Chrysler Building - New York
The Chrysler Building in New York's Manhattan seems to endure with timeless grace.  The gray building set against a gray sky enhances this feeling of grace.  If I were to analyze the design of the building, I would probably tell the architect it should be more restrained and will look old fashioned and dated after a while. 

Well it does look "dated" in the best sense of the word, as it is a masterful design with beautiful proportions showing that the rules of "good taste" don't always apply.  Rising on the horizon, it seems to wink a welcome to me whenever I visit.  It's no wonder it's a favorite and instantly recognizable.
San Francisco Marriott Hotel
Contrast the Chrysler Building with this hotel in San Francisco built about 30 years ago.  It uses some of the same curved elements at the top.  Which do you think is the most successful?

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