Harry Styles: 1/5 of boy band One Direction. Dated Taylor Swift from approximately November 2012-January 2013. | Chandler West~Sun-Times
Conor Kennedy: Best known for being a Kennedy. Dated Taylor Swift from approximately July 2012-October 2012. Swift took up a decidely Kennedy-esque fashion sense during the tenure of their relationship. | AP
Jake Gyllenhaal: Actor, age 32. Reportedly dated Taylor Swift from October 2010-December 2010. | AP
John Mayer: Musician, age 35. Dated Swift from approximately November 2009-February 2010. Fun fact: Her song "Dear John" is reportedly about their relationship.
Taylor Lautner: Actor, best known as the Jacob in the age-old question of "Team Edward or Team Jacob?" Dated Swift from approximately August 2009-November 2009.
Joe Jonas: 1/3 of the boy band Jonas Brothers. Dated Swift from approximately July 2008-October 2008. The song "Forever & Always" from her second album "Fearless" is reportedly about their split.