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23 Of The Toughest “Would You Rather” Style Questions Ever

Is it better to be underdressed or overdressed?

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    Burn your favorite leather jacket rescuing a puppy from a fire?
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    Or burn your favorite jean jacket rescuing a puppy from a fire?
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    Wear a funny/scary Halloween costume?
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    Or wear a sexy Halloween costume?
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    Wear heels that are kinda ugly and old but super comfortable?
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    Or wear gorgeous heels that everyone loves but torture your feet and give you blisters?
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    Get matching shirts with your pet?
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    Or get matching shirts with your significant other?
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    Buy something cute and cheap from a big retailer even though you know they're ripping someone off?
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    Or buy the original design from the original designer even though it might be a little pricier?
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    Wear something covered in cat hair all day?
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    Or wear a stained shirt all day?
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    Be deathly allergic to leather?
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    Or be deathly allergic to lace?
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    Wear a velvet tracksuit with bling every day for a year?
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    Or wear an Ed Hardy shirt every day for a year?
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    Get terrible tan lines because of a cute bikini top?
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    Wear a long-sleeve bathing suit top in 100-degree weather?
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    Dress like an '80s girl forever?
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    Or dress like you're 80 forever?
  1. Would you rather be...

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Would you rather be...
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    Underdressed for an event?
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    Or overdressed for an event?
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    Only be allowed to wear caps for the rest of your life?
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    Only be allowed to wear beanies for the rest of your life?
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    Wear cargo pants forever?
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    Or wear your collar popped forever?
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    Run into your sworn enemy wearing an outfit you hate?
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    Or run into your ex looking like shit?
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    Have an unlimited supply of the perfect white t-shirts?
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    Or have an unlimited supply of the perfect little black dresses?
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    Wear non-prescription glasses as a fashion statement?
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    Or wear sunglasses at night as a fashion statement?
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    Only wear outfits straight out of the 1920s?
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    Only wear outfits straight out of the 1970s?
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    Have a closet filled ONLY with prints and bright colors?
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    Or have a closet filled ONLY with black clothes?
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    Only own one pair of Yeezys?
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    Or own an unlimited amount of Skechers?
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    Wear yoga pants every single day?
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    Or wear jeans every single day?
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    Be friends with someone who only wears trucker hats?
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    Or be friends with someone who only wears bucket hats?
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    Go shopping with Audrey Hepburn?
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    Or go shopping with Marilyn Monroe?
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