Regarding Sonic The Hedgehog bosses, as much as Sonic 3 & Knuckles remains my favourite Sonic title ever, the Robotnik fight in Marble Garden Zone Act 2 is a pain in the arse - God help you if you played as Tails alone, like I did. There’s literally only two directions you can hit Robotnik from in that part without getting hit yourself.
And of course, because Dark Souls bosses are being discussed, I’ll share my least favourite boss from each game so far:
In Dark Souls 1 we have the Capra Demon, who’s fairly early on in the game so no real spoilers there. Trying to fight them in such a cramped room with two zombie dogs trying to maul you as well is just a clusterfuck. Double points for frustration after I watched Geop’s playthrough, in which he put up a counter for how many times he died to the Capra Demon, and then proceeds to make me feel absolutely inadequate by killing it on his first try. Thanks, Geop. (No seriously though, that was super awesome)
For Dark Souls 2, the Ruin Sentinels proved to be a thorn in my side, although this is in part because I play as a squishy spellcaster and having to keep track of three different bosses with three discrete health bars is a nightmare. To compound the misery, it wasn’t until after I beat the boss with a friend, that another friend told me the entire fight was optional. Yaaay.
For Dark Souls 3… hm. A lot of the bosses I fought were pretty fun. If I had to pick a least favourite, it’d probably be either Pontiff Sulyvahn with his twin magic sword dancing bullcrap, or Aldrich, in particular his second stage and that hail of magic arrows that lasts for a goddamn hour, or at least one second longer than the amount of stamina I have for running away from the damn thing.
Also, on a related topic, I almost want to create a counter-thread to this one where people can gush about their favourite bosses, because for every horrible boss I’ve fought, there are at least two amazing boss fights that blow me away and make me want to fight them over and over again.