W: 5 favorite characters from 5 different fandoms.
Well, this is going to be me saying the 5 least surprising things anyone has ever heard me say, but okay!
MCU - Bucky Barnes, for an incredibly high octane blend of competence and sadness plus canonical amnesia.
Teen Wolf - Derek Hale, for a more manageable but still intense degree of sadness combined with... trying really hard. Also, pretty eyes. And stubble. Both of which apply also to Bucky, actually.
Generation Kill - Nate Fick. I started out being a hardcore Brad fan, but a little time in the fandom made me feel all protective of just how much of a competent badass leader of competent and badass men Nate is. And I upped his woobification factor for myself by spending a lot of time imagining him, say, soulbonded to a female wolf or trying to take care of a newborn in the throes of PTSD, so, yes. Nate Fick.
Vorkosigan Saga - Aral Vorkosigan. (SERIOUSLY ARE THESE NOT THE LEAST SURPRISING ANSWERS I HAVE EVER GIVEN TO ANYTHING?) Ughhhh I like IMPRINTED on Aral as an ideal romantic hero when I was twelve years old. Smart, competent, sad, going gray, just, yes. YESSSS.
Stargate SG-1 - Daniel Jackson. GUESS WHAT HE IS BOTH SMART AND SAD. AND BETTER WITH A GUN THAN YOU MIGHT EXPECT. AND SMART. AND SAD.