All of the lost souls in the Shattered Passage in The Beast of Winter have potential for this depending on how sympathetic you find them, but the one that really takes the cake is the Glamfellen Soul. In life, she was a pale elf who got separated from her partner in a blizzard and died alone. The kicker is that she still thinks she's lost in the blizzard, and the only way you can help her without attacking you is by impersonating her partner. The voice acting really sells it.
If you side with the VTC, Tekehu will stay with you. He'll question the Watcher's decision, but it's easy to convince him that this choice will be better for the Deadfire in the long run. But this really comes back to bite him if the Huana oppose the Watcher in the Ofecchia Channel and in Ukaizo. He's horrified at having to do battle against his own people, and Queen Onekaza herself will call him out.