see this post/thread: viewtopic.php?f=4&t=37&start=100#p10278Interkarma wrote: ↑Wed Mar 28, 2018 12:35 am I love the looks of these, awesome work!
There's nothing linking together random NPCs to portraits in escort quests (it just uses one of the player heads). For conversations, the square portraits are usually a good match but there are some issues around this in classic which we inherit. I believe Nystul is working through these to improve conversation portrait matching as he has time.
it is described how we can change portraits so they match. create a list according to the instructions and we can patch it