Pippa Middleton wears Stella McCartney to Wimbledon: cute or tragic?

Pippa Middleton and James Middleton are seen arriving at the Wimbledon Tennis Tournament

Today is Manic Monday at Wimbledon, which is where all of the singles players – men and women – left in the draw play their fourth-round matches. Serena Williams already came through comfortably against Spaniard Carla Suárez Navarro, and WTA #1 Ash Barty lost to American Alison Riske, who is having a great grass-court season. I’m actually really excited and nervous about Riske versus Serena – it will be a GREAT all-American match, for sure.

Anyway, Manic Monday also means that Roger Federer is back in action on Center Court, and if Roger is playing at the All-England club, that means that a Middleton has to watch him. Thus, Pippa Middleton and her brother James Middleton turned up. I have no idea if they were there to watch all of the Center Court matches or just Roger. I would suspect that they probably arrived in time to watch some of the earlier matches – Petra Kvitiva is playing Johanna Konta on Center Court as I write this. This is the first time this year that Pippa has come out for Wimbledon – she missed Roger’s earlier, rusty rounds, although her sister, the Duchess of Cambridge, managed to see Federer play already (and I sort of expect to see Kate again before the finals). Roger Federer plays Italian Matteo Berrettini today. Berrettini is A) HOT, B) young, C) hungry, and D) a really good grass-court player. It should be a good match.

As for Pippa, she wore this £725 Stella McCartney which… I don’t love, but this is far from the worst thing Pippa has ever worn. It’s light and has sort of a cute cut. The pale pink doesn’t really do much for Pippa’s coloring though, but everything is appropriate and summery. Also: I hope she’s wearing sunblock, damn. All in all, a fine appearance from Pippa. James on the other hand… his suit pants are too tight. I realize it’s a “slim cut” and those are in style but… something’s not working here.

Pippa Middleton and James Middleton are seen arriving at the Wimbledon Tennis Tournament

Pippa Middleton and James Middleton are seen arriving at the Wimbledon Tennis Tournament

Photos courtesy of Backgrid.

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55 Responses to “Pippa Middleton wears Stella McCartney to Wimbledon: cute or tragic?”

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  1. Lady D says:

    Carole 2.0

    • (TheOG)@Jan90067 says:

      I was *just* gonna say… lol. She looks like she took it from her mother’s closet! WAY too “mature” for a 30 something, IMO. It’s not “awful”, but meh. That hat doesn’t go with that outfit.

      James’ pants are not only too tight, but would look a LOT better if they weren’t so short AND cuffed. Perhaps one or the other, but both those things just look awful.

    • Suz says:

      That’s what I came on here to say. I scrolled past this article and initially thought it was Carole. Looks just like her mum.

    • Gia says:

      She got the guy.
      No more reason to dress young and sexy.
      Or perhaps he likes her dressed that way?

      James trousers are too narrow around his ankles and his jacket is too narrow around his chest which is why it doesn’t work. Also: grey is not his colour as he is still too young for that shade of grey. Charles can pull off that look. Something more beige / linen or light brown or blue-ish would look better on James. He needs a girlfriend who goes shopping for him.

  2. Becks1 says:

    I was thinking we hadn’t seen Pippa in a while, lol.

    I like this. I think she looks best when she sticks to simple styles. I don’t think this is the best she has ever looked, but she looks nice, and I like the shoes. Not a fan of the hat, but eh. rest of the outfit is nice IMO.

    James looks okay, but yikes that suit photographs horribly.

    • Megan says:

      This look is pretty good for Pippa. She has a real knack for selecting the ugliest and least flattering dresses.

      • Becks1 says:

        Right??? She frustrates me sometimes so much because I’m like, you have money! You have a nice figure! You clearly like clothes! DO BETTER!!!!!!!! lol.

        So this is a nice one ha.

    • AnnaKist says:

      I also think she looks nice here, and agree that simple, classic styles suit her better. When she was out here in Australia (honeymoon? I forget), oh, she wore some shockers. I was surprised this is a Stella McCartney frock, though, because I usually find her things really horrid, like that dress Kate wore to Archie’s Christening. I usually think Stella Mc can’t design for shit. I hate the shoes and like the hat, though! What’s going on with the brother’s suit? Is it too small, the fabric or just as you say, it doesn’t photograph well? Weird.

    • betsyh says:

      I’ve always thought she should dress like Marlo Thomas in “That Girl,” early 70s style clothing. Bold colors, color block dresses, etc. The pink, pastel, overly feminine styles do not work for her more “masculine” features. She’s very attractive but her clothes work against her.

