Though Pippa Middleton first rose to fame as Kate Middleton’s younger sister, she has carved out a style of her own.

Pippa Middleton first captured the public’s attention at the 2011 royal wedding of Kate and Prince William in a stunning, form-fitting bridesmaid dress. Over the years, her fashion sense has evolved from a classic Sloaney style to a more refined and sophisticated elegance.

Today, she is known for her mastery of classic, effortless dressing – favouring longer hemlines and timeless, form-flattering silhouettes. 

Reflecting on Pippa’s ascent in the fashion world, brand and culture expert Nick Ede shares insights: “In the early 2010s, she made a memorable entrance with items like tailored blazers, skinny jeans, and sleek dresses. However, more recently, her wardrobe has taken on a versatile and mature appeal.”

Whether she’s choosing vibrant florals or chic, tailored mini skirts ideal for the summer season, Pippa’s fashion choices exude a refined but accessible charm. Nick comments, “She skillfully balances an inviting simplicity with high-end details.”

Unlike Kate’s wardrobe, which is rich in tradition, symbolism, and royal conventions, Pippa’s style is refreshing: modern, spontaneous, and distinctly her own.

‘She’s not constrained by role, and that freedom allows her style to feel relatable, aspirational, and entirely her own,’ Nick adds.

As she celebrates her birthday, we look back at some of Pippa’s most memorable looks. 

Trackside style 

Pippa turned heads with her stylish ensemble at the Formula 1 British Grand Prix at Silverstone in July, showcasing her mastery of summer fashion.

Her outfit featured a sophisticated blend of tan and cream shades, highlighted by the Sezane ‘Zig’ jacket made of buttery soft suede, layered over the elegant Usisi Sister ‘Alexa’ dress.

She accessorised with the Emmy London bag, Castaner’s cult-favourite espadrilles, and her go-to Finlay & Co sunglasses. 

Pippa made a stylish appearance at the Formula 1 British Grand Prix at Silverstone in July, proving that when it comes to effortless summer dressing, she’s in pole position

Floral flair 

At the 2024 Wimbledon Championships, Pippa eschewed her trademark midi dresses in favour of a striking Claire Mischevani jumpsuit. 

The one-piece featured flared legs and voluminous sleeves finished with frilled cuffs, creating a dramatic silhouette. 

Its colourful floral print offered a refreshing alternative to her usual dress choices. She rounded off the look with her signature raffia clutch and classic espadrilles, epitomising summer style. 

At the 2024 Wimbledon Championships, Pippa eschewed her trademark midi dresses in favour of a striking Claire Mischevani jumpsuit

Pretty petals 

Attending the Men’s Singles Final, Pippa radiated elegance in a floral Beulah dress she has owned since 2021.

Pippa debuted the ‘Peony Teaberry’ design at her brother James’ wedding to Alizee Thevenet, and its return was a welcome reminder of her timeless taste.

With it’s classic print and feminine silhouette, it’s no surprise this dress has become a staple in her wardrobe. 

Finishing the look with a nude Emmy London clutch and sleek Chanel sunglasses, Pippa delivered a perfectly polished ensemble. 

Attending the Men’s Singles Final, Pippa radiated elegance in a floral Beulah dress she has owned since 2021

Tweed perfection 

For the Together At Christmas carol service in 2023, Pippa championed festive glamour in a Saloni tweed belted suit. 

The look featured a collarless jacket tied with a chic black bow, worn over a mock-neck jumper for added warmth. 

She completed the ensemble with a velvet clutch and classic Emmy London court shoes, perfectly complementing the suit’s black accents. 

For the Together At Christmas carol service in 2023, Pippa championed festive glamour in a Saloni tweed belted suit

Lace luxe 

Pippa embraced the seasonal spirit once again at the Heart Hero Awards in December 2023. 

She opted for a deep green Self-Portrait Guipure Lace Midi Dress, a label also loved by her sister, the Princess of Wales. 

Adding a bold pop of colour, she paired the look with scarlet heels and a matching clutch, creating a welcome contrast. 

Pippa embraced the seasonal spirit once again at the Heart Hero Awards in December 2023

Blue bliss 

Pippa delivered a masterclass in elegance at the 2019 wedding of Lady Gabriella Windsor and Thomas Kingston.

She wore a pastel blue devoré dress by Kate Spade New York, featuring button detailing, ruched long sleeves and a refined midi length.

The tonal ensemble was completed with a padded velvet headband by Jess Collett and matching Emmy London court shoes, creating a coordinated look.

Pippa delivered a masterclass in elegance at the 2019 wedding of Lady Gabriella Windsor and Thomas Kingston

Festive flair 

At the 2022 Together at Christmas carol service, several royal women showcased a united front in burgundy, including Kate, Pippa, Princess Charlotte and Zara Tindall. 

Pippa opted for a smart, belted coat by Karen Millen, paired with knee-high Gainsbourg boots from Penelope Chilvers. 

Crafted from Italian wool, the coat featured peak lapels, a double-breasted front and a wide waist belt, combining timeless elegance with polished tailoring. 

At the 2022 Together at Christmas carol service, Pippa opted for a smart, belted coat by Karen Millen, paired with knee-high Gainsbourg boots from Penelope Chilvers

Bridal beauty 

In May 2017, Pippa married her millionaire financier beau, James Matthews. 

Naturally, the bride captivated attendees in an ivory lace gown by British couturier Giles Deacon. 

The elaborate gown boasted a high neckline, corseted bodice and A-line skirt. On the reverse, a heart-shaped keyhole added a romantic touch. 

Pippa’s look was beautifully complemented by a tiered veil from milliner Stephen Jones and Manolo Blahnik court shoes. 

In May 2017, Pippa married her millionaire financier beau, James Matthews. Naturally, the bride captivated attendees in an ivory lace gown by British couturier Giles Deacon

Royal ready 

In October 2018, just days before welcoming their first child, Pippa and James attended Princess Eugenie’s royal wedding in Windsor. 

Pippa turned heads in a forest green Emilia Wickstead dress, featuring a high neckline, figure-hugging fit and flounced skirt. 

She completed the ensemble with a dramatic Jane Taylor London hat, showcasing two brands that are firmly royal-approved. 

In October 2018, just days before welcoming their first child, Pippa and James attended Princess Eugenie’s royal wedding in Windsor

Summer elegance 

Back in 2018, Pippa embraced classic Wimbledon whites in a charming broderie anglaise dress by Anna Mason Bergman. 

Custom-made for the occasion, the dress featured a square neckline, frilled sleeves and a mid-length skirt. 

Accessorising with a J.Crew straw clutch, Chanel sunglasses and pale blue Penelope Chilvers wedges, Pippa added effortless flair to the outfit. 

Back in 2018, Pippa embraced classic Wimbledon whites in a charming broderie anglaise dress by Anna Mason Bergman