Pippa Middleton is a fashion icon — but her outfits haven't always stood the test of time. From orange skinny jeans to a blue feathered frock, these are her most obvious fashion fails.
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00:00Pippa Middleton is a fashion icon, but her outfits haven't always stood the test of time.
00:06From orange skinny jeans to a blue feathered frock, these are her most obvious fashion
00:11fails.
00:12The first fit we have to dunk on a little bit dates back to the years before her sister's
00:16marriage to William.
00:17At Tatler's 300th anniversary party in 2009, both Pippa's taste and her dress seemed cheap.
00:23The one-shouldered silhouette, flamenco-like ruffles, and jarring boldness of wearing a
00:28black belt against butter-yellow fabric all felt straight out of the 1980s.
00:33Strolling the streets of New York City in 2012, Pippa Middleton was a little too quintessential
00:38in her 2010s fashion.
00:39Not only were her era-defining colored skinny jeans eye-searingly orange, but their cut
00:44was so high that they were bordering on capris.
00:47There's a reason that many millennials have been dreading the recent capris resurgence.
00:52Twee pedal pushers have already come in and out of style more than enough times, and if
00:56even Pippa can't pull them off, maybe it's time to let them die out for good.
01:00We don't want anyone to end up sitting by themselves in the cafeteria, you know?
01:04If you break any of these rules, you can't sit with us at lunch.
01:07At another event in 2012, Pippa Middleton elected to wear a high-waisted metallic skirt
01:12that looked unbearably stiff in retrospect.
01:15The bronze fabric's thick, jagged waistband missed artsy and landed on tortured.
01:20Adding thick black tights and fawn-colored shoes didn't provide any cohesion, creating
01:25a mismatch of unmatched neutrals with no clear focal point.
01:28It was a discordant blend of 2010's fashion concepts that wouldn't make the cut today.
01:33Speaking of that era, Vivid Hues definitely had a moment, but we're going to go out on
01:38a limb and guess that Pippa's blue-feathered frock was anachronistic even then.
01:42The boxy silhouette and fluffy lower half looked more 1923 than 2013, and it wasn't
01:48even an elegant throwback.
01:50The color harmony between the peach and navy trim had potential, but all subtlety was lost
01:54against the cobalt blue base.
01:56Ultimately, this look didn't work as an homage or a reimagining.
02:00Instead, it came across as a cheap rehashing of antiquated styles.
02:04A few years ago, you couldn't move without tripping over pleated maxi skirts in sweet,
02:09floaty fabrics like silk and chiffon.
02:11But we still can't love the gown Pippa wore to the 2013 Boodle's Boxing Ball.
02:16Even ignoring the Halloween-y black-and-orange color scheme, the dress design left much to
02:20be desired.
02:21Pippa's chunky, cross-holter neckline overemphasized Pippa's shoulders.
02:25The awkwardly placed waistline lengthened neither her torso nor her legs, and the maxi
02:29skirt completely swallowed her.
02:31It was a big swing, but also a big miss.
02:34Seriously, though, was 2013-era Pippa okay?
02:38Playing with trends is one thing, but she really pushed out the boat with the fluttery
02:42bohemian trousers she donned for a night out that September.
02:45First, there was the cartoony pattern, which relied on a busy mess of motifs.
02:49Then, there was the befuddling palette of black, beige, and magenta.
02:53Not exactly a classic color combo.
02:55Pippa has hopefully left her worst fashion years behind her, but there's still the occasional
03:00misfire.
03:01For instance, we weren't fans of her Wimbledon 2024 ensemble.
03:04The pink print was passé, the ribbon belt was too youthful, and the flouncy, capolet
03:09neckline felt more matronly than modern.
03:11Altogether, this ensemble made us think of Harry Potter bureaucrat Dolores Umbridge.
03:16Deep down, you deserve to be punished.
03:21Don't you, Mr. Potter?
03:24Chopping off a foot or two from the skirt might have helped balance the hyper-feminine
03:27details, as a midi length would inject much-needed flirtiness into the stodgy look.