40 Taylor Swift Street Style Moments Through the Eras

Ever since she burst onto the scene in 2006, Taylor Swift has taken over the music industry (and fans’ hearts) with songs, albums, music videos, and so much more. Not a week has gone by without jamming out to classics like “Teardrops On My Guitar” and newer records like “I Can Do It with a Broken Heart,” and the star has reached her greatest heights yet thanks to the Eras Tour, the accompanying concert film, and the continued rollout of her re-recorded albums. While the musician started out with her iconic curly locks and cowboy boots, her style has evolved with each era, and we’ve since seen her rock matching sets, blazers, and more. While her red carpet looks always steal the show, we’re especially enamored with her street style moments, which show a more casual, wearable take on how her taste has evolved. Interested in doing a deep dive with us? Keep reading to see 40 of the most iconic Taylor Swift street style outfits of all time.