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Arriving at LAX Airport | Los Angeles, CA | February 12, 2014

Ann Taylor ‘Petite Charming Bow Tee’ – $46.00 (currently sold out)

How cute is the bow back on this (totally affordable) bow back sweater that Taylor wore as part of her monochromatic airport look?

And how much better is it that we can see it so clearly because of her amazing short hair. Which I’m in love with. The fact that the curls are making a comeback as well has me so happy. I’ve always loved this length on girls and I think it takes Taylor’s style to a whole new chic, put-together and mature level. She looks so much more her age now I couldn’t be happier.

Worn with: Rag & Bone booties, Dolce & Gabbana bag and Taylor Guitars gig bag

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Arriving at LAX Airport | Los Angeles, CA | February 12, 2014

Ann Taylor ‘Petite Charming Bow Tee’ – $46.00 (currently sold out)

How cute is the bow back on this (totally affordable) bow back sweater that Taylor wore as part of her monochromatic airport look?

And how much better is it that we can see it so clearly because of her amazing short hair. Which I’m in love with. The fact that the curls are making a comeback as well has me so happy. I’ve always loved this length on girls and I think it takes Taylor’s style to a whole new chic, put-together and mature level. She looks so much more her age now I couldn’t be happier.

Worn with: Rag & Bone booties, Dolce & Gabbana bag and Taylor Guitars gig bag

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Arriving at LAX Airport | Los Angeles, CA | February 12, 2014

Rag & Bone ‘Harrow Leather Ankle Boots’ – $495.00

And here we have the debut candid appearance of Taylor’s new short hair! Looking inexplicably like the model who inspired her new ‘do – Karlie Kloss – Taylor wore this awesome pair of red heeled ankle booties.

If you’ve been a TSS follower the last few weeks you know that this shoe silhouette has been a favourite of mine so I’m happy to see it continue here.

Worn with: Ann Taylor top, Dolce & Gabbana bag and Taylor Guitars gig bag

Check out all the times Taylor has worn these boots here.

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Arriving at LAX Airport | Los Angeles, CA | February 12, 2014

Rag & Bone ‘Harrow Leather Ankle Boots’ – $495.00

And here we have the debut candid appearance of Taylor’s new short hair! Looking inexplicably like the model who inspired her new ‘do – Karlie Kloss – Taylor wore this awesome pair of red heeled ankle booties.

If you’ve been a TSS follower the last few weeks you know that this shoe silhouette has been a favourite of mine so I’m happy to see it continue here.

Worn with: Ann Taylor top, Dolce & Gabbana bag and Taylor Guitars gig bag

Check out all the times Taylor has worn these boots here.

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Performing on Dick Clark’s New Year’s Rockin’ Eve | January 2009

Stephen Burrows Resort 2009

For her debut performance for the iconic New Year’s Eve production show, I felt so bad for Taylor who shed her peacoat to reveal this sparkly, sleeveless mini dress from a summer collection. In New York City. In the middle of winter.

She performed a medley of “Picture To Burn”, “Love Story”, “Forever & Always” (with the Jonas Brothers also performing at the event) and “Change.”

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Performing on Dick Clark’s New Year’s Rockin’ Eve | January 2009

Stephen Burrows Resort 2009

For her debut performance for the iconic New Year’s Eve production show, I felt so bad for Taylor who shed her peacoat to reveal this sparkly, sleeveless mini dress from a summer collection. In New York City. In the middle of winter.

She performed a medley of “Picture To Burn”, “Love Story”, “Forever & Always” (with the Jonas Brothers also performing at the event) and “Change.”

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Hosting Total Request Live (TRL) | June 17, 2008

Laila Azhar ‘Belted Strapless Dress’ – no longer available

On her second day of hosting TRL, Taylor switched from white to black (and our stock photo switches from black to white … weird) in this strapless belted dress by Laila Azhar. The same Zanotti mary janes from the day before completed her outfit. As well as her customary wrist-ful of bracelets that she loved to wear back then.

Worn with: Giuseppe Zanotti heels

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Hosting Total Request Live (TRL) | June 17, 2008

Laila Azhar ‘Belted Strapless Dress’ – no longer available

On her second day of hosting TRL, Taylor switched from white to black (and our stock photo switches from black to white … weird) in this strapless belted dress by Laila Azhar. The same Zanotti mary janes from the day before completed her outfit. As well as her customary wrist-ful of bracelets that she loved to wear back then.

Worn with: Giuseppe Zanotti heels