Undead Asylum (First Visit)

First Visit
Shield - in boss room

Oscar - Humanity + estus + keys (Big Pilgrim/Asylum)

Bottomless Box/Cleric Soul - Rusted Iron Ring location

Easy Demon - 2000 souls + Winged Chaos Mote

Asylum Demon - 20,000 souls + Winged Chaos Mote + Homeward Bone + Humanity + Dragon Scale

Cleric Soul - Near Snuggly

Second
Snuggly Trades

Defeat Oscar for Astora's Sword

Ring of the Sun's Firstborn - By the rolling boulder

Pursuers - Use the Forsaken Key to unlock the cell where you would get your shield previously