When 15-year-old teenager Taylor Swift, from the small town of Pennsylvania, signed her first contract with Sony Records in 2005, the idea of becoming a fashion icon was probably far from her mind. Her wardrobe resembled that of other teenagers of that era. The 2000s were characterized by chunky hats, mini dresses with ruffles, pointed boots, and headbands. And according to the early promotional photos of Taylor from that period, the singer was indeed a fan of various trends. Her stunning blonde curls fell evenly over her short-sleeved patterned shirts, which she wore with low-rise jeans. Her makeup included the famous shiny, creamy eyeshadow, loved by many teenagers of that time, which she wore along with adhesive gemstones, typical of the year 2000, around her eyes in the music video for Teardrops On My Guitar. And, of course, a tube of pink lip gloss was never missing from Taylor's makeup bag. These looks made her appear as the girl-next-door singer-songwriter.