      • (TheOG)@Jan90067 says:

        OMG I LOVED “That Girl”! I wanted her apt. and her clothes SO badly when I was a kid! lol Thanks for a good memory (and the smile it brought)!

  3. Lightpurple says:

    The dress sleeves are an odd length

    • Skylark says:

      They are both odd and an odd length and make her upper arms look really bulky, which they’re not. That dress would be much improved by being sleeveless.

      James’ suit is a mess. Cuffs need room to move.

      Carole seems to have all the style in that family.

  4. Tourmaline says:

    Cute. Like Pippa’s longer hair.

  5. tuille says:

    If I never see a pic of Pippa or James again, that’d be fine. No one would pay either of them them any attention if Kate hadn’t married up.

    • Applejacks says:

      Yeah that’s…. I mean, that’s how things work? That’s how celebrity works?

      • Guest says:

        Haha Applejacks! Like duh that is how becoming famous works! As if none of these people wouldn’t be thrilled if somebody close to them married Royalty. Pleaseee, you would enjoy all the perks and more. Marrying up has its benefits. It’s better than working your whole life for peanuts.

    • kerwood says:

      Agreed. Kate’s family certainly has taken advantage of her marriage. Remember the outrage when there was a RUMOR that Doria had been interviewed by Oprah?

      Pippa’s best fashion moment was when she padded her ass to upstage her sister at her own wedding. It’s been downhill since.

  6. Liz version 700 says:

    That is very sweet. She is helping her Terribly Moderate husband save $$$ by borrowing her Mom’s dress. I mean She looks fine. I truly think Pippa could have pulled off a feminine version of James’ suit better than he is doing. He looks like he robbed Kate’s button collection…the buttons across his chest look odd Something is off about his suit.

    • Jonesing says:

      It’s a double-breasted suit jacket. It looks exactly like a double-brested suit jacket.

      • Liz version 700 says:

        Not arguing that it is a double breasted suit jacket. The proportions or the fit seem off a bit. It may be me, he always seems odd to me, but I have seen him dress in smart suits.

    • Molly says:

      The dress is super mumsy, but I like it with the hat and beachy hair. It’s a cool contrast of old and young.

    • GR says:

      @kerwood – really, she had padding on her butt? At a wedding? Wow.

      • Guest says:

        Pippa didn’t even have a butt at Kate’s wedding. The media went overdrive for no reason so I have no idea where the “padding the bum” thing came from. Her bottom is very small and perky. The dress hugged her body closely and everyone started praising her non existent arse lmao. FYI, I come from a culture where butts are shapely and bigger.

      • kerwood says:

        @GR She sure did. The dress helped but there were questions the next time Pippa appeared and it seemed she was lacking in a certain area. Apparently she’d had some help.

        @Guest. I also come from a culture that prefers a REAL booty. But let’s not forget Pippa was at a royal wedding so pickings were ‘slim’. Pippa was the Jennifer Lopez of William and Kate’s wedding.

  7. minx says:

    When I clicked on this I was expecting something far worse, she doesn’t have the greatest taste. It’s cute. Simple and a nice fresh color. The hat looks goofy.

  8. Kittycat says:

    I love Pippa’s outfit minus the hat and shoes.

  9. Scal says:

    Still better than what Kate wore last week, although that hat being the EXACT same color as the dress is weird. Also it looks like it is to small?

    I just wish I could get her some sunscreen and maybe a facial. The Middleton ladies do not have the best skin naturally.

  10. LW says:

    I have an unnatural hate for double-breasted suits for absolutely no reason 😂

  11. april says:

    Super cute. Love everything from head to toe, including that beautiful watch, Nice to see a cute hat for a change that doesn’t involve feathers. Her hair looks great too.

    • BeanieBean says:

      It looks like the same Cartier watch that her sister has, only Pippa’s is the larger size.

  12. Ina says:

    Two underwhelming social climbing nobodies who desperately want to be somebodies

    • kerwood says:

      Ain’t that the truth.

      The only positive thing I can say about Pippa’s outfit is that James is sooooooo much worse. Did he get that suit at a second-hand shop and bought it without trying it on?

      As someone here said, these people have tons of money and nothing but time and they can’t manage to put together a decent outfit. It’s clear that none of them have any style whatsoever but they can afford to hire someone who does.

  13. Bahare says:

    Does anyone know what material the dress is? At first glance I thought linen but the wrinkling would have started. A closer look it seemed soft. Thanks.

