Well, the difficulty with Brian is his 80,001 issues with authority figures. In his mind, the only person that is "safe" and therefore allowed to care about him genuinely is Dexter. Dexter could reform him over time, absolutely. Coming to accept someone else as an acceptable source would be... nnnnrgh, it'd inspire a lot of deaths, let's put it that way. Like I said, I do think it's possible and I'd probably love to play through it! But, it would be far from simple and he would purposefully make as much trouble for her as he could.

Hahaha, if it happens, it happens, and I'd be more than happy to play it out. |D It'd frustrate him unbelievably to not be able to physically threaten her, mind.