Frank Sinatra, 1938
Francis Albert Sinatra was arrested in Hoboken, New Jersey in 1938 for seducing a woman. According to FBI reports, “under the promise of marriage” Frank Sinatra “did then and there have sexual intercourse with the said complainant, who was then and there a single female of good repute.”
He was released on $1,500 bail for his sex crimes, but arrested one month later for the charge of adultery after it was determined the woman in question was married.