My wardrobe needs black flat 8 hour boots in both tall and ankle heights. Here are the best options I've found so far:

1) Tall: Aquatalia Umphs.

I like that these are flat, sophisticated looking and fit my calves. I am concerned about:

Will the elasticated back wear out or look dated in a few years?
Is the ankle creasing too bad?

Alternative: Fluevog boots that are similar to my green Bondgirls.

http://www.fluevog.com/code/?w.....iew=detail
http://www.fluevog.com/code/?w.....ourID=3308

The fluevogs have great soles and thick leather that I know will last me for at least 5 years. However, they are are probably too rugged/casual, right?

2) Ankle: Miz Mooz Bailey boots.
In the right hand photo, I'm wearing the Fidji boot on my left foot for comparison, which I LOVE but has been vetoed for comfort reasons.

I like that these are flat and comfortable. I am concerned about:

Will the thin leather wear out faster than my other thicker leather/more substantial boots?
How is the durability of Miz Mooz shoes in general?

If I won't get at least 3 years worth of wear (so let's say 365 days) out of them with appropriate resoling, it's not worth it to me. I would then prefer to go with Fluevogs/Fryes for durability, even though the style may not be as good.

http://www.zappos.com/frye-car.....ge-leather
http://www.fluevog.com/code/?w.....ourID=3235

Thanks in advance! Alternative suggestions gratefully accepted.

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