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

Since making headlines at the 2011 royal wedding of Kate and Prince William in her figure-skimming bridesmaid gown, Pippa’s fashion journey has shifted from Sloaney chic to understated sophistication.

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

Reflecting on Pippa’s rise to style stardom, brand and culture expert Nick Ede explains: ‘In the early 2010s, she made an unforgettable entrance with tailored blazers, skinny jeans and form-fitting dresses. But over the past years, her style has matured into something wonderfully versatile.’

Whether opting for festive florals or tailored mini skirts perfect for summer, Pippa approaches fashion with a refined yet approachable sensibility. ‘She effortlessly demonstrates her ability to juxtapose approachable charm with luxe detailing,’ notes Nick.

In contrast to Kate’s wardrobe – steeped in heritage, symbolism and royal protocol – Pippa’s style feels like an escape: modern, spontaneous, and unmistakably 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 made a stylish appearance at the Formula 1 British Grand Prix at Silverstone in July, proving that when it comes to warm weather dressing, she’s in pole position.

Her look centred on a mix of tan and cream tones, starting with the Sezane ‘Zig’ jacket in buttery soft suede, layered over the feminine Usisi Sister ‘Alexa’ dress.

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

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.

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.

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.

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.

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.

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.

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.

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.

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.