Encounter: Wrulphonse von Schlimm, insufferable warlock apprentice; can manage spells up to second level, but before whoever’s playing him rolls for the spells they flip a coin: heads, roll as normal; tails, automatic crit fail.

Item: bottle of Epiphany Vodka, containing fifteen shots. After taking a shot, if a character makes a Wisdom check within the next ten turns, they are automatically considered to have rolled a Nat 20. It is still vodka, so maybe avoid taking too many shots in too short a time (please adventure responsibly).

Item: Ring of Sins (source); appears to be a normal jeweled ring, but when worn causes the wearer to be disposed towards the sin in question, regardless of their alignment or species.

pictured, from top: Pride, Lust, Sloth, Wrath, Greed, Gluttony, and Envy