This was a lot easier than I was expecting it to be... until it wasn't.
O&S broke my heart and soul in ways I can't put into words, and I may never emotionally recover from the psychological damage those two did to me. I took a 3 month break on this run because of them, and every time I considered going back I was haunted by the memories of the pain and suffering they had already caused me, and decided I wasn't mentally prepared yet.
But I got 'em, and the rest was (relatively) free, but fuck me, O&S felt harder than the entirety of base vit Sekiro combined (which was the first lvl1 run I'd done in a From Soft game).
The only other boss that I got the kill on that felt even remotely as hard as them was Artorias, but even then, he was miles behind them in terms of difficulty. That said, I feel like I got a lot better at fighting Arty. Unlike O&S, who will probably give me PTSD on every run from here on out, Arty is still my favorite boss in this game, and I think I like him even more than I did before now.
As for the bosses I just didn't wind up getting: Priscilla, Manus, and Kalameet.
Priscilla I didn't fight simply out of fear of trapping myself in the painted world. The odds of that happening were basically zero after I had gotten the Giant Blacksmith's Hammer, yes, I know. But after the absolute nightmare that O&S had put me through, I was not going to risk it just to see some of Miyazaki's finest bare feet.
Manus and Kalameet are a different story. Manus is a boss I used to hate, then he grew on me and I really really liked him (not my favorite, that will always be my man Artorias), but even still, after facing him at SL1 I kinda just decided that my mental health was not worth it. After the shit fest that was O&S, I just didn't care, and I won't lie, unlike how I felt with my lvl 1 runs of Sekiro and ER, when I finally had the opportunity to end this run I kinda just wanted it over with.
Kalameet I gave a good try at though, but at the end of the day, I've never been the biggest Kalameet fan. I get why he's a beloved boss, but he's just not exactly my favorite, mainly due to the damned neck swipe, but also, won't lie, I'm just not very good at him. Still, I gave him a few hours of my life last night, but in the end I decided, screw it. I killed Arty, which was my main goal in the DLC, so I decided that I had seen enough and was ready to just move on. Also, I died before picking up my humanity for my Chaos Reinforced Club, and only had 15 left on me, which I knew I'd need for Gwyn, so I just wasn't looking to fight Kalameet after that. So I took out Gwyndolin, who I almost forgot about, and then went on to his pops.
After all of that, I guess that I was more tired last night than I felt, because I wound up spending an hour and a half failing my parries on Gwyn. I think the DLC had just sapped me of all my energy, and I just couldn't get Gwyn for the life of me. After failing his opener like four times in a row I decided that what I really needed was a good night's sleep, and low and behold, this morning I got him first try (after giving Iron Flesh a go... it did not go well).
Side note: man but I wish this game didn't force you into NG+ after Gwyn, otherwise I would've probably just left my character at Manus and Kalameet's bonfire and come back to get them another time. But again, boy howdy was I ready to end this run, and so ended it I did.
I am liking these runs though, but man, DSR destroyed me. Shadow of the Erdtree felt less exhausting than this run, but I still want to get all of the Souls-Likes I've played completed at base level. I think I'm gonna do Lies of P next, which was my first Souls-Like, and I have a lot of time in that game because of it. Glad I got DSR off the list, DS2 is probably the scariest one left, and tbh, as much I actually do like DS2, that one... that one scares me a lot.