As to how long it would take him to "get dressed" -- looks to me like there are fewer "layers" there than Batman wears. So assuming he doesn't have to load those pouches (as Batman does not have to load his utility belt) every morning, again I see no problem.

I mean, speaking from a secret identity standpoint, wouldn't he want his mask to cover them up? (plus, I just think it looks dumb)

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To me, the eyebrows are one of those affectations that just scream "Hey, look! We're so much SMARTER than the CREATORS of this character! Look at the clever CHANGES we made!"

In the real world, given the shape of the eyeholes on his mask, Cap's eyebrows probably WOULD pop out -- but in the real world, nobody in their right mind would put on a flag costume and charge into a battlefield. Willing suspension of disbelief, people!!

I think Ultimate Captain America looks cool, but I don't think he looks like a superhero. He looks more like a character out of GI Joe or part of a SWAT Team.