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The seasons of Fall and Winter, during which vast amounts of people, who are otherwise content with being single, elect to settle down with a significant other. A "couple" is formed, giving rise to the term "cupping".
Sammie: Ashley and Becky just got boyfriends, I thought they were loving the "single life"...
Taylor: Yeah, but it is cupping season, after all
by AR-Money March 14, 2015
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