There are plenty of styles of swimwear to choose from, some that wouldn't require baring skin at all. Crowley can sense her discomfort, but not necessarily the reasoning behind it. Shame is an odd feeling... and one Crowley is somewhat familiar with. His head tilts as he looks at her now, then he swims to the side of the pool she sits at and looks at her curiously over the edge.

"Do you want to tell me what's going on?" he asks bluntly, his expression rather soft considering the more demonic appearance, "You do know that you can't hide what you're feeling from me."