Re: Douchiest single piece of clothing
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"bluetooth headset".
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Doesn't count, not clothing.
If we expand category to "things people wear," however, bluetooth headset is #1, followed by fannypack.
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When I was five years old, my dad took my sister and me on a trip to DC, and even then I had a visceral dislike of fanny packs. It might just be the name.
Really though, it's too bad that people are so hostile to them, because they seem quite useful. My dad bought fanny packs for me, my sister, himself, and his girlfriend. I think they came in handy, but that doesn't mean I liked em!
Still though, I think that fanny packs are a poor submission, because douchebags don't wear them. Essentially NO ONE wears them. Your submission is like me saying "acid wash jeans" or something that no one wears anymore. And no, Mike Matusow doesn't count. He's another animal completely.
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