Having developed a well-defined personal style doesn't mean never evolving that style. How often have we seen someone who "found their look" in their 20's or 40's and have never really changed it since then.
I took the photo (bottom) of Terron about one year ago, I love how he has retained the very sophisticated nature of his "look" while still updating and trying something new.
Lets not make this about "I liked him more before.....or after" this post is not about that. it is about not been afraid to evolve and not letting yourself get stuck in a style rut.