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From Caitlin: Hi, its me, ready to make you feel like youre living inside a Nancy Meyers movie

From the colorblocking to the bow-topped Marc by Marc Jacobs flats, this was the uniform for a singer ready to "Begin Again." It also marked the start of another decades-long style relationship: Swift was styling a Ralph Lauren sweater before shopping at the label's then-West Village boutique

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This outfit is almost always worn with the suit jacket open, and as a result, the T-shirt brings the suit way down in formality

The result is an incredibly soft, easy-to-wear shirt that moves with you throughout the day while maintaining a polished, tailored look