The nonchalance tone of Dempsey's musings had dean quirking an eyebrow. The loss of some layers put them on a little more even playing field, but Dean still hadn't moved. He wasn't absorbing most of what Dempsey was actually saying, too focused on on his body language. He seemed at ease in the room, but had chosen a chair across the room. The bottle in front of him was a good one, something Dean would like, which was strange still. If anyone was supposed to be groveling or making amends it was supposed to be him.

Dean laced his fingers together before him, waiting Dempsey out. "I hope it works out." Was all he could come up with. It felt like a superfluous train of thought, considering Dean had heavier things weighing on his mind at the moment and he was curious to know what Dempsey's thought process was here.