The cultural appraisal of Taylor Swift is simple. She is a country-laced pop-star who dates a lot of famous people, and sings a lot of songs about her exes. This isn't untrue -- she admitted it herself when I saw her play a few weeks ago. It's become the narrative. Taylor has taken thinly-veiled shots at John Mayer and Jake Gyllenhaal, there are dozens of coded subjects throughout her discography, there are even reports that "We Are Never Ever Getting Back Together" exists because she knew the ubiquity of a world-conquering single would serve as the ultimate public shaming. That she's judged by her relationships is partially her own doing. She's consorted publicly, serially, and hasn't been shy about documenting her personal life in a public forum.
See also: Taylor Swift, Grimes, and Lana Del Rey: The Year in Blond Ambition