I admit my writing is frequently sloppy. I’m not as careful as I could or should be. However, I’m hoping that when I actually care about what I say, that comes across. There are some people who write and you can taste their words – sour or sweet, feel how silky smooth or jagged they are. The phrases sit in your stomach waiting to be digested. And others write well. They write words and the grammar is picture perfect but ho hum, who cares. So, I love this. I love the imagery, it’s wild and whirly. But I love what Stephen Fry has to say about language and its sensuous nature. I am, perhaps, a bit biased since Mr. Fry also talks about the Joys of Swearing.
I think it's always important to keep in mind that Fry studied English at Cambridge University and writes books etc for a living and so his concept of not being tied up by grammatical rules is possibly slightly above average.
I think it can be more important to focus on the point being made but I do get annoyed when important documents are riddled with mistakes.
There is definitely a luxury in breaking rules. Not everyone breaking them learns them to begin with. Not everyone who reads their work will have the training to recognize the difference.
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The essence of your message and content has always held more sway in my eyes rather than the grammatical accuracy of your prose. Having said that, a well constructed sentence is a thing of beauty.