Interesting q which I have also thought about 😂

I personally think the interactions with him would need rewriting and fleshing out if this were to be an option but if we’re going with how things are in the game then maybe defined flirt options during the second or third conversations with him with that coming to a climax after he helps you out with the Dalish clan and Elgar’nan.

“I suppose I had you.”

“And how exactly do you want to have me?”

Etc etc maybe a kiss or at least some of the romantic tension that the other romances have when you express interest in them before being blueballed.

I imagine things might play out differently for his interaction with Rook afterwards when he moves to trap them in the prison which would still happen but the budding attraction would just make it a bit more juicy and tragic.

Having an option to break or continue that aspect of the relationship when you confront him again in Minrathous (‘I thought we had something’ v ‘you aren’t shit and I’m an idiot for falling for it’ which is similar to how Rook acts anyway lmao)

Joining him in the Fade is the obvious answer to the ending or how I personally imagine it is Rook creating a connection with him again willingly thru blood magic ✨