While I can't disagree with any of the advice already given, I can well appreciate your situation. A few years back, I was in a similar position, pondering whether to get Speedy Cal. 321, a Sinn 203 or a Heuer Autavia. I ended up getting all three, plus a few, but that's another story.

The point is that I now have them and have to make a choice every morning what to put on my wrist. While I truly love them all, the watch that gets the most wrist time is the Speedy. It's a 1964, and I make sure to be careful with it, but it's the one that seems to belong there. And while I have a wonderful Siffert Autavia, it's become too valuable to comfortably wear regularly, so my number 2 is the Sinn, which is a relatively new watch and also one I truly love to wear.

Oddly, the only watch I have that I really don't care to wear is my Rolex GMT Master II, which feels pretentious and ostentatious. It just never feels right and I only wear it when I need the GMT function.

I guess Stewart's point really captured it. You need to decide which watch wants to be on your wrist.

Scott