Pippa Middleton: The more relentless, ambitious Middleton sister?


You might not know it by now, but a superstar is being formed. And it’s not Waity Katy! It’s her younger sister, Pippa. For several years now, Pippa has been on the London scene, making waves and dating any eligible aristocratic bachelor she could find. They say that Pippa is much pushier, much more organized, much more ambitious than her sister. Although, in retrospect, Kate’s nine-year ambition shows a lot of will-power, doesn’t it? Could Pippa wait like that? Probably not.

These are new photos of Pippa from last night – she was exiting an engagement party for Holly Branson, the daughter of Richard Branson (Virgin Air, Virgin Records, etc). Richard Branson really wanted his daughter to get with one of the princes, Harry or William, but she didn’t really care about that. She prioritized her education, and I believe she’s an MD…? But Holly and the princes are still tight, and that whole crowd is very… what’s the word…? Incestuous. They all date each other and hook up and party, all in a tightly contained little group. So somehow Pippa, the sister of the soon to be Princess William, Duchess of Biscuits, got an invitation and she ended up being the most photographed lady as people left the party. Of course.

And Pippa eats it up. Even more than Waity, I think. Keep your eye on this one, because I think she’s got a wild streak and I think she’s got a healthy sense of competition. I also think she seems like one of those relentlessly active, upbeat, talk-a-mile-a-minute girls. Those girls bug.

Also: did you hear that The Queen FINALLY met the Middletons? Like, it only happened THIS WEEK. Hilarious!

By the way – we are officially ONE WEEK away from the wedding. Some of you have asked what kind of coverage we’re going to be doing. I know I’m going to be getting up at some ungodly hour (four a.m.?!?) and I’ll likely be live blogging or open posting stuff. Our issues are going to be when the photos come in – hopefully, our photo agencies will have photos very quickly, so we can talk about and analyze the dress, which (my opinion) will likely be super-boring (Waity’s M.O.). CB says she’s going to get up early with me, so fingers crossed. Maybe we’re try to embed some kind of live video feed…? Perhaps.





Photos courtesy of WENN.

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114 Responses to “Pippa Middleton: The more relentless, ambitious Middleton sister?”

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  1. Sevona says:

    I have serious leg envy…

  2. Happymom says:

    Aren’t they know as the Wisteria Sisters? Pretty and climbing. It’s actually pretty impressive that they’ve been able to break into this world considering their family’s pretty humble background. Their family has “new” money-they’re not part of this world. Pippa is not nearly as pretty as Kate-but she’s way more vivacious.

  3. gobo says:

    I’m not trying to be mean but does she have a bit of bell’s palsyon the left side of her face? Or a lazy left eye maybe?

  4. Jackson says:

    Well, she is definitely the ‘prettier sister’ but tough luck for her – she lost out to her sister big time in the Who-Ya-Gonna-Marry sweepstakes. Chica snagged the Man who will be King. Boom. Done.

    And it is absurd that the Queen just met these people. I read somewhere that she wasn’t supposed to meet Kate until the day of the wedding. What? This is what kills me about ‘royalty.’ Stop being so freaking snooty. If you care about and love your grandson, why would you wait so long to meet the woman he’s going to marry and her family? Ridiculous.

  5. feedmeplz says:

    Creepy smile..

  6. HotPockets says:

    I read a couple days ago that the Middleton Family has a net-worth of around 50 million.

    If that is a commoner, then I must be a rodent.

  7. Rhiley says:

    She looks a little like Demi Moore to me, minus all of Demi’s plastic surgery.

  8. angie says:

    Those Middleton girls sure love their black eyeliner.

  9. Mshuffleupagus says:

    Oh girl….fix those brows.

  10. Irene says:

    Unfortunate looking…

  11. Genevive says:

    Mama Middleton seems to have given her girls the same set of Sharpies and eye liner application lessons.

  12. rundee says:

    @Sevona #1
    My leg-envy is killing me too…

  13. John Wayne Lives says:

    These people and their “inner circle of inner circles” omgosh! New money! Is she even human?!

