Hi Graham,
It is a fun idea having a ‘photo cuff’ but ultimately you have to be true to yourself. In the past it has been the ‘posers’ that have given some great brands a bad reputation. I think it’s great that you have a range of watches from formal/dressy to quirky that you fit into your lifestyle.
It is true that I have certain shirts in my wardrobe that I feel go better with certain watches, and I even get some pleasure out of matching these together, but most of the time I like to mix up what I have, wearing the La Tradition, for example, with jeans and a t-shirt (I’m sure you do the same with the Freak) and a sports chronograph at work under a French cuff.
It all adds to the pleasure of this hobby I think.
Kind regards
Andrew
Ps. Not meaning to be rude, Graham, but I somehow doubt you would be mistaken for a bunny at a Playboy Club.