So I'm pretty sure my next watch will be a leather strap dress watch, probably in the 5000-6000 dollar range (JLC Master Control is my top choice).
One hesitation I have is I have no owned nor worn a leather-strap watch in probably 20 years or so. So I'm not too sure if I'll like it and such. I'm thinking of getting a VERY inexpensive leather strap dress watch (like an Orient Bambino or something), and trying that out for maybe a couple of weeks to see how I acclimate to the leather strap and if the dressier watch works for me.
The other option would be just to go used and flip if I don't like it, but even that's a bit of a pain in the arse when you are talking about something that's probably going to be $4000 or so used.
Opinions on this?