In this episode of The Shermer High Alumni Association, we’re pouring ourselves into the neon-soaked, flair-bartending mess that is Cocktail (1988). From Tom Cruise’s Bryan Flanagan chasing big dreams in New York, to Bryan Brown as the charmingly cynical mentor, to Elisabeth Shue as the grounded love interest, this movie delivers high drama, questionable career choices, and enough Blue Hawaiians to make your liver nervous.

We talk about its rollercoaster of ambition, romance, and beach bar antics, the infamous bar-top poetry scenes, and whether this glossy 80s cocktail still goes down smooth. Where will it score on the Cringe Meter?

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