TLDR: So what watch do you like to wear on a first date? What wouldn't you wear?
I've been on a few first dates in the past couple of months which has been fun. I've noticed that I've fallen into a pattern where I have a couple of shirts I will choose between, but I always grab my best watch which is a 2500XL Planet Ocean. It fits me, looks nice, says I like nice things. I very occasionally get a complement on it but for the most part I think it flies under the radar to most people. Recently I've been thinking of getting my first Rolex, the BLNR, which is very blingy in comparison. That started me wondering if I would sport it on first dates or not.