I heard somewhere that there might be a 37mm version coming out in October. That would pretty much be the perfect size for this style of watch for most wrists between 6.5-7.5inches in my opinion.

I love my Alpinist, I have the newer Prospex green dial one on an Uncle straps BOR bracelet. I also love my Flighty, and my vintage 6139 6002 Cevert. But the most iconic I would probably say is either the SKX013, the OG Willard, or the 62MAS. It's one of those, and I'm leaning towards Willard.

That is a tough question. I'd probably much rather have a Lange 1 myself too, than anything else, but with the rule that it should be my only watch, I might just pick a white gold Rolex day-date. Probably the new one with olive dial and roman numerals.