I am unclear regarding the comment about staying in touch with fashion. Could you elaborate a bit more on what exactly you mean by that? I am a female, so I am curious.
By that, he simply means to dress to fit in with the cool boys and gals.
Example: This is my standard attire when I enter a Hublot boutique:
I like to make the other customers to not feel too awkward in my Rolex attire.
My "Cliché Rich-Man" Rolex Attire: