I havent gottten to the bar of khor minos yet but no the option was not there in wayfort.
how did you get a picture for your own char in the small circle above brienne and kiyos?
1. You have to complete the quest Wayfort Renovations first. Your bed will be on the right side of the fort, below the square you got the chest from.
2. On the Class Icon/Portrait, if you hover over it, it will give you the option to upload a portrait.
Btw, I choose the wayfort, generally because a lot of companion interactions are centralized in the Wayfort. The Den, if you don't run into Takahiro is faster in In-game time. The Khor'minos bar has a weird quirk in that it won't trigger dreams (aka kiyoko). Sometimes, I'll use a tent.