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Have your stylist conceal the ponytail band with a swath of hair for a clean finish

"The key is adding your own tasteful twist to the outfit and wearing it with bold confidence," Roberts adds

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"I feel it's some place I won't be judged for who I am or how I look," he said

Re-create the look: For the minimalist reading this story, the idea of playing with prints, color, or texture is likely a turn-off