Outdated skirts, old-fashioned hats, and a feathery flapper dress. Pippa Middleton may be known for her bold fashion choices — but some of her outfits seem like throwbacks to a different era.
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00:00Outdated skirts, old-fashioned hats, and a feathery flapper dress.
00:05Pippa Middleton may be known for her bold fashion choices, but some of her outfits seem
00:09like throwbacks to a different era.
00:12Pippa Middleton became well-known for her wedding style after she wore a stunning white
00:15gown to her sister Katherine's nuptials in 2011.
00:18But since then, her wedding outfits have been more hit-or-miss, and the boldly patterned
00:23peplum dress she wore as a wedding guest in 2013 was a definite miss.
00:27Although the black-and-white print of the dress had the potential to look quite chic,
00:31the conservative neckline and sleeves paired with the peplum waist made the whole outfit
00:35feel old-fashioned.
00:37British royals tend to have a lot of fashion rules, although the royal family doesn't always
00:42follow them.
00:43That said, Pippa made a fashion faux pas by wearing nude pantyhose to an event in 2007.
00:48Although it used to be expected for women to wear tights under their dresses, flesh-toned
00:52hosiery has become old-fashioned in recent decades.
00:55They're more often worn by dancers and elderly women than by people Pippa's age, so the nude
01:00tights made Pippa's cute, flowy dresses seem frumpy instead of youthful.
01:05Pippa is a highly sought-after wedding guest, and it seems hardly a weekend goes by without
01:09her putting on her Sunday best for a friend's marriage.
01:12Unfortunately, many of her wedding looks have been very out-of-date, like a peacock blue
01:16dress and matching hat she wore in 2013.
01:19While it's good to see she's not upstaging the bride with anything too racy, it would
01:22be nice to see her in something a bit more current.
01:24The overly-matchy style of the hat, shoes, and clutch made the ensemble feel stuffy.
01:29Pippa often leans too far into traditional looks to the point of aging herself, so instead
01:34of feeling timeless, this style ends up looking dated.
01:37"...I'm just paving my way and trying to live a life like any 30-year-old."
01:42While attending Prince Harry and Meghan Markle's wedding, Pippa wore a floral dress with a
01:46distinct color combo.
01:47The main portion of the dress was light mint green, and the paneling and florals were dusty
01:52pink.
01:53While the mint shade was popular in the earlier 2010s, it already felt dated by the 2018 wedding.
01:58On top of that, the pairing with pink drew comparisons to an Arizona iced tea can.
02:03"...beautiful look, turquoise, pink, yellow, and vibrant colors."
02:07In fact, many ex-users shared side-by-side photos of Middleton in her dress next to the
02:12canned drink.
02:13One user jokingly wrote in their post,
02:15"...Pippa Middleton sponsored by Arizona."
02:18Pippa wore this outfit to an event in 2012, but the old-fashioned style of both the skirt
02:22and blouse made the outfit look decades old.
02:25Instead of coming up to Pippa's natural waist, the pencil skirt sits just below her bust.
02:30The shortened chest and overly high waist look uptight and out of trend.
02:34Along with the outdated silhouette, the colors just don't work well together.
02:37The contrasting dark skirt and light blouse made the high-waisted cut appear even worse,
02:42as the skirt cuts her off harshly just below the bust.
02:46Pippa made a bold fashion choice when she attended the Cheltenham races in 2013.
02:50She wore an attention-grabbing fur hat and mustard yellow peacoat.
02:54Unfortunately, the way that Pippa styled the fur hat missed the mark.
02:58Pairing the hat with the harsh yellow color of the coat made the ensemble eye-catching
03:01but also dated.
03:03While trendy fashion colors like mustard can be fun, they run the risk of going out of
03:07vogue and aging poorly, just like this coat did.
03:10Along with weddings, another event you can catch royals, aristocrats, and socialites
03:14dressed to the nines for is Wimbledon.
03:17Pippa attended the event in 2019, but her ensemble felt very dated and far too stiff.
03:22The tailored pink dress looked heavy and overly formal, and the gold embellishments at the
03:26collar made her look even more buttoned up.
03:28The hat was likely an attempt to make the dated style feel more current, but it had
03:32the opposite effect and looked out of place with the style of the dress.
03:36While attending another 2019 Wimbledon game, Pippa looked a bit more stylish in a sunshine
03:41yellow dress.
03:42Unlike the pink dress from the same year, this lighter, airy dress looked more fitting
03:46for the summer event.
03:47But while the color and fabric of the dress looked idyllic, the cut and style looked dated
03:51and led to a wardrobe malfunction.
03:54Pippa wore a wrap-style dress, which had a front closure tied to the side.
03:58The front tie may make the style feel effortless and airy, but it also means the garment can
04:02easily fly open.
04:04Pippa encountered this on the windy Wimbledon day.
04:06Her wrap dress opened to show a good portion of her upper thigh as she was crossing the
04:10street.
04:11In 2011, Pippa was seen in the front row at Templey's London Fashion Week runway show.
04:16But if you were expecting a cutting-edge outfit for the Fashion Week event, Pippa didn't deliver.
04:21The knee-length dress she wore was a Templey design, and while it was fitting to wear a
04:25dress by the designer to the show, we would have preferred to see her in a more fashion-forward
04:29piece by the brand.
04:30The cream and black dress was made of silky material with a bold, lace-like pattern over
04:34the center and trim.
04:36While lace can be very stylish, this dress only had a lace pattern and no actual lace.
04:41The combination of the lace-like design and lightly puffed shoulders didn't make Pippa
04:45look very current.
04:47If you were hoping Pippa finally nailed her Wimbledon fashion in 2024, then you may be
04:51disappointed.
04:52The socialite attended the Games with her sister, Catherine, and the pair looked very
04:56happy watching the tournament together.
04:57But we have a very normal sisterly relationship."
04:59But Pippa's style once again felt out of step.
05:02Floral patterns are excellent for summer, but when done wrong, they can look more like
05:06old curtains.
05:08The pink dress that Pippa sported definitely fell into that trap.
05:11The long skirt and high neckline became overwhelming due to the bold print.
05:15On top of that, the ruffled bust and old-fashioned ribbon around the waist made the garment look
05:19more like a window hanging than a stylish dress.
05:23In 2013, Pippa wore a daring blue dress while attending a dinner event.
05:27The bright blue number had an embellished neckline and a surprising feather skirt that
05:31definitely makes you look twice, but not really in a good way.
05:35Both the loose silhouette, hemline, and feathery finish are reminiscent of 1920s flapper dresses.
05:40We love seeing new takes on old-fashioned styles, and the flapper dress is such an iconic
05:44moment in fashion history that it can be exciting when redone.
05:47In this case, however, it didn't feel current.
05:49The colors and fabric choice paired with the overwhelming amount of feathers just seem
05:53like they're trying to do too much.
05:55While we'd love to see Pippa pulling off a vintage 20s style, this version of it did
05:59not suit her.