"Do you know if he feels like it would be worth it to take that risk?"

That was one thing that Aidan understood well, that eventually you had to give people the benefit of the doubt that they saw you as worth it even when you knew you weren't. This guy obviously saw something in Kate that she didn't necessarily see in herself. Aidan could admit there were obvious reasons that someone would want to be with Kate, but he wouldn't be surprised if spending a little more time with Kate when they both kept their clothes on would reveal other reasons as well.