I read so much fanfic, and have so many of them saved (you should see my collection...gotta number in the hundreds), it really is hard to choose just one. I can tell you that 2 of my favorite authors (and again, there are many others) are Stacycj & K Hanna Korossy. If you like hurt, angsty boys that take care of each other, these are two good authors to follow. ;)
Having said all that, I do have one fic to rec after all. It's an old favorite with the boys hanging out at the Roadhouse (Ellen & Ash - yay!) and Dean is sick with a bad appendix. Sam gets to do some major comforting for his big brother, not to mention *gulp*....surgery.
He Ain't Heavy, He's My Brother by EFW
Summary – What happens when the boys are stranded and one of them becomes violently ill?
Rated T for swearing.
a/n - Okay, so this started out as a one shot, right after ELAC, (I'm a slow writer) because Dean's inability to talk about his dad's death was driving me crazy. And I figured he would only open up if he was delirious. But then, my little one shot with Delirious Dean took a life of its own.
The story is set between ELAC and Bloodlust, before the Impala made its comeback, before we found out about John and Ellen's husband. Jo isn't in it, because the poor girl just isn't right for Dean, but Ellen is, because I like her and I think she can be the maternal figure the boys could use from time to time. There is nothing supernatural in it, just lots of Dean in pain, Dean in agony, Dean in pain and agony in his boxers, and Protective Introspective Sam.
In other words, it's all kinds of awesome if you like hurt!Dean. :D