This week, Kate reads from listener-submitted stories about the embarrassing (and now hilarious) ways in our youth that we tried to make people jealous and/or acutely aware of how well we're doing following a romantic rejection. From the classic "sorry wrong IM" all the way to a full John Tucker Must Die reenactment, these stories represent the good, the bad, and the delightfully cringy of Livin La Vida Four Loko in the mid-2000s. But first, Kate discusses some broader thoughts on mid-aughts media & pop culture and how it influenced her 'hot girl' days, then her sister Kelly joins her to discuss her participation in an MLM, Valentine's stories, myspace, and more; followed by the two peppering in their bad dating stories as they listen through listeners' quests to go from dull to Pussycat Doll in peak "Don't Cha" culture.

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