In Curse Of Strahd, when Karl had a memorable night with Ghalwin Forrester, eventually taking the young paladin's virginity outside of the tavern. Both young men maintained a flirty flingship, and though Karl was often too drunk to pick up on any of Ghalwin's social cues, the two grew quite close with each other, and Karl began to wonder if he was in love.
Unbeknownst to him, both The Pack and Fiona were plotting a revolt against the Vallakovich family, and he was caught unaware during the Riots Of The Blazing Sun; suddenly, his mother was the Baroness of Vallaki. Karl's life did not change much, as he was not truly privy to Fiona's plans or visions; however, the cultural change gave him more freedom in the town. The new baronet remained too timid to leave its protective walls, however, and with the Blue Water Inn deemed a place of bad fortune, began to simply purchase his wine and drink at home, growing more insular.