  14. JenJen says:

    I found it odd that the Queen was said to have just recently met Kate, yet releases a statement that she is “trusty”. E news said Leann might be married today, is she trying to upstage the Royals? LMAO

  15. LadyBert62 says:

    I think she is NOT pretty – there is something wrong with her face – maybe it is just the photos – but it looks lopsided – like two different faces were meshed together. Wonder what William and Harry think about this one?

  16. zesty says:

    She looks like someone took all the facial pieces of her sister and put them back together awkwardly.

    Rocking legs.

  17. Celebitchy says:

    I’ll be there with you Kaiser! You wouldn’t know it from my output but I get up at 5 every day. You called this one – she’s definitely more ambitious and we’ll be seeing more of her for sure. Ugh.

  18. SolitaryAngel says:

    ….this girl is very unfortunate-looking, but look how smug she is at being papped! Ugh. Do. Not. Like.

  19. she and her sister look really alike…. only this one is even uglier…. ew

  20. bagladey says:

    This sister is not pretty; she looks slightly mannish, her eyebrows need grooming and she has a droopy left eye.

  21. ZenB says:

    With her legs and my boobs and face – we could conquer the world! So yes, total leg envy.

  22. the_blonde_one says:

    well, I now know who that picture next to the webster’s dictionary definition of ‘butterface’ is.

  23. Kjune says:

    A really strident over-use of blush…

  24. Anna says:

    It always makes me laugh when I see an English woman named “Pippa”. In Polish it means “p*ssy”. No offense to all the girls named Pippa, just a funny observation 🙂

  25. JM says:

    She could pass for a queen….a drag queen that is.

  26. janie says:

    good legs and bad shoes seem to run in the family.

  27. TG says:

    @HotPockets – too funny about being a commoner. I think the British people call anyone middle class if they are not of noble/aristocratic background. So no matter how much freaking money you have you will always be middle class.

    And are you people serious about Pippa’s legs? Has no one noticed the pantyhose she is wearing? They look horrible. I never wear dresses because my legs only look good in nylons and that went out of style in the 80’s so I have to wear pants. Nylons look cheap and tacky. I love her dress though and I think that is just a bad photo, I think she is more attractive than that. Though neither “Wisteria Sister” is an antitode, they are not exactly beautiful either.

  28. Reality says:

    That second picture is a hilariously bad photo. Poor girl.

  29. mary jones says:

    Wow is that a man in a dress? Unfortunate looking.

  30. bodil says:

    @anna, I always smile too at the English girls named “Pippa” – it means “to scr*w” in Swedish :)A Polish-Swedish tour would thus be quite unfortunate for any Pippa.

  31. Richie says:

    EWWW!!! only her legs are appealing!!! the rest is MEH!!! Kate is prettier than her!

  32. Richie says:

    EWWW!!! only her legs are appealing!!! the rest is MEH!!! Kate is prettier than her!

  33. Iggles says:

    Omg! I have nothing invested in this, but sheesh these comments were harsh! Good thing she’s not reading this. I’d think one would burst into tears!


  34. Jillian says:

    Her eyes are way too close together. Kate definitely got all the looks in this family.

  35. kazoo says:

    she looks like a less pretty minnie driver. very strong masculine jaw. and she doesn’t dress well.

  36. Zelda says:

    Are they born with this clumsy eyeliner in the Middleton family or what?

    But leeeeeeegs. Wow.

  37. nik says:

    is something wrong with her face or is it just me

  38. amanda says:

    Oh goodness. Her sister certainly got all the looks. How sad for her.

  39. lin234 says:

    It’s all in the eyes. The sisters practically look the same except Kate has prettier and softer eyes while her’s look small and beady.

    I actually think Kate’s been looking better since she lost a ton of weight. Unfortunately when she’s at her normal weight, her face tends to lean more on the puffy side whereas when she’s underweight, her features pop out more.

  40. junipergreen says:

    Oh my god, she is disturbingly ugly. There is such a resemblance between them, but she got all the ugly. Kate looks beautiful compared to her. Wow. She must hate that she’s not the pretty one and not going to be a princess.

