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Fashion Week Spring 2010 | New York City, NY | September 17, 2009

Calvin Klein ‘Sheath Dress’ – no longer available

Taylor simplified her Calvin Klein satin sheath dress by untwisting the straps for a cleaner finish. Sidenote – isn’t it so fun seeing Taylor wearing this colour pre-2012?

Worn with: Stuart Weitzman heels

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Fashion Week Spring 2010 | New York City, NY | September 17, 2009

Calvin Klein ‘Sheath Dress’ – no longer available

Taylor simplified her Calvin Klein satin sheath dress by untwisting the straps for a cleaner finish. Sidenote – isn’t it so fun seeing Taylor wearing this colour pre-2012?

Worn with: Stuart Weitzman heels

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5th Annual Candies Foundation: Benefit to Prevent | May 7, 2008

Badgley Mischka Fall 2008

Taylor attended this charity event wearing a sparkly, waist-cinching Badgley Mischka cocktail dress. This was also back when Taylor used to draw a heart on her foot in sharpie – sending everyone into a frenzy wondering if it was a tattoo.

Taylor later expressed that she did, in fact, want the heart tattooed on her but her dad would “sand it off with a beltsander” if she ever did.

Worn with: Giuseppe Zanotti sandals

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5th Annual Candies Foundation: Benefit to Prevent | May 7, 2008

Badgley Mischka Fall 2008

Taylor attended this charity event wearing a sparkly, waist-cinching Badgley Mischka cocktail dress. This was also back when Taylor used to draw a heart on her foot in sharpie – sending everyone into a frenzy wondering if it was a tattoo.

Taylor later expressed that she did, in fact, want the heart tattooed on her but her dad would “sand it off with a beltsander” if she ever did.

Worn with: Giuseppe Zanotti sandals