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If I had the money I would go with a Jaeger LeCoultre watch- a master compressor or something like that. Those things are money though. There are a couple of models that can be had for around $5k. However, the automatic models that actually look good (IMO) run around $8k. Great watches but expensive as hell.
The other brand I would go for is Omega. I just think their watches look great- modern and classy at the same time. You could get a Planet Ocean which would go with pretty much anything you wear. The Seamaster 300M Chronometer is a great option too.
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