  41. miri says:

    about the “waity Katie” nickname.
    I much prefer that this girl took forever to marry that prince, that what happened to Diana, wh very young, naive and romantic, went into a marriage that was not only a disaster itself (being her older husband in love with someone else), but also for the pressures and demands for her Wales princess role, not only the public work, but the press attention, and the people in suits aroun them , the “court” or whatever they are called.
    This girl Kate, is much better prepared for what is it expected from her, even when she was not a neighbor of the }Windsors (Diana was a neighbor at some royal house, knew them since childhood, her sister went out with charles, and still she could not cope).
    Kate seems to now know what to expect, so those years of breaking up and restarting their relationship, of waiting, will be for her advantage.

  42. Delta Juliet says:

    I second (third? fourth?) the yes to the legs, noooooo to the face comments.

  43. Nanea says:

    I think Willie Wales had a crush on Holly B while he was still at Eton.

    Holly is too bright for him though.

    And their billions are quite shiny and new too, although RB’s family apparently had posts in King George VI’s cabinet.

    Philippa comes across as trying too hard.

  44. Embee says:

    I’m happy to gossip about her social climbing (loving the wisteria reference) but I think the comments about her looks are unnecesarily vicious and ring of envy…she’s an empirically pretty girl.

    While nylons may be “out of fashion” to some there are absolutely in good taste. Brava to her for wearing them.

    On to the gossip: I agree she is enjoying the attention very much. Curious to see how she fares…

  45. hellen says:

    She’s got Paris Hilton Wonky Eye-tis.

    Great legs, but still looks like a tranny.

  46. dannyexplosion says:

    British Manish

  47. serena says:

    Unlike her sister, Pippa is very ugly :/ and that smugness..

  48. kazoo says:

    ” I think the comments about her looks are unnecesarily vicious and ring of envy”

    HAHAHAHA. wait, are you serious?

  49. CG says:

    The British tabs have been claiming for a long time that Pippa and Kate have always had some kind of sisterly competition to see who could be the thinnest/prettiest and that Pippa is much more ambitious, ruthless and social-climbing than Kate. I think it was the Mail a while back that had a quote about how Pippa would only date rich hotties with titles, or something along those lines. Not surprising, given their mother!

  50. BB says:

    @Anna #24 and @bodil #30: I was reading this with one of my besties who is Greek and she informed me that Pippa is a slang word for “blowjob” in Greek. Talk about unfortunate name all around the world!

  51. bluhare says:

    Well, word is Pippa is going to be Kate’s lady in waiting or something like that, so she’s got to be conservative else she will be replaced. So, she’ll have to wear hose (and frankly I think more people should wear them; I’d rather see hose shine than varicose/spider veins and bruises), conservative outfits, and not get too wild at clubs. Or else Kate will be forced to fire her. Now, THAT would be epic.

  52. Isabel says:

    Team Pippa! She looks awesome! Honey badger don’t give a f*ck!

  53. whatyousay?! says:

    is she smiling goofy like that because shes nervously excited over the camera attention or bc she just was involved in an incestuous circle?

  54. Kloops says:

    Oh…. Maybe she just photos weird, but that’s….an unfortunate face. Whatever. These Middelton girls are so tedious. Don’t know RB’s daughter but if she has her MD then she’s miles above this one. Good on her.

  55. daisydoodle says:

    she looks like a brunette Marcia Brady, but she’s a “Jan”

  56. Crystalline says:

    Someone has to teach these girls how to put on makeup and which colors are flattering. Her blush color is just so wrong for her face. You’d think they’d know that by now.

    Also, I think you’re right about Pippa. I have a feeling she is much more ambitious, but also that a scandal may be the result from it. She doesn’t appear to have the same patience as Kate and that is going to bite her in the end.

  57. Tazina says:

    The Middleton girls have great legs. This younger sister could look a lot better with a makeover. Her makeup is too harsh, ages her and makes her look hard. Her eyebrows are too low and could use a bit of styling. Her hair is nice and shining but needs to be cut and styled to suit and soften her face.

  58. Blank says:

    I think Pippa looks better in side shots and Kate looks better when they photograph her face full on.

  59. Brisbanegirl says:

    I think she just photographs bad. I bet she is gorgeous in person. They really do need some makeup lessons. The eyeliner is dreadful.

