What to Buy at Ann Taylor in May

Many of us grew up with Ann Taylor as a cornerstone in our wardrobes. The brand makes getting dressed easy, coordinating pieces, colors, and prints to help busy women pull a look together quickly.

But when you dress head to toe from a brand or a single store, you start to lose your personality and authenticity. While I’m all for a system that helps you create a uniform of sorts, you run the risk of missing out on the opportunity to develop your unique style.

Today, as part of our “What to Buy at” series, I rounded up my top picks from their new May arrivals. This month, I went interesting non-basics to help zhush up our post-quarantine wardrobes, there’s not a sneaker or jogger in sight! 

Think of this series as just that; these are the pieces I would put in your dressing room, based on everything I know about our readers who are looking for help creating a timeless, classic, modern wardrobe on a realistic budget.

What to Buy at Ann Taylor in May

What to Buy at Ann Taylor

Snake Print Sandals, $148 | Tortoiseshell belt, $60 | Puff Sleeve Midi Dress, $179 | Cropped Trench Coat, $159 | Tie Neck Shell, $55 | Boatneck Shirttail Top, $65 

Snake Print Sandals

Ann Taylor Snake Print Sandals

Snake Print Sandals, $148 ($50 OFF! USE CODE: OCCASION)

These sandals are fabulous. I’d pair them wide-leg trousers (remember, the block heel helps balance out the volume of the leg). And because they mix black and tan, they work as neutral for any solid piece. 

Tortoiseshell Belt

Ann Taylor Tortoiseshell Belt

Tortoiseshell belt, $60 

With so many simple cotton maxi and tee shirt dresses hanging in our closets, it’s nice to have a belt option to change up the look. You can add a belt to any black or white dress you have, especially if it already has a defined waist. Layer the belt over the elastic at the waistline and completely change up the look.

Available in XS/S and M/L

Puff Sleeve Midi Dress

Ann Taylor Puff Sleeve Midi Dress

Puff Sleeve Midi Dress, $179 ($50 OFF! USE CODE: OCCASION)

I adore the this puff sleeve dress – note, they are calling it Midi length, but it will fit more like a maxi, so you may need to have it hemmed. The print in green and white is so fresh and cheerful. Pair with neutral to you heels.

Available in regular, tall and petite up to a size 18. 

Cropped Trench Jacket

Ann Taylor Cropped Trench Coat

Cropped Trench Coat, $159

Tie Neck Shell

How chic is this jacket? They are calling it a cropped trench coat, but it’s not a a piece of outerwear. You’ll wear this they same way would would wear a blazer, so it’s perfect for an air conditioned office, or in person meeting. You can wear it many ways, like with white bottoms (above), black, dark denim or tan. 

Available in regular and petite up to a size XXL.

Ann Taylor Tie Neck Shell

Tie Neck Shell, $55 

I immediately added this to my shopping cart as I feel like I’m missing some easy yet special looking tops to wear in the warm weather. Available in regular and petite XXS – XXL. 

Boatneck Shirttail Top

Ann Taylor Boatneck Shirttail Top

Boatneck Shirttail Top, $65 

Finally, I thought of all of our Florida and Texas readers when I landed on this top. It’s a better version of a tee-shirt, with a soft fit in a linen blend. I love that they show it with white bottoms, such an easy, elegant look to recreate. You can also pair it with a pair of patterned bottoms. Available in regular and petite XXS – XXL

Shop What to Buy at Ann Taylor 


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Our readership inspires all of our posts and is not sponsored or paid for by brands or retailers. 

Recommendations are based on my experience as a personal stylist and wardrobe consultant for over a decade. I worked with busy, down-to-earth women who wanted to look chic and feel confident but were often confused by so much of retail. 

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What to Buy at Ann Taylor in May

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