I have some self-recs for hurt/sick!Sam (#3). I hope they're what you were looking for.
1. A Little to the Right (http://zana-zira.livejournal.com/11035.html) - [Gen] Pre-series, Sick/Appendicitis!Sam, Caring/Worried!Dean Summary: Keeping secrets is a bad thing, especially in regards to one's health. When Sam decides not to tell Dean he isn't feeling well before a day of training, the outcome will not be pleasant. Sam is 15, Dean is 19. Rating: PG-13 Word Count: ~4800
2. An Unexpected Enemy (http://zana-zira.livejournal.com/6700.html) - [Gen] Season 9 Episode 11, limp!Sam, awesome!Cas Summary: Because as if it isn't bad enough that every monster they hunt tries to choke the life out of Sam, now even things that have nothing to do with the supernatural are trying to do it. Rating: PG Word Count: ~2010
3. Because You're Worth It (http://zana-zira.livejournal.com/7660.html) - [Gen] Season 8, pre-bunker, Hurt!Sam, Caring!Dean Summary: Sam and Dean haven't been as close since Dean got back from Purgatory, but that doesn't mean the older Winchester has just suddenly stopped being a big brother. So when Sam gets himself hurt and needs help doing something as simple as washing his hair, it doesn't take much convincing for Dean to oblige. Brotherly schmoop, *NO Wincest.* Rating: PG Word Count: ~2155
4. Breath of Fresh Air (http://zana-zira.livejournal.com/5878.html) - [Pre-Sam/Jess] Asthmatic!Sam, Caring!Jess, Hurt/comfort Summary: AU: Sam has had asthma his entire life, and usually he manages it just fine. But the winter air has never agreed with him, even in Palo Alto, and no one at Stanford seems to know enough about the condition to be any help. So when Sam suffers an inevitable asthma attack on campus, who will be able to help him this time? Rating: PG-13 Word Count: ~4455
5. Don't Worry About Me (I'm Just Bleeding Out) (http://zana-zira.livejournal.com/7702.html) - [Gen] Season 4, Episode 19: "Jump the Shark", Hurt/Limp!Sam, Caring/Guilty!Dean Summary: Dean really should have noticed how badly Sam had been hurt by the ghouls back at that house. He should've taken care of his brother then and there, instead of dragging him off to burn Adam's body. But he didn't, and now his inattention may end up costing Sam his life. Rating: PG-13 Warnings: Non-AMA-Approved Medical Procedures (don't try this at home.) Word Count: ~2915
6. Pumpkin Pies and PCs (http://zana-zira.livejournal.com/11849.html) - [Gen] Sick!Sam, caring!Dean, brotherly love, Thanksgiving fic Summary: A good brother keeps his sibling from doing stupid things, like entering a pie-eating contest despite having just gotten over a three-day stomach bug. A better brother steps in and does it for him instead. Luckily for Dean, Sam is a really, really good brother. Rating: PG Warnings: Non-graphic descriptions of vomiting Word Count: 3870
7. Some Things Never Change (http://zana-zira.livejournal.com/587.html) - [Gen] Season 1, sick!Sam, caring!Dean. Summary: It's strange how much Sam seems to have changed since he left for Stanford, how he doesn't seem to want his big brother's help with anything anymore. But when Sam's attempts at healthy living manage to make him sick instead, he'll see that having Dean around again may not be so bad after all. Set between "Wendigo" and "Dead in the Water." Rating: PG-13 Warnings: Some graphic descriptions of vomiting Word Count: ~4755
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Date: 2015-05-20 04:11 pm (UTC)1. A Little to the Right (http://zana-zira.livejournal.com/11035.html) - [Gen] Pre-series, Sick/Appendicitis!Sam, Caring/Worried!Dean
Summary: Keeping secrets is a bad thing, especially in regards to one's health. When Sam decides not to tell Dean he isn't feeling well before a day of training, the outcome will not be pleasant. Sam is 15, Dean is 19.
Rating: PG-13
Word Count: ~4800
2. An Unexpected Enemy (http://zana-zira.livejournal.com/6700.html) - [Gen] Season 9 Episode 11, limp!Sam, awesome!Cas
Summary: Because as if it isn't bad enough that every monster they hunt tries to choke the life out of Sam, now even things that have nothing to do with the supernatural are trying to do it.
Rating: PG
Word Count: ~2010
3. Because You're Worth It (http://zana-zira.livejournal.com/7660.html) - [Gen] Season 8, pre-bunker, Hurt!Sam, Caring!Dean
Summary: Sam and Dean haven't been as close since Dean got back from Purgatory, but that doesn't mean the older Winchester has just suddenly stopped being a big brother. So when Sam gets himself hurt and needs help doing something as simple as washing his hair, it doesn't take much convincing for Dean to oblige. Brotherly schmoop, *NO Wincest.*
Rating: PG
Word Count: ~2155
4. Breath of Fresh Air (http://zana-zira.livejournal.com/5878.html) - [Pre-Sam/Jess] Asthmatic!Sam, Caring!Jess, Hurt/comfort
Summary: AU: Sam has had asthma his entire life, and usually he manages it just fine. But the winter air has never agreed with him, even in Palo Alto, and no one at Stanford seems to know enough about the condition to be any help. So when Sam suffers an inevitable asthma attack on campus, who will be able to help him this time?
Rating: PG-13
Word Count: ~4455
5. Don't Worry About Me (I'm Just Bleeding Out) (http://zana-zira.livejournal.com/7702.html) - [Gen] Season 4, Episode 19: "Jump the Shark", Hurt/Limp!Sam, Caring/Guilty!Dean
Summary: Dean really should have noticed how badly Sam had been hurt by the ghouls back at that house. He should've taken care of his brother then and there, instead of dragging him off to burn Adam's body. But he didn't, and now his inattention may end up costing Sam his life.
Rating: PG-13
Warnings: Non-AMA-Approved Medical Procedures (don't try this at home.)
Word Count: ~2915
6. Pumpkin Pies and PCs (http://zana-zira.livejournal.com/11849.html) - [Gen] Sick!Sam, caring!Dean, brotherly love, Thanksgiving fic
Summary: A good brother keeps his sibling from doing stupid things, like entering a pie-eating contest despite having just gotten over a three-day stomach bug. A better brother steps in and does it for him instead. Luckily for Dean, Sam is a really, really good brother.
Rating: PG
Warnings: Non-graphic descriptions of vomiting
Word Count: 3870
7. Some Things Never Change (http://zana-zira.livejournal.com/587.html) - [Gen] Season 1, sick!Sam, caring!Dean.
Summary: It's strange how much Sam seems to have changed since he left for Stanford, how he doesn't seem to want his big brother's help with anything anymore. But when Sam's attempts at healthy living manage to make him sick instead, he'll see that having Dean around again may not be so bad after all. Set between "Wendigo" and "Dead in the Water."
Rating: PG-13
Warnings: Some graphic descriptions of vomiting
Word Count: ~4755