Pippa Middleton's Makeup Evolution, In Photos

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There's something about the Middleton sisters that makes fans want to scour their every fashion choice and beauty look. It's not surprising, as Kate Middleton went from a commoner to being wed to an actual prince, but the stunning style transformation of Pippa Middleton has everyone riveted. Being in the spotlight since the late aughts has certainly made the mom of three step up her fashion game, and her beauty game has evolved over the years as well. As a longtime makeup artist, it's fun to see celebs embrace the trends of the time while finding their own signature style.

Like many famous faces, Pippa has made some makeup mistakes, such as the heavy-handed way she lined her eyes at times. It seems she just couldn't let go of the smoky eye trend that was popular around 2010, and loved a full face of makeup. Still, the English beauty rocked many gorgeous looks, and these pics show how she eventually settled into a soft glam look that's perfect for day or night.

Pippa Middleton has stunning almond-shaped hazel eyes, which is why she doesn't need much makeup to bring them out. However, the way she lined her bottom lids in 2009 looked much too harsh, especially with the super-thin stroke and heavy black color. I would have loved to see the liner smudged a bit to soften it out, and instead of black, there are many ways to embrace brown eyeliner for a more natural look. Additionally, some makeup on her top lid, along with some shimmer in her inner corners, would have balanced her features instead of dragging them down.

Kate Middleton was certainly the star of her 2011 wedding to Prince William, but we can't forget how Pippa Middleton's bridesmaid gown "fitted a little too well" and received a lot of buzz. Her makeup was also much talked about, as it was quite a departure from her usual heavy liner and bronze face. The subtle definition on Pippa's eyes was just enough to make them stand out, and the baby-pink blush gave her cheeks a soft-focus glow. The effect was so timeless that it could surpass any trend for decades.

It's not every day you get to host a book launch, so Pippa Middleton went all out with her makeup while showing off "Celebrate: A Year of Festivities for Families and Friends" in 2012. That year, bold looks were in, and Pippa definitely embraced the trend with a blended smoky eye, defined brows, and bright red lipstick. While that may have been a lot for some, Pippa's makeup was perfectly balanced, with all of her features highlighted. The author was all about rocking a full glam look, and she always did so without going too overboard.

Baking and heavy contouring were super trendy in 2015, but 2017 saw a softer approach to makeup, as seen on Pippa Middleton that year. Instead of the overdone foundation and powder, she looked positively radiant with bronzed, glowing skin. She also skipped the sharp winged liner that folks favored at the time and went with a soft, smudged effect using dark brown eyeshadow and a few coats of mascara. A peachy blush and neutral gloss completed Pippa's laid-back evening look.

Pippa Middleton won yet again with her wedding makeup game in 2018 when she attended Meghan Markle and Prince Harry's nuptials. Similar to her look for her sister Kate Middleton's wedding, Pippa kept things simple with just a hint of eyeliner, strong bushy upswept brows, and a touch of pink lipstick. Her skin looked fairly natural with no hint of bronzer, and instead, she used a rose-colored blush to define her cheeks. The muted makeup perfectly complemented Pippa's lovely pink fascinator and mint-green floral dress for the royal wedding.

After marrying her husband James Matthews in 2017, Pippa Middleton largely stayed out of the spotlight, but she did make an appearance at the coronation of King Charles III in 2023, and looked so gorgeous with her natural makeup. Gone was the smoky eye she favored for years, and instead, she had barely-there eyeshadow and subtle lengthy lashes. I love how Pippa kept her foundation light, with her skin texture and freckles visible. Just a touch of color on her lips would have brightened up the look, but this clean makeup suited her just fine.

Pippa Middleton usually goes for a soft pink or neutral lipstick, but she looked bright and festive with a coral gloss during the Christmas carol service at Westminster Abbey in December 2024. The pop of color gave her a youthful glow, and complemented the pink blush on her cheeks. As always, Pippa's full brows brought out her striking eyes, which she had lined with a grayish-brown shade. Her unfussy approach to makeup these days is so on-trend, as the hour-long routine is a thing of the past, and she proves that the perfect red lip is out there for everyone.