Since Early Access I have always thought that if you play a Warlock, Wyll should recognize that you are one when talking about Raphael.
Instead, he just lectures you about making deals with devils. Astarion recognizes you are a Warlock and has special dialogue and Gale may have it as well (I can't remember). It just feels a little strange. Maybe he even says something like "We are Warlocks..." or "You're a Warlock as well. You know devils value what they can take from you over what they can give you." Or something like that. Maybe?
Just maybe don't lecture the other Warlock and speak more as colleagues. I noticed Gale did this when I played a Wizard, and it was a really nice touch.
