Theologian Achievement in CK2. I have rarer ones, but that one took me way too long to get and it has significance to me for other reasons.
Gaming
From video gaming to card games and stuff in between, if it's gaming you can probably discuss it here!
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LASO Master for the Master Chief Collection. Halo 1 and 2 both have some absolutely insane levels that took my friend and 4+ hours to beat. Gravemind in particular takes the cake since we got soft-locked at the prison elevator with no shields and had to abandon a 3 hour run.
Aside from MCC, I also did SL1 playthroughs of all 3 Dark Souls games where I beat every boss. Granted my rule was that the bosses just had to die, so if there was a way to cheese a fight, you better believe I took it (coughManuscough). Though this mostly just happened in DS1. Still beat bosses like Kalameet, Fume Knight, Ivory King, Nameless King, Midir, and Gael legit.
I prefer a good gameplay and a good fun than the achievement itself, for example I play Elden rings for months but I didn't try to beat the last boss so I can never tell to anyone that I finished it.