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Applies to men only. To dress left means to put one's penis down the left pantleg when dressing. You can dress left, dress right, or have a really small penis.
"I decided to dress left for the first time today, and it's a whole new world!"
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When a man wheres a tight pant suit the appropriate direction to point his dick is to the left hand side.
When Nicky Barnes is dressing to impress, he will always dress to the left.
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