New To Watches - Which Omega

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It really depends on the person an watch for sizes.

I can wear a 35mm vintage piece and a 45.5 Planet ocean but some 42 mm are to large for me. While a speedy pro and Seiko SKX are fine my 39.5mm speedy date seems small...

Wrist proportion and body proportions factor in.

... and width of bezel, shape of lugs, etc., etc.
B BHas
Thanks for the input. I am not very drawn to the Globemasters, I like the Aqua Terra, Speedmaster Pro, and 300 more. I would like to buy new if possible. Also, any thoughts on face colors? White, Black, Blue? I assume the 38mm Aqua Terra or the 38.5mm Aqua Terra would be the appropriate size for a 6.75" wrist? Is the 42mm speedmaster too large?

You need to try on the watch. The lug-to-lug distance is equally important as the diameter.
 
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What about a Speedmaster Pro and a vintage Seamaster as a dress/everything else combo?
 
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B BHas
I could go up to 5k-6k.

Don't dick around. Buy the watch everyone wants... get a speedy pro (145.0022). You'll have cash leftover and this watch will always retain her value.
 
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I would suggest you to look at catalogs and manufacturers web site, and then go to an authorized dealer. No photo will tell you how the watch sits on your wrist, how heavy or thick it is, and how it looks in person.
 
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B BHas
I could go up to 5k-6k.
For 6k I would buy a:

Speedmaster 3k
A killer connie 1,5k
A perfect 60's seamaster 1k
And a fun vintage dive watch 0,5k
 
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Get a couple year old Speedmaster full set. Wear it for six months. If you don’t like it you ought to be able to get most of your money back on the used market. Dip into something else.

Keep going until you find one you can’t part with.