You are right, i'm in that phase right now

I just purchased my 2nd Luxury Watch (B&R 03-92 Golden Heritage). Was thinking to buy B&R 03-92 Diver however end up with Heritage cuz Diver was not available.
I love the following 3 categories and have 1 or 2 watches in each category which i love so more confuse which one to buy 1st and how much money to spend.
Diver (Tudor BB, Oris 65 or Breitling Superocean Heritage 42MM)
Pilot (LONGINES AVIGATION WATCH TYPE A-7 1935, Zenith Pilot Type 20 Extra Special)
Sport (Montblanc TimeWalker, Oris Williams F1 or other)
One thought is in the price of Tudor BB or Breitling i can buy both Oris 65 and Longines Avigation) So i should go for that.
On the other hand i love Tudor BB and Zenith Pilot and i can only buy one of them in that price.
One watch which me and my wife love Montblanc TimeWalker but i feel in that price RM14K (as per Boutique after discount) i can have more valuable options shouldn't be spending this kind of money.
So quite confuse frankly

Any suggestions.....