[ Feelings and how confusing they can be really isn't his area, or at least not when it comes to himself, which makes him hesitant, awkward, because he likes her and he's probably not the best one to ask for advice. ]

Hey, I like a good challenge as much as the next person, but sometimes it ain't worth the effort, not if you're not getting any closer to the results you're hoping for. [ Adding with the flash of a smile. ] Oh, and y'don't sound dumb.