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A thousand entries and two dozen cocktails later, we came to a decision on the winner of our “Caption This!” contest (September 1999). Picking the funniest caption was no easy task. The prize package — three days of lift-served skiing at Telluride, three days of heli-skiing with Telluride Heli-Trax, and plush accommodations at the Skyline Guest Ranch — inspired unprecedented levels of reader creativity. But after reading the 300th version of “skiing during a big dump,” it became clear to us that a lot of you are watching way too much Beavis and Butt-Head. What our winner, and a handful of others, had was cleverness and originality. So, without further ado…Susan Liggett, come on down!
Somebody needs to tell this guy what “prepare to unload” really means. — Susan Liggett, Brecksville, Ohio
Single? — Rome Chelsi, Evergreen, Colorado
The summit lodge chili-eating contest ends in an unexpected photo finish. — Stuart Bohrer, Great Neck, New York
Yeah, and they said snowboarding wouldn’t catch on. — Mark Branch, Evergreen, Colorado
And in the funny-but-we-wouldn’t-want-to-share-a-gondola-with-you department:
As soon as Johnny pried the plunger from his face, he realized that crazy Günther was right about the evils of masturbation. — Matt Peskay, New York, New York