Kain was able to encounter Annie, when he passed through the Lower City, in In Darkness We Gather . Annie and another (unnamed) female Peasant were angrily shouting at a locked house demanding money from the unseen "Ivan", who was supposedly hiding in the house. Both Annie and her associate threatened and cursed Ivan through the closed door, but if Ivan was present, he did not show himself.
↑ 1.01.1First Woman:"Come out here this minute, Ivan! I know you’re in there!"//Second Woman:"That’s right, you tell, him, Annie."//First Woman:"You’ve no right to be whoring away our money."//Second Woman:"That’s the truth."//First Woman:"I’ll kill you if you don’t come out this minute! Curse you!"//Second Woman:"Curse them all." Crystal Dynamics. Legacy of Kain: Blood Omen 2. (Eidos Interactive). PlayStation 2. (March 19, 2002) Transcript.
↑ Crystal Dynamics. Blood Omen 2. (Eidos Interactive). PlayStation 2. (March 19, 2002)