According to Flickr's "interestingness" algorithm, my 5 most "interesting" photos, out of the nearly 700 I've posted, are:
Number 5: New York City at Sunset:
Background: I took this picture in January 2011 after I was attempting to do a timelapse of the sunset over the Flatiron district of New York City. I was using a 50mm F1.4 lens, and pointed the camera north on our roofdeck to shoot up 6th avenue toward Times Square on the far right. There's a bit of camera shake visible as it was unbelievably windy (and cold) up there.
Number 4: Kyoto, Japan
Background: This was taken in Spring 2010 during my second trip to Kyoto. We had hiked up to this temple, and looked back toward downtown Kyoto in the background. It was a beautiful day, but a bit hazy.
Number 3: 230 Fifth (New York, New York)
Background: In June 2010, I had taken a walk back from lunch and saw that the 230 Fifth rooftop club was open for Saturday brunch. On a nice summer night, the line for this club goes around the block, but on Saturday afternoon you could walk right in. The rooftop bar is nice, but the views are the big attraction. This is a view north toward the Empire State Building from 27th and 5th Avenue.
Number 2: Rose (New York, New York)
Background: Rose and I met for drinks at Black Door on 26th street, then headed over to Shake Shack for burgers. Jessica was wrapping up a call and met us later for dinner, but I snapped this during our walk over to Madison Square Park. I had left the camera in the 16x9 aspect ratio, and later applied the default "Vintage" filter in Aperture.
Number 1: Bryant Park (New York, New York)
Background: I was walking back from the New York Public library and crossed through Bryant Park (one of my favorite spots in New York City) and snapped this view of the Bryant Park Hotel (also my favorite hotel in New York) with the Empire State building in the background. If you do go to Bryant Park, be sure to download the free audio walking tour from iTunes; its narrated by Matthew Broderick and gives you a great history of the Park.