  60. Alex says:

    I am so tire of “nylons” being a bad thing. They cover up a multitude of sins, not all of us have perfect legs – scars, veins, pale skin.

    Nylons of good quality, good color, they are a treasure and are slimming as well.

    The Middleton girls seem to have a knack for wearing them properly. Bring back nylons I say!

  61. bored says:

    So does this sister work or is finding herself a husband all that she does?

    I guess she can’t be expected to work. Kate lived off the family money for 5 years after uni, why not the other sister as well?

    Clearly the mother of these two is not a feminist.

  62. Ally says:

    Pippa is the new young Sarah/Fergie — the jolly, scandal-prone one.

  63. yadicakes says:

    Oh Pippa,
    all that blush will not fully distract from the caterpillars crawling on your face. Less is sometimes best

  64. sam says:

    The thing I find weird is both these sisters look much much older than they are, this one looks nearer to 40 than only 27.

  65. Darlene says:

    She is SO not the “prettier sister”. Kate is gorgeous!

  66. Becky says:

    This may sound odd, but I feel a bit sorry for Pippa. When I see pics of siblings of celebrities, I often feel compassion for them-they’re almost never as attractive and they rarely have the fame or the money that their sibs have. Can you imagine having to spend most of your life living so publicly in your sibling’s shadow? Having people ask you about your brother/sister all of the time? Having your appearance compared unfavorably in the media? Yeah, I know if you’re a sibling of a celebrity (and you aren’t on bad terms with your brother/sister) you get special privileges but that would not be worth it for me. I hope for Pippa’s sake that she’s as self-confident as she’s depicted to me-she’ll need to be to withstand having a princess for a sister.

  67. TXCinderella says:

    She is pretty, just like her sister, but man does she need to brow intervention. If she is wearing nylons, I’d like to know what brand because her legs look damn good!

  68. Rachel says:

    She DOES have gorgeous legs.

    I have news for you folks: I work with college students, and nude hose? ARE BACK.

    I have seen multiple young women with wildly different clothing styles, all wearing nude-for-them hose. And they looked good! This is new in the last year or so. (I think it’s because they have no mental baggage about nylons, and it’s new and different to them.)

    I’m taking their lead, because my legs sure could use the help. 😀

  69. curmudgeon says:

    She has a serious dome too. I know Kaiser hates bangs, but this girl should cover up that dome. I could fix my makeup in it.

  70. Chrissy says:

    It is so hard for me to believe that she is the younger sister! She looks older than Kate. Regardless, I can’t wait for the wedding!!

  71. Becky says:

    Oops-meant to say “depicted to be” in my previous post (not “depicted to me”).

    Out of curiosity, I checked out other pics of Pippa and they were all better than the ones from this story.

  72. 80sgirl says:

    Holy caterpillars Batman, look at those eyebrows!

  73. tmbg says:

    She’s not bad – I think the lazy eye picture is just from the flash, but she could use a bit of brow grooming.

    As for hose, I will wear pants until I croak because I refuse to wear them. Fug, fug, fug. Makes me think of the 80s.

    PS – Heh, I even knew in the 80s that they didn’t look good, so I’ve dodged them my whole life. Except for black – those look OK in some situations.

  74. Laura says:

    Good God!

  75. Allora says:

    Pippa: Lee Radziwill
    Kate: Jackie Kennedy

  76. Fue McCormick says:

    I think your all crazy because the legs are “meh” … to use your own words.
    And the poster who thinks Kate is “gorgeous” apparently doesn’t get out much. Kate is average looking. Period.
    I remember seeing a scene in a movie where 2 women were talking about a guy that one wanted to set up with the other woman. The friend asked if the guy was cute? The other replied, “Of course he’s cute! He’s rich!”
    Kind of like, “Of course she’s beautiful; she’s a princess!”
    Give me a f****** break.
    Kate a beauty? So delusional.
    And those rags she wears that look like she bought them at some cheap-ass store.
    She needs to go out and buy a kick-ass Chanel suit or dress … or something equally fabulous from some other designer … and get a cool pair of the Manolo Blahnik spring collection shoes to spice it up.
    Alas! If she did show up wearing a Chanel ensemble I fear the serfs would throw eggs and tomatoes at her to put her back in place.

