I'm curious about your origin stories.
Originally, I was going to ask about first watches, but I think it's more interesting to think about the watch that turned you into an enthusiast and why. If it helps, think about this: which was the first watch you took a picture of (because if you're taking a picture of a watch, then you're probably an enthusiast).
For me, it was the Farer Universal Ponting.
The above (half out of focus) wrist shot is the first picture I ever took of a watch. I had owned other watches before - watches that I still think are quite handsome - but the combination of colors, materials, and functions of this Farer (along with its being a mechanical watch with a display caseback) was the difference that made the difference.
Okay, actually, a few regrets. But zero regrets about becoming a watch enthusiast.