Conor Kennedy
Following her relationship with Jake, Taylor Swift embarked on a romantic journey with Conor Kennedy during the summer of 2012. However, their pairing raised a few eyebrows due to the four-year age gap, given that Taylor was 22 while Conor was an 18-year-old high school senior. Despite their age difference, they pursued a relationship.
Their courtship endured for a few weeks, but it took a turn when Taylor made the significant move of purchasing a $5 million residence adjacent to the Kennedy compound in Massachusetts. This decision seemed to have spooked Conor, as an insider revealed to Radar, “Conor’s just an 18-year-old kid and wasn’t prepared for something incredibly serious. Meanwhile, Taylor was searching for her soulmate, and her intensity caught him off guard.”