  77. Luls says:

    She has a really funny looking face, but DAMN that body is BANGIN!!! More so than Kate’s!

  78. Andie says:

    Yep, she has great legs..however, she is nowhere as good looking as Kate. She does appear smug in photos, but I would be too if my sister was marrying Big Willy.

  79. Anna says:

    @ bodil & BB: 😀

    The British should stop naming their daughters “Pippa”. It’s such an indecent name! 😀

  80. Johnthing says:

    Nobody wears panty hose any more. Especially the glossy, shiny kind.

  81. Ashley says:

    I think her face is flushed and goofy looking in these pictures because she was drunk from the party she was leaving. She probably looks much better when she is sober. I used to thing Pippa was such a pretty name.

  82. Just Me says:

    Pippa is a nickname. The full name is Philippa, which is very pretty I think. Catherine of Lancaster and Philippa of Lancaster were sisters and granddaughters of England III of England. Random fact 🙂

  83. Rachael says:

    Wonk eye.

  84. kaligula says:

    british people scare me.

  85. the original bellaluna says:

    What strikes me about the legs is that those “control hose” look to be straining over them. Or maybe I’m just being a bitch.

  86. Hatedoodle says:

    I think those are just odd photos. If you google her image she looks perfectly fine.

  87. Laurie says:

    Will she have to curtsy or bow to her sister?!! How humiliating!

  88. JenJen says:

    @ Fue, my, arent’ we bitter and hateful? Put Kate back in her “place”??? WTH? I too think she is “gorgeous” and has an usual look that sets her apart. I also like that she shops off the rack and is wearing dresses that cost less than $100 on her honeymoon. I think she will fit in well, people with old money do not feel the need to constantly flaunt it and buy expensive designer items to validate themselves.

  89. TrixC says:

    Everyone in England wears nylons. Even with shorts. I don’t think they ever went out of fashion here.

  90. Sassy says:

    One more to add to the eyeliner comments. Do you think that a makeup artist will do the bride and bridesmaid makeup for the wedding? Would be a blessing for the Middleton women. And the Middleton mother, what was she thinking when she wore skinny jeans for her introduction to the public? OK – she is thin, but a chic look it is not and woman her age who try to dress younger appear desparate.

  91. SusanneJ says:

    Not really: Katherine of Lancaster was the STEPMOTHER of Philippa of Lancaster:


    “Philippa of Lancaster, LG (31 March 1359 – 19 July 1415) was Queen consort of Portugal. … As the eldest child of John of Gaunt, 1st Duke of Lancaster, and Blanche of Lancaster, Philippa spent most of her childhood in the many palaces and castles of her father, such as the Savoy Palace in London.[1] Here, she was raised and educated alongside her two younger siblings, Elizabeth, who was three years younger, and Henry, six years younger, who would later become king.

    Philippa’s mother died from the plague in 1369. Her father, the Duke remarried in 1371 to Infanta Constance of Castile, daughter of King Peter of Castile, and later married his former mistress, Katherine Swynford, who had been Philippa’s governess. The affair and eventual marriage was considered scandalous, and in the future Philippa would protect herself against such embarrassment.[2]”

  92. Ur Favorite Bartender says:

    Wow. Her face is a work of art…albeit an abstract, puke-inducing piece hmm :/

    And leg envy??! Wtf you can’t be serious with those sort of comments but I will give her props. Panty hose are old school!

  93. blouson says:

    Ummm…she is quite plainly a very pretty girl. What planet are you people on? How can you hate on a NON-CELEBRITY, its not like she has done anything super annoying like Jessica Seinfeld, to deserve this attack. Check out OTHER sites pictures of her (out of curiosity I had a peek) and she is an elegant attractive young woman. And I barely know who she is…just speaking the truth. And quite frankly both sisters are pretty (perhaps not epic beauties) why does there have to be an ugly one?

  94. crazydaisy says:

    I’ve been watching TV spots about the royals this week, esp. Prince William and Catherine Middleton. I LOVE them! I think they will do a world of good for England and the Western World. Since Princess Di and Mother Theresa died we’ve been missing the feeling of greater goodness in the world. William and Kate offer hope.

