A difficult part of writing for me is when a single sentence–especially dialogue–contains two tones. It sounds best as a single sentence, but ending with a period, or alternative punctuation, looks wrong. As well as this, using two sentences also looks wrong.
I can’t think of a great example right now, but I know I’ve wanted punctuation that doesn’t exist before. I’ve had moments where it would have been so useful to have a “;!” and a “;?” mark.
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I often see this accomplished with dashed interjections - dashes! can you believe that? - as a way to break up a sentence while still continuing with a single train of thought. But I always support the invention of new punctuation, how long has it been since we got any? We’re well overdue.