Frank Sinatra


Before he was known for his many high profile romances, Frank Sinatra spent 16 hours in jail for seduction, a criminal offense in 1938.  The young singer was caught having an affair with a married woman and ultimately charged for the transgression.  Frank would go on to have well publicised romances with Ava Gardner, Mia Farrow, and Barbara Marx, following his divorce from his first wife, Nancy.