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After being discharged from the Army, Brian Flanagan moves back to Queens and takes a job in a bar run by Doug Coughlin, who teaches Brian the fine art of bar-tending. Brian quickly becomes a patron favorite with his flashy drink-mixing style, and Brian adopts his mentor's cynical philosophy on life and goes for the money.

When struggling, out of work actor Michael Dorsey secretly adopts a female alter ego – Dorothy Michaels – in order to land a part in a daytime drama, he unwittingly becomes a feminist icon and ends up in a romantic pickle.