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1. A word used among [those who] think they are the hottest and coolest person in [the world], but are actually total duchebags. It is often used as a noun, as they seem to think they have it. 2. [Free stuff] like the samples you get at Costco. In this case, swag stands for Stuff We Aquired as Gifts. It is okay to use swag in this context.
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