In addition to the lettered streets ending at W, there are a couple of other idiosyncrasies I've noticed about the mapping system, the most notable of which is the lack of a "J Street," so I started asking around to see if I could figure out the reason for this anomaly. Several people told me that the original city planner, Pierre Charles L'Enfant, had a personal feud with John Jay, the first Chief Justice of the U.S. Supreme Court, and consequently omitted the "J" from the street system. While their dispute may have, in fact, been real, it turns out this explanation for the missing J Street is nothing more than an urban legend. Wikipedia led me to the actual answer...
In actuality, the reason there is no "J" Street is because until the mid-nineteenth century, the letters "I" and "J" were indistinguishable from each other when written. Additionally, many establishments on I Street write out their address as "Eye" Street to avoid confusing it with the number 1, and some on Q Street spell it out as "Cue" or "Queue" to distinguish it from O Street. While the L'Enfant/Jay dispute explanation is certainly more salacious, the pragmatic (and legitimate) explanation appeased my curiosity and provided me with the impetus to learn a little something about my new hometown. :)
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| The Original L'Enfant City Plan for District of Columbia |
(Image lovingly borrowed from Google Images)

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