1914 Boston mayoral election  The Boston mayoral election of 1914 occurred on Tuesday, January 13, 1914. James Michael Curley, member of the United States House of Representatives, was elected Mayor of Boston for the first time, defeating Thomas J. Kenny, president of the Boston City Council. Incumbent mayor John F. Fitzgerald withdrew in December, citing illness; in actuality, Curley and attorney Daniel H. Coakley forced Fitzgerald from the race after learning of his indiscretions with a cigarette girl, Elizabeth "Toodles" Ryan. Curley was inaugurated as mayor on Monday, February 2, and intended to continue also serving in Congress. However, on February 25, after political pressure mounted to unseat him, Curley announced his resignation from Congress, retroactive to February 4. This was the last January-scheduled general election for Mayor of Boston; the next mayoral election was held in December 1917.