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The October Mode has a great essay by Ann Magnuson about the joys of boots. Mmmm, boots.
Ever since I read Puss 'n Boots as a child, the message has been 
loud and clear: You wanna get the job done? Do it in boots.

[...]

Finding the right boot is a little like finding the right 
relationship--along  the way there are the good, the bad, 
and the ugly. All have served their  purpose.  Some you 
outgrow. Some you toss out.  Some you keep around for 
a laugh.  Some you pass on to a girlfriend. Then the search
is back on. And when that time comes, as it always does, when 
you feel you've tried  on every prospect in town, you threaten to 
quit. It's too hard, you say, I  can't take another disappointment. 
But just when you're ready to give up  searching for that perfect 
fit, something deep inside you says that it's time to pull yourself up 
by your bootstraps, slap on your favorite lipstick, put on your best 
short skirt, and make like Nancy Sinatra.

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