She's smiling in the last picture.
Bush is a jokester, and he has fun with people as a way of breaking down barriers. Maybe this is one "barrier" that should have remained up, but his MO is to mess with people, and to treat someone he just met as a close friend. These aren't entirely bad traits.
They probably have a good above board relationship and he's just clowning around ... still, I'd rather he kept the line of formality when it comes to personal contact.