The 25 year-old singer and songwriter began her career as a country celebrity and has become a pop star sensation. She has released four albums and is the youngest person to have performed and written a song that topped the Hot Country Songs Chart. She’s won multiple Grammy and Video Music Awards and is currently worth an estimated $240 million. She is notorious for her dating history and has reportedly had flings with John Mayer, Jake Gyllenhaal, Taylor Lautner, and Harry Styles. The sky is the limit for this young, talented, and wealthy starlet, but that doesn’t mean her career has been flawless.
11. I See London, I See France, I see Taylor’s Underpants
While performing in a cute purple dress at a concert in St Louis, Taylor Swift got a little too close to an industrial prop fan. The singer tried to remain calm while her skirt flew up and revealed her nude grandma undies. After seeing the photos, there is only one thing we need to know: Are those Spanx?