Pippa Middleton’s Most Memorable Fashion Moments Of All Time

Adrian Dennis/Pool via AP

When Prince William began courting Kate Middleton, the entire world zoned in on her life trying to figure out more details about where she came from and her past, her family included! This launched her younger sister, Pippa Middleton, into her own realm of stardom, but even more so after she donned an iconic bridesmaid dress on Kate’s big day that no one could forget. In honor of Pippa recently giving birth to her first child, follow along as we recall some of her chicest fashion moments of all time.

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13. Wimbledon Championships 2015

Pippa’s Wimbledon appearances are some of her most memorable fashion moments with her wide range of chic and feminine sundresses. This look from Wimbledon is one of our favorites of hers! Not only does the shape of the dress work fabulously with her toned figure, bu the mint green color really flatters her sun-kissed complexion and dark tresses.

Source: Shutterstock

12. GQ Men of the Year Awards 2014

Blush pink can sometimes be a tough color to pull off, especially with fairer skin tones and light hair. Luckily, Pippa Middleton has the ideal skin tone and hair color for the troublesome shade! The blush color highlights the olive tones of her skin and the slight shimmer of the dress really adds a glamour factor for a red carpet awards event.

Source:  Daniel Leal-Olivas/STRPA

11. British Heart Foundation Charity Ball

Since Pippa isn’t royalty herself, she’s given free reign to experiment with her fashion without the restrictions placed on her sister. This look she wore to the British Heart Foundation Charity Ball is the perfect example of that. Pippa donned a demure monochrome dress but dolled it up with matching cherry red pumps, lipstick, and handbag!

Source: Press Association

10. Frost Summer Party Fundraiser 2016

Pippa Middleton is a regular attendee of London-based fundraisers and charity events. Her looks for these, especially in the summer months, are always chic and highly anticipated. This dress she wore to the Frost Summer Party Fundraiser in 2016 is definitely one of her most memorable. The look featured a sleek floor-sweeping shape, sheer detailing along the neckline and a unique pattern. Not to mention, the soft purple color worked fabulously on her!

Source: Press Association

9. Wimbledon Style 2017

Pippa’s Wimbledon style just got even chicer over the years. One of our favorite looks of hers from Wimbledon 2017 is this pink mesh and lace dress she wore! It featured a peter pan collar, sheer paneling, crochet, and a black sash. This look is quite intricate and not everyone could pull it off, but Pippa’s petite and slender figure really works well with the blush number.

Source: Press Association

8. Jumpsuit Style

It’s rare to see a Royal figure wearing a jumpsuit since it’s more of a trendy item than something classic and sophisticated. Since Pippa isn’t technically a Royal, she has the freedom to wear these trendy pieces without facing criticism. We love this dove grey jumpsuit she wore paired with grey suede pumps and a baby blue bag. It’s the perfect combination of classy and stylish.

Mandatory Credit: Photo by Jonathan Hordle/REX/Shutterstock

7. Honeymoon Style 2017

Pippa is an expert at effortless summer style and this was even more evident when she stepped out for her honeymoon in Sydney, Austrailia in 2017. She stepped out wearing a stunning nautical-inspired striped dress which she paired with wedge espadrilles and a black bag. We love the feminine bow detailing on the waist of this dress!


6. Prince Louis’ Christening

Just when we thought she couldn’t get any more chic, Pippa Middleton proved that her maternity style is as good as it gets! One of her best maternity looks was the powder blue ensemble she wore to the christening of Prince Louis. The look featured a pleated skirt and a flattering drop-style waist which complemented her budding baby bump.

Source: Press Association

5. Wimbledon 2018

Pippa’s laidback Wimbledon style seems to get better every year! In 2018 Pippa stepped out looking bronzed and glowing in this chic lace dress in a shade of crisp white. She paired the look with her go-to wedge style espadrilles and a woven fedora hat.

Source: Press Association

4. Meghan & Harry’s Wedding

Aside from Wimbledon style, another area of fashion that Pippa Middleton has mastered is her wedding guest attire. One of our favorites of hers is the look she wore to Prince Harry and Meghan Markle’s wedding this past May. Her look was a flattering shade of mint green that featured soft blush floral detailing throughout.

Source: Press Association

3. Princess Eugenie’s Wedding

More recently, Pippa further proved how chic her wedding guest style can be when she stepped out at Princess Eugenie’s wedding. Just days before she went into labor, Pippa glowed while walking into the venue donning head to toe emerald green.

Adrian Dennis/Pool via AP

2. Kate Middleton’s Wedding

As mentioned previously, one of Pippa Middleton’s most memorable fashion moments of all time is undeniably the maid-of-honor look she wore to her sister and Prince William’s wedding. The sleek dress fit her like a glove and showed off her toned body in the best way possible.

Source: Press Association

1. Wedding Dress

Of course, Pippa’s ultimate fashion moment was on her own wedding day when she stepped out wearing a lace short sleeve creation inspired by her sister’s McQueen dress. The look featured an elegant high neckline and floor-sweeping shape that was the perfect fit!

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Olivia Di Pede

Olivia Di Pede

Olivia loves all things fashion, beauty, and entertainment. In her free time, she can be found taking yoga classes, reading thriller novels, and styling outfits on Instagram.