The challenge word is bold. I don't own Supernatural or these guys, just telling you.
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Dean looked through his closet, trying to find the least boring outfit to wear. He threw flannel shirts over his shoulder, one by one.
"Too boring,... not bold enough,... wore that already,... can't wear that anymore,..." he said as he kept tossing flannel after flannel.
Sam walked in and right then, one of the shirts landed on his head.
"Dean, they're all going to get dirty on every hunt anyway," he said, his voice muffled by the shirt. "So why bother looking for the best one?"
But Dean interrupted him by saying "Yes, perfect!", leaving Sam to groan in annoyance.
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