Conor Kennedy: June 2012 – October 2012
Conor Kennedy, the grandson of Robert F. Kennedy, the former United States Attorney General, had a romantic relationship with Taylor Swift. Taylor was serious enough about Conor that she acquired a home close to his residence in Massachusetts. When Taylor falls in love, she does so with great intensity.
While no one can deny Conor's good looks, Taylor faced significant public scrutiny due to the age gap. Taylor was 22 years old at the time, while Conor was an 18-year-old high school senior.
