He wanted to stand out. Not that he didn't already, given the head transplant, but he wasn't satisfied with that. He wanted something more, something bold, something that would have people take notice and not just at the head/body mismatch.
So, he went with this outfit. He had worked on his walk and he had a feminine strut to it. He felt so good, so confident walking down the street. It was bold, strong, and he felt so good doing it!