Photo by: Stylecaster Pictures
Single: Between Mayer and Gyllenhaal, Swift was single (at least for a few months) and she set out to prove that she'd grown up. The singer showed off her fashion prowess at Milan Fashion Week in September 2010 and rocked an empowering red lip, which has because a Swift staple both on and off the red carpet.
Photo by: Stylecaster Pictures
Single: Between Mayer and Gyllenhaal, Swift was single (at least for a few months) and she set out to prove that she'd grown up. The singer showed off her fashion prowess at Milan Fashion Week in September 2010 and rocked an empowering red lip, which has because a Swift staple both on and off the red carpet.