Dean was enjoying her exploration, rolling his head to the side to give her better access, though he could still feel a tentativeness to the contact. "Anywhere you want," he answered her with a low chuckle. He realized that probably wasn't specific enough even if he was perfectly content to let her figure out what it was she wanted out of this. She was already getting better at kissing, she'd be all set soon enough and maybe their little lessons could just turn into fun, like she'd once mentioned. Dean had zero expectations from Hanna however.

"I do enjoy when someone runs their fingers through my hair," Dean was a big fan, especially with the scrape of nails across his scalp. He had a lot of experience figuring out what he liked though. "Where should I draw the line?" His hand had crept higher still, in search of warm skin, but the bloomers would prove to be a problem, at least from where he'd started, for going any further and he was pretty sure she wasn't ready for anything much beyond this at any rate. If they wound up getting further in the future, he would suggest a change of attire for her visits.