Double Duty

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Double Duty
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It's like she put on a pair of shorts and then thought, "Wait, did I put on shorts? I better put on a skirt, too, just in case."

Poorly Dressed: Might Want to Hike that Up a Few Inches

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Poorly Dressed: Might Want to Hike that Up a Few Inches
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In addition to being all-around hilarious, our friends at College Humor dabble in finding the bizarre and FAIL-worthy. Check them out for more!

Poorly Dressed: If he sags those you'll see his running shorts

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Poorly Dressed: If he sags those you'll see his running shorts
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In terms of shorts hierarchy it only makes sense: cargo shorts, jean shorts, then running shorts and/or basketball shorts.