Taylor Swift (T-Swizzle) & T-Pain "Thug Story" (2009)

COMPLEX SAYS: Taylor Swift swagged it out in a fitted cap, white tee, and neck full of jewels in her rap video for "Thug Story" with T-Pain that aired during that year's CMT Awards. We never would have expected this from the country pop singer, but aside from her exceedingly annoying rap voice, T-Swizzle might just be about that life.

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