I didn't do anything to him. I didn't even realize it was him until they started talking. I think he looks like that because of the Career Outfit slot added with Showtime and I don't run a lot of mods, so he was still dressed for work. Yet, every time my sim's thought bubble was of him, he looked like he usually does.
Naturally she fell for him, so I will see where it goes and look for any more weird or funny Twinbrook happenings.