This one goes out to my College Writing 2 students. "I Love You Period" by Dan Baird:
I love the fact that he makes something nerdy (being a good writer) into something cool (which being a good writer already was, but how many of us really think like that?). Let's face it--if you can't punctuate your love letters, how far do you think you'll get in life? Okay, so the song is still full of geek, but it's a fun example of why we should care about punctuation ;)
Here's a song with an opposite take on punctuation: "Oxford Comma" by Vampire Weekend
"Oxford Comma" points out the ridiculosity (it's a word. I may have just made it up, but it's a word) of how uptight we tend to be about language. (The English teacher in me needs to remind everyone that, while language changes and we need to be flexible, PUNCTUATION IS STILL IMPORTANT! Remember those love letters from the first song?)
Now, one we've all experienced: "Writer's Block" by Just Jack (a fun Brit-Hip Hop take on the curse we all know).
See? Even rappers know what it's like.
And here's the ultimate song for writers. From the Beatles:
Writing. It's hip.