Having shared quite possibly the most excruciatingly embarrassing night together in cinematic history at the back end of the 1980s, Adam (Craig Chester) and Steve (Malcolm Gets) part company and don’t look back. Fifteen years later the pair meet again and fall in love, not recognising each other from their earlier encounter. After a year together overcoming their neuroses--of which there are plenty thanks to that fateful night--the penny finally drops and it is too much for Steve, who calls the whole thing off. Adam is left heartbroken and it is up to their two friends, the formerly obese stand-up comedienne, Rhonda (Parker Posey) and stoner serial-seducer Michael (Chris Kattan) to try and patch things up. Can the pair learn to get past their embarrassment? Will Adam’s family curse finally break? And will Rhonda realise she is no longer fat and that she needs some new material?
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