Adrian never leaves. It is just a post ending event. The whole quests markers are wonky. In my first run nothing updated int he second one everything updated fine so don't worry about them. The confrontation happens after you have raw sex with Anna in the studio, if you hacked his computer. just go to the kitchen and it happens if you pick do nothing that is the leaving flag, the other option is for sharing.A couple of bugs I faced,
- The find a new model (Kate) quest never updates, tried multiple times in 3 different play throughs
- The confrontation about Adrian's subscription to Starmaker didn't happen
- Adrian still in the house after choosing the 'He leaves option'