This tag belongs to the Relationship Category.
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He had to at least give it a shot. If there was a power that would let both him and Brett could stay this week, it was worth a try. Winston was a salesman, after all. But Sam's not the easiest customer to sell to, and it'll take a lot more than shiny words to win her over.
Takes place on the night of the Week 3 eviction, if Winston did end up confronting Sam about her power like he wanted to.
Winston/Sam friendship, with a bit of implied Winston/Brett (at least one-way)