With two people involved, how to pick a Halloween costume depends on if you are dressing to compliment each other. If so, think of famous pairs you want to replicate. This can include people, like Bonnie and Clyde or Popeye and Olive Oyl. It can also include objects, like salt and pepper shakers or a bowling ball and pin. Alternatively, you may choose costumes that are unrelated. The point is to have as much fun as you can, so whatever that looks like to you, go for it.
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