Watches - another OCD problem
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I really, really like that Speedmaster, though there's a tiny voice in the back of my head saying, "a moon watch has to be the first Speedy you buy."
And for variety, here's something more pedestrian, my slightly battered, slightly customized daily wear watch…
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What are your favorite diving watches, all? I wear an Omega Seamaster, which I like fine except for the shitty deploying buckle. I like - but do not own - the Submariner in all green as well as the micro-gas tube Ball watches.
I like the Seiko diving watches. Omega also. Favourite one though is the Fifty Fathoms.
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While I'm nowhere near the expert @Tempvs is, there are several I like. Starting from the bottom, pricewise, there's the Orient Mako, which I consider possibly the best budget dive watch available, and with one of the prettiest blue dials at any price. Next up, I like the Seiko Prospex SBDC033, commonly referred to as the Sumo. I dislike the need of Seiko fanboys to give a nickname to every watch in the company's lineup, but that's not relevant here. What is relevant is that for a pretty reasonable price, you get a fantastic watch with legendary durability. Plus, there's a pretty vibrant community of aftermarket modders, so you can personalize it to your heart's content. If you like light(ish) watches, you can jump up a bit in price and get the Seiko Prospex SBDC029 (the sigh Shogun), which gives you a titanium case and bracelet.
If you're looking in a more posh price range, I love almost everything about the Omega Planet Ocean, especially the models with orange. The more orange, the better, in fact. Always disliked that HRV pustule on the left side of the case, though. And though it's sadly lacking in lume for a "dive" watch, I've always liked the Breitling Superocean Heritage II, especially with the blue dial and mesh bracelet.
Oh, and if I were to buy something quirkly, I'd probably go for the Pita Oceana. It just amuses me.
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If you want a quirky diver's watch, I like the Cartier version in blue. The dial is absolutely gorgeous. Photo stolen from aBlogToWatch's hands on.
What really amuses me is that it's not as overtly macho as the usual suspects, but is a full ISO 6425 rated diving watch.
Money no object? Blancpain Fifty Fathoms Bathyscaphe , or the new Mil-Spec model.