Taylor is diet posting from the Hamptons while Stassi admires (from a distance) the Wine Bar at her local Gelson's grocery store. It's a battle for who deserves the Loser Crown, from Taylor's fillet comment to Danny DeVito at a steakhouse, to Stassi's cringe-worthy DM to director Jon M. Chu. They also share their most interesting experiences with other Hollywood actors, and debate whether they could drink Taylor Swift under the table. Finally, Stassi asks Taylor for advice on a current dilemma. Her 20th high school reunion is around the corner. Should Stassi show up fully glammed to inspire the youths, or is walking down those halls just asking for trouble?

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