    • BeanieBean says:

      According to the StellaMcCartney website, it’s a wool blend dress. They didn’t provide the percentages, though.

  14. Mab's A'Mabbin says:

    Tennis dudes have always been a weakness (aside from long-haired rockers lol). I so remember being young, single, playing tourneys and absolutely relishing the atmosphere, the clothes, the fancy venues and…the hot guys! Berrettini. Nuff said. As for those two in the pics above, they look uncomfortable imo.

  15. Digital Unicorn says:

    I actually don’t mind the outfit (hat and all), it works for her. I do like her shoes. Pippa is the better sister when it coming to pulling designer fashion off and I think she is for the most part better dressed than Kate.

    James, *sigh* the suit itself is fine. But he turned up the bottoms and wore it with loafers which kinda ruins it. Plus am not sue the style and cut of the jacket works. The trousers aren’t too tight, he just has the pockets stuffed with sh!t. Saying all that he does kinda pull it off, just!

  16. Melissa says:

    I remember those 2 years or so of Pippa mania. She was everywhere! More people were talking about her than Kate. She was seated front row at fashion shows, interviewed by American reporters, and released a book. I wonder what happened? Did someone make her tone it down?

    • Tourmaline says:

      I don’t think many people bought her book, and then she did like a tryout to be a Today show correspondent or something in the U.S. and that fizzled out. About her book I remember reading that the publisher was frustrated that Pippa would not do very much promotion or interviews for it because she was constrained by the palace in some way.

      She has ended up married to a rich dude and living in a massive luxury mansion in London, with in-laws who own big chunks of St Barth’s, so I think her mission was accomplished.

      • Skylark says:

        Serious LOL @ ‘Palace constraints’!!

        She didn’t do promo work for her book because even she, opportunist that she is, knew deep down that ‘Celebrate’ was filled with unutterable ‘try a turkey for Christmas’, ‘balloons lift a party!’ and ‘red roses are good for Valentine’s Day’ shite.

        Palace constraints indeed!!

    • BeanieBean says:

      She’s still doing the society lady thing, working for her two main charities, the British Heart Foundation and the Mary Hare School. I think she still writes a column for Waitrose–although I think her mom writes a column for them as well.

  17. Mumbles says:

    Pretty dress, but worth over $1000? Stella McCartney is very underwhelming.

  18. Kristin says:

    I like the dress. It needs to be lined, or a slip.

  19. GR says:

    I don’t care for that hat on her – it’s not flattering. And yeah, James’s pants are weird. How do all these people have so damned much time and money and they can’t manage to put together well-fitting outfits?

  20. incognito08 says:

    Pippa actually looks nice here *shrugs* Her look certainly looks 10 steps up above her normal fashion disasters. I don’t know what the temps are in England; however, her dress looks summery and gives me an effortless, relaxed vibe.

  21. Green Desert says:

    Tragic! Her style is consistently TERRIBLE. This is at the same time matronly and unfashionable. Head to toe bad. I love my fellow celebitches but I do not understand why anyone thinks a woman in her 30’s should wear something like this. 🙂

    This is my complaint about Kate’s style too, which is similar (although not as bad as Pippa’s). Consistently matronly and lacking in style. Kate’s so pretty and can wear pretty much anything, I really wish she’d get a good stylist who knows how to dress women in their 30’s. Doesn’t have to be trendy…she can dress in a classic style but still more appropriate for a 37-year-old than someone much older.

  22. Soupie says:

    This thing is LIGHT YEARS better than that grandma rag Kate wore to Archie’s christening. That was the dumbest dress she’s ever worn. Absolutely cringeworthy.

  23. LWT00 says:

    Oy. The neckline and sleeves of the dress are so very mature for such a young woman. The hat makes it awful.

  24. I actually think she looks pretty plus she borrowed Diana’s hat from Archie’s christening .

  25. 2lazy4username says:

    Pippa is sporting the latest from the new “Dress Barn by Stella McCartney” collection.

  26. agnes says:

    Pippa and her debatable fashion choices aside:
    Boomf’s Jacket seems to be a tiny little bit on the short side. Looks like somebody wanted to save on the fabric.

  27. softtoothbrush says:

    the shoes are the only good part of the outfit

  28. CoffeeAddict says:

    Tragic just about sums it up. You can adhere to the Royal Box dress code without looking like…this.

    This looks like something Kate would wear on an official outing. Even SHE wouldn’t wear this to Tennis outing.

  29. Maria says:

    She looks good in that outfit.
    James, on the other hand, pants too tight, jacket doesn’t look right, and green socks!!!