Winnie ran her tongue along her lower lip, looking up with more confidence than she ought to feel. As he reached out, Win stepped closer, closing the gap completely. It would be easier to gauge reactions when she could feel them as well as see them. They were still too deep in the water for her to drop her skirts, but she shifted them all to one hand, using the advantage of being pressed up against him to help keep them from getting wet.

He was quite a bit taller than she was, but Winnie wasn't disappointed with her vantage point. She was still working on feeling out just how these situations could be teased out, but she was never one to shy away from figuring things out on the fly either. "Well," she breathed out, still looking up at him with a hint of a smirk, "Now I feel very safe." Even though this had far more potential consequences than joking about the squid grabbing her from the depths.

Was she supposed to make the first move here? Maybe she ought to. Nothing said she couldn't and he had reacted positively to all of the teasing up until now. Tentatively she reached up with her free hand to wrap it around the back of his neck, pulling him down as she pushed up to her tiptoes to shorten the distance between them until it was gone. Win was at least comfortable here; kissing was something she managed to get quite a bit of practice in over the last year or so, thankfully. It was a good test to see just how interested he was, too.