It's a common problem I know. I have seen many posts from people in the same situation, and now it is happening to me too.
I have 2 events in the next 18 months that I can celebrate with a new watch: my 40th in November and my graduation next year. I had been thinking that I would buy a Tag Heuer Aquaracer for my 40th:
And the Omega Plant Ocean for my gradustion:
But lately I have also fallen for a Longines Master Moon Phase:
I know of a dealer in Sydney that has a used model in stock now for a reasonable price and it has me rethinking what to get when. I was so definite about the Tag then the Omega, but this one is just calling, and having one available for a good price is becoming irresistible! I may just have to change to the Longines this year and the Omega next year and leave the Tag for another day.
So, any thoughts as to which order I should go in?
The rest of my wish list, just FYI, is:
Omega Speedmaster
Rolex Explorer II White Face
Rolex GMT II Pepsi
Rolex Sub


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Grande Vitesse
Longines Dolce Vita
Longines Master Moonphase
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bio - Current Collection
Edouard Lauziers Tuscany
HMT Avinash
Omega Seamaster GMT (White)
Seiko Orange Moster
Omega Seamaster Professional
Rolex GMT Master II 

Breguet
Chopard
H. Moser et Cie
PP
Roger Dubuis
Breitling
vintage Omegas 
go inside this?:
I guess that's what I get for buying it on eBay!!! 

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