, I can't even! I see how prescriptive rules are broken but I can't see if descriptive rules are broken.

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