I thought this take on a three could be fun to try. Let's see what you come up with.
First watch: one you could comfortably buy today.
Second watch: one that's a stretch but realistically doable. Maybe you've been saving for a year or got a nice bonus at work and want to treat yourself.
Third watch: completely out of reach barring that inheritance from your unknown billionaire uncle.
Bonus points of the watches aren't already in your collection.