    They are both beautiful, and feel authentic and warm. And they appear to be truly in love with each other. I don’t think it’s right to call her “Waity” – she loves the man, naturally she didn’t go hook up with another. And they were too young before, and he could have had anyone on the planet. So they did the right thing, both of them, and then they chose each other. It doesn’t feel a speck like cold ambition to me.

    Let’s rally, people! With all the crap going down, let’s give these two our support and blessings. Hopefully they will make the world a better place.

  95. munchies says:

    shrimp.. eat the body, throw the head

  96. Conphorme says:

    Pippa is wearing shiny pantyhose like the style that cheerleaders wear and this is OK in my book. The nylon era seems to be back in the US and has been for a while now. Women like Rihanna, Lady Gaga et al wear them all the time now. The shine on Pippa’s hose enhances the look of her legs. How is that shine any different from the baby oiled look that some women went for (Katy Couric anyone?)?

    The bare leg era was a nasty one because too many women who posses less than perfect legs were doing without hose. Too many women were committing the crime of varicose veins, stubble, cellulite, uneven bronzer applications and pastiness. Luckily, the nylons have seemingly come back and solved this issue. The women in my office mostly all wear them again after having not seen a pair for years. Thank god for that! Their nasty, bare legs were terrible to look at.

    Her eye make-up? Well, now that is a different story.

  97. Dizzy says:

    nice legs, shame about the face

  98. Tozzies says:

    Is she wasted in this pic thus giving her the droopy eye? I have a friend who’s face does this when she’s hammered, but when she’s sober she’s perfectly symmetrical. Unfortunate

  99. Larissa says:

    Omg, serious people????
    It is not because someone is sisters to a soon to be royal that she has to be prettier or as pretty, or just a freaking top model nor have tones of plastic surgery done to fix “her face”. She looks average, and that should do! I mean, am assuming u are all “stunning “miss world material women, right dolls???? lol

  100. danielle says:

    She has great legs – I say bring back pantyhose if you want to! Ugh – pantyhose are out just because that horrible Anna Wintour decided they should be – rebel! Unless you don’t want to, then don’t wear them, whatever. Pippa needs to thin out her eyebrows tho.

  101. Leticia says:

    Great figure, but her eyebrows are plucked too far apart.

  102. Rick4545 says:

    I am British and I have many friends from other countries, part of the attraction of my friends is to learn about their cultures and enjoy learning from them. This statement is like saying ALL Americans scare me. It is xenophobic ( It displays fear of another culture and as a British person I find it insulting.)
    @Kaligula “british people scare me.”

  103. Steve Smith says:

    I would love to see Kate & Pippa (BOTH of them) slip into a silky, shiny pair of tan sheer to waist pantyhose & a pretty push up bra, lay down on a bed together and get sexually intimate in their pantyhose. Mmmmmmmmm!!

  104. apples says:

    PIPPA IS UGLY!!! She acts like a bitch

  105. Greg says:

    Legs: 1000

    Face: -1000

    Total: 0

  106. Bev says:

    Strange that people find her pretty…I just don’t see it. She’s very plain.

  107. Tired says:

    I think she looks kinda drunk.. Does no one else see that??

  108. Me says:

    I dont think she’s ugly! She’s far prettier than the average american but she’s just not stunning… so what.

  109. skuddles says:

    Did this girl have a stroke?? Why is her face so askew? And sweetie, please take it easy on that blush… you’re not on stage – or wait.. maybe you are.

  110. Bev says:

    I can’t understand what all the fuss is about. The girl isn’t exactly ugly but she’s not what I would call pretty, either The name that comes to mind is Plain Jane.

  111. vanu says:

    She isn’t ugly ….She is… horrible!!!

  112. heyyyy says:

    her face is the main problem. her nose looks like a witch’s, her cheeks are too cheeky, and her brows are so fking man eyebrows.

  113. Johnny says:

    Pippa’s legs are amazing! The way her hose outline the perfect shape of her legs is unreal. She has perfect ankles and kness. I would love to know what brand of hose she wears??? I wonder if she wears panties with her tights?

  114. Fue McCormick says:

    Horrible Outfit #1