Before its crazy yet memorable adventures in the movie, the classic Mercedes also had quite a peculiar backstory. According to Montway, the company that transported vehicles for “The Hangover,” the film’s principal vehicle –- a silver Mercedes-Benz 280SE cabriolet –- originally belonged to a person named Frank Cacciatore. After purchasing it in Detroit, Cacciatore brought it back to Chicago and was eventually approached by Mecum Auctions.
The company told Cacciatore it was hoping to buy his Mercedes for someone else as a birthday gift. Shortly after it was purchased, however, it was revealed to Cacciatore that the 280SE was going to be among the “feature cars” used in “The Hangover” instead. Since the film couldn’t use the same model throughout the entirety of the shoot, its production team made several copies that looked just like the 280SE, a process that included chopping up some coupes to appear like cabriolets. This is where the Mercedes-Benz 220SE comes in, which almost looked indistinguishable from the original 280SE.
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