First of all, the WUS forums have become the bane of my productivity the past few weeks. One of the more pleasurable time-sucks I've yet found.
Now that my wife has the vintage Rolex of her dreams (recent anniversary gift), she's been encouraging me to indulge my long-held fantasies of owning one of my fantasy pieces. Right now my most expensive watch is about $1000, mainly because for the last 5 years whenever a new purchase comes up, I say, "I'd rather save up for the big one." When I could afford a Tag a few years ago, I controlled myself so that I could afford something nicer down the road.
The object of my desire for the past few years has been the IWC Portuguese. My favorite pieces are 42-44mm with a very thin bezel (for some reason I just aesthically hate bezels). The Portuguese Chrono blue-on-white (IW371446) had been my darling, but I went to the IWC boutique in Beverly Hills last week to finally try it on, and unfortunately it was a hair too small for my taste. My daily beater is a Victorinox 44mm, so I feel like it would be odd to go down beyond 42mm even for a dressier watch. The salesman showed me the IWC Portuguese Automatic blue-on-white (IW500107) and unfortunately for my wallet, it was love at first wear.
Before I go splurge on the Portuguese Automatic, I wanted to see if there were any other great suggestions from the knowledgeable crowd here. 42-44mm (41 maybe with a tiny bezel), thin bezel, traditional design. I would probably go for a near mint Portuguese ($8000 range), so I don't think I would want to go beyond that in the budget.
The rational part of me says I should buy 2 or 3 lesser watches instead, but I worry that I will always think of the one that got away.
Thanks for reading my ramblings!