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1. Shadow of the colossus, flying colossus (2nd one) in the desert. Chasing it down horseback with a bow is epic.
2. Shadow of the colossus, flying colossus (1st one) in the water area. Holy shit moment of the year.
3. Shadow of the colossus, underground boss. The colossus bending down and looking right into your hiding spot, amazing.
4. All the other colossi from SotC

From Dark souls my favorite boss fight wasn't a boss fight at all. Fighting the black knights back at the undead asylum while still very underpowered was epic. It took a lot of patience, blocking, dodging between columns, and 15 perfectly executed hits to take them down. The actual bosses look cool, but aren't all that much fun game play wise tbh.