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Pippa Middleton's Best Looks of All Time

Her style is all hits, no misses.

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Kate Middleton has established herself as a trendsetter (Hey Siri, tell me about the Kate Middleton Effect), though she's not the only one with serious fashion cred in the family. Her younger sister Pippa has a style all her own—one we covet. Pippa might not officially be part of the royal family, but she certainly runs in the same crowds, and those crowds require one to look their best. Take, for example, Wimbledon, where Pippa continually shines with her amazing floral dresses and trendy shoe choices. But on her off days you can catch her in something cute too. Check out her best looks, ahead, then read up on her favorite dress style and shoe brands. Want even more? Click here for all the times she and Kate wore matching outfits.

Wimbledon 2019 Celebrity Sightings -  Men's Final Day
Neil MockfordGetty Images
1 of 28
July 14, 2019

Pippa's most recent appearance was at Wimbledon. She wore a long-sleeve floral dress from byTiMo with lace-up white peep-toe sandals that matched her white clutch.

Celebrities Attend Wimbledon 2019
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2 of 28
July 13, 2019

Pippa and her sister's SIL, Meghan Markle, stepped out together in a rare joint appearance at day 12 of the Wimbledon championships. Meghan wore a crisp white button-up shirt and skirt, while Pippa went with a style she loves: a floral dress.

Wimbledon 2019 Celebrity Sightings -  Day 11
Neil MockfordGetty Images
3 of 28
July 12, 2019

Pippa walked hand-in-hand with her husband to watch the matches at Wimbledon. She wore a printed yellow Ganni dress and white sandals that looked, quite frankly, very comfortable.

Wimbledon 2019 Celebrity Sightings -  Day 7
Neil MockfordGetty Images
4 of 28
July 08, 2019

Pippa and her brother James arrived for the first of many matches she would watch during the 2019 Wimbledon tournament in spiffy-looking outfits. Pippa chose a pink dress with barely-there sandals while James looked dapper in a suit.

The Wedding Of Lady Gabriella Windsor And Mr Thomas Kingston
Mark CuthbertGetty Images
5 of 28
May 18, 2019

In lieu of a fascinator, Pippa wore a blue headband to match her asymmetrical button dress at the wedding of Lady Gabriella Windsor.

Princess Eugenie Of York Marries Mr. Jack Brooksbank
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6 of 28
October 12, 2018

Pippa attended Princess Eugenie's wedding in a mock-neck long-sleeve emerald dress from Emilia Wickstead (a favorite designer of Kate's too). She wore a matching emerald fascinator and black pumps.

London Celebrity Sightings -  July 13, 2018
Neil MockfordGetty Images
7 of 28
July 13, 2018

Pippa lives in her espadrilles, especially pairs from Castañer. Here, she's seen in her sandals with a billowy sleeved midi dress at the Wimbledon men's semi finals.

London Celebrity Sightings -  July 11, 2018
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8 of 28
July 11, 2018

Pippa's shirtdress tied just above her baby bump, here at Wimbledon on day nine of the Championships. She accessorized with her Pop & Suki handbag and black espadrilles.

9 of 28
July 09, 2018

Auntie Pippa attended her nephew Prince Louie's christening in head-to-toe baby blue. Her dress was by Alessandra Rich while her shoes and clutch were from Jimmy Choo.

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11 of 28
July 5, 2018

Pippa wore a bespoke white Broderie Anglaise Bergman dress by Anna Mason and lace-up Penelope Chilvers blue espadrille wedges to the Wimbledon Tennis Championships.

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13 of 28
May 27, 2018

Pippa attended day one of the French Open in a printed Polo Ralph Lauren dress with adjustable sleeves. She paired it with her signature Castañer wedge espadrilles and a red striped fedora to match her midi dress.

Prince Harry Marries Ms. Meghan Markle - Windsor Castle
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14 of 28
May 19, 2018

Pippa and her husband James attended Prince Harry and Meghan Markle's royal wedding back in May 2018. The socialite, who was newly pregnant at the time, wore a green and pink dress by British label The Fold.

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15 of 28
July 16, 2017

Pippa chose a delicate floral printed Erdem dress for a Wimbledon match in July. The green crossbody bag matched her lush surroundings and brown wedge espadrilles made walking to and from the courts easy.

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16 of 28
July 5, 2017

Pippa arrived to Wimbledon in a pink lace Self-Portrait dress and heels. The tennis-enthusiast always dresses up for the matches.

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17 of 28
May 4, 2017

Pippa arrived to the Hurlingham Club in London in a floral printed dress with crystal embellishments. The color of her heels coordinated with her midi dress.

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18 of 28
September 12, 2016

For the BGC Annual Global Charity Day at Canary Wharf in London Pippa chose a taupe-colored jumpsuit with gray pumps.

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July 21, 2016

Minidresses are Pippa's calling and she has them in a variety of prints, including this polka dotted one here.

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20 of 28
February 11, 2016

Pippa looked prim and proper at the British Heart Foundation's Roll Out the Red Ball event. She wore a black and white three-quarter sleeve dress but added in pops of red, including a red lip, to match the event's vibes.

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21 of 28
September 12, 2015

Pippa chose a royal blue halter-neck dress for the Boodles Boxing Ball at the Grosvenor Hotel in London. The gown had a giant floral decal on the front and a cutout to show just a hint of skin at the midriff.

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22 of 28
July 9, 2015

Pippa's a regular at Wimbledon in London. Here she wore a black-and-white peplum top with matching printed skinny pants and sunglasses for the match.

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23 of 28
March 31, 2015

An easy way to highlight your waist is with a belt. Pippa did just that here, cinching in her dress with the thin pink accessory while attending Spectator Life magazine's third birthday party at Belgraves Hotel in London.

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24 of 28
September 23, 2014

Pippa gave the minidress and boots combination a try when she attended the launch of Tabith Webb's first retail store in London. It was the perfect dressy-casual (that's a thing, we swear!) ensemble.

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25 of 28
September 2, 2014

Pippa attended GQ Men of the Year Awards at the Royal Opera House in London while wearing a pink shimmery dress.

Lady Laura Marsham Marries James Meade
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26 of 28
September 14, 2013

Blue is definitely one of Pippa's go-to colors for special events. She wore this lacy cerulean colored dress with a blue fascinator to the wedding of James Meade and Lady Laura Marsham.

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27 of 28
May 25, 2011

Pippa appeared to have re-worn a pair of white wedges from 2009 with her color-blocked dress and cardigan while out and about in London.

The Royal Wedding
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28 of 28
April 29, 2011

No one will forget Pippa's Maid of Honor dress at Kate's wedding. Pippa wore a formfitting cowl-neck cap-sleeve dress from Alexander McQueen that nearly stole the show. (Kate's wedding gown was from the same fashion house.)

Jaeger-LeCoultre Polo Charity Cup
Nick HarveyGetty Images
29 of 28
June 12, 2009

Pippa stayed true to her love of wedges with a pair of white slingbacks while attending the Jaeger-LeCoultre Polo Charity Cup in Richmond, England.

Simon Sebag Montefiore - Book Launch Party
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30 of 28
May 14, 2007

This is the ultimate throwback photo. The sisters Middleton attended a book launch and both wore midi dresses. Kate chose a cap-sleeve lace one while Pippa wrapped herself in a cropped black cardigan.


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