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Michael Dandy is a pre-made Sim who lives alone in a large mansion in Roaring Heights. His family biography states that Michael's life was never easy, and every Simoleon acquired by it was with much hard work and some thefts.
Michael is currently employed in the Criminal career as a Master Thief (level 10) and has 9 skill points in Athletic. Outside of his home, he is friends with Rita Davis-Welles. He is engaged in a same-sex relationship with Mark Davis-Welles, a secret relationship which no one knows, and his family biography implies doubt on whether he would make that relationship come to public attention.
Michael is apparently based on Jay Gatsby, the title character from the 1925 novel The Great Gatsby which similarly features a man who has turned to a life of crime in order to gain the wealth and status he feels he needs in order to win back his lost love. However, in a twist on the original novel, Michael's love interest is revealed to be not Rita Davis-Welles (based on Gatsby's love interest, Daisy Buchanan) but her husband Mark (based on Daisy's husband Tom, who in the novel is having an affair with another woman, a reversal of the situation in the game, where instead Rita is in love with another woman). This also makes Michael and Mark's relationship the first officially confirmed male same-sex romance in the series (although the female couple who head the Shear family, also of Roaring Heights, are the first same-sex couple in the series to be officially recognized as romantic partners rather than simply love interests in-game, due to the fact that their relationship is not secret or extramarital).
He is also similar to real life, famous former criminal, Frank Abagnale, Jr. in both appearance and storyline.