Does Pippa Middleton have a gauche, reality-star-adjacent, new-money boyfriend?

It’s been a while since Pippa Middleton had a steady boyfriend. When she first became well-known (around the time of her sister’s wedding), Pippa was dating Alex Loudon, and it seemed like the Middleton family really wanted Pippa and Alex to marry. Alex didn’t have a title or anything, but his family was old-money. But, it didn’t work out. Alex dumped Pippa (allegedly), but I kind of think she wanted to be single. Pippa then moved in on her ex-boyfriend, the future Duke of Northumberland, George Percy. I think Pippa and George dated for several months, and then his family made him dump her following that gauche incident in Paris, when Pippa was partying with some dudes who were flashing a fake gun at the paparazzi.

Since then, Pippa has been officially single, or so it seems. There were some interesting rumors about Pippa and Andre Balazs, but they didn’t go anywhere. And now the UK tabloids (and the American tabs) are saying that Pippa has found herself someone else. And he’s “new money” too.

Is Pippa Middleton off the market? Middleton, 29, has been spotted going out on several dates with James Matthews, 37, the U.K.’s Daily Mirror reports. Kate Middleton’s younger sister was photographed having dinner with the handsome investment banker at the Queen’s Club tennis center in West London earlier this month.

“They have been out together a few times,” a source close to Matthews tells Us Weekly. Matthews is the brother of U.K.’s Made In Chelsea reality star Spencer Matthews, and the chief executive of Eden Rock Capital Management Group.

“It’s very early days but James really likes her,” the source adds of the world-famous royal bridesmaid, who has been promoting her new entertaining book, Celebrate. “She’s a smart girl who has her head together. They have a lot in common.”

The twosome were photographed again on Oct. 29 while stepping out together on in London for a dinner date. Middleton dressed up for the occasion in a black dress, lace jacket, black tights and heels.

Middleton split with longtime boyfriend Alex Loudon in June 2011. Since then, she was rumored to be dating her longtime pal, George Percy, the wealthy future Duke of Northumberland, in February 2012. But a source clarified to Us, “They have always just been friends.”

[From Us Weekly]

You can see a photo of him at that Us Weekly link – he’s attractive. And the UK tabs assure me that he’s loaded too. Even though I wanted the best for Pippa, and I would have loved to have seen her get some kind of titled aristocrat too, I don’t think that’s going to happen. Pippa has proven that she’s much too trashy for most of the respected aristocratic families. But I still want her to be with someone who will spend some money on her – and I think that’s what we’ve found. The wealthy brother of a UK reality star? That’s kind of perfect. And I like that he’s older than Pippa too – I feel like this is someone she could end up settling down with.

PS… Oooh, his parents own the Eden Rock Hotel in St. Barth’s.

Photos courtesy of Fame/Flynet, WENN.

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20 Responses to “Does Pippa Middleton have a gauche, reality-star-adjacent, new-money boyfriend?”

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  1. Lucy says:

    If he’s anything like Spencer then run away Pippa run

  2. Talie says:

    She’s too ambitious to live the life her sister is living…she wants acclaim and recognition. She’ll get that with a wealthy businessman rather than a titled aristo.

    • Crystal says:

      Agreed. I think she’s fine with being a socialite. No need for a stuffy title. The newly moneyed have more fun. Besides, after a few years she can settle down and hob nob with the aristo is she wants…Posh and Becks anyone?

  3. LMB says:

    I still don’t see what the fascination is with this woman.

    • AC2 says:

      +1…she’s not very attractive nor interesting

    • Christina says:

      I think whatever ‘fascination’ exists is entirely a product of the media, not the general public.

      Ever since the wedding, sections of the British press have been desperately trying to make Pippa into A Star. She’s young, single, moderately attractive (though no more than that) and her sister is a ‘royal’. That’s enough for them. Most people in Britain, however, couldn’t care less. If people think of her at all, they think of her as a tacky hanger-on and social climber. Pretty much like the rest of her family. That’s why I bet her ‘book’ is going to be a gigantic flop. People would be embarassed to be seen with it.

    • Me Too says:

      Thank you so much for saying this^ I know, I know…I read the darn piece, but still…this “girl” is a bland, blah famewhore a la the Kardashians or Paris Hilton. Last time I read anything about her…I swear!

  4. taxi says:

    She looks very cute in these pictures.

  5. LAK says:

    This kills sevearl birds with one stone. Money and free beach holidays. Bonus, they are a handsome family!!!

    • Alexandra Bananarama says:

      This family is an excellent star for Pippa to hitch her wagon to, but something bothers me..

      With all the whispers/rumors of the Middleton finances… William helping with buying a house, actual net worth of party pieces.. Does Pippa get dumped because of poor behavior and “breeding/pedigree” or because of money reasons..?

      • LAK says:

        In terms of getting in with those Aristo families, Kate’s perceived submissiveness and demure persona is irresistable because she looks like someone who will do as told, breed as required and never embarrass the family. Having money is not necessary if the girl comes from the right family unless the money is out of control like Marie Chantal of Greece [Billionaire parents].

  6. Alexandra Bananarama says:

    So all the Middleton women have had work done? Because they all look younger and smoking cigs (which i’m very sure they all do) will keep you skinny, but age you quickly…

    Their skin, and trademark under eye bags are much improved.

    • LAK says:

      i’ve just realised what was so different about her….she’s not her usual day glo orange. I wonder how long it took to scrub the orange out of her skin!!!

  7. Lucky Charm says:

    I think she should get together with that Lord Robert (aka Tate) dude from Secret Princes. I think they would make an excellent couple!

  8. Laura says:

    I think Pippa is better looking than her sister. She seems more relaxed and natural too.

  9. Apples says:

    Does anyone know what she had done work-wise to her forehead? Is that the result of fillers or Botox? Is there a way to tell the difference?

  10. MsMileHigh says:

    Ewwww… is she wearing nude pantyhose?

    I don’t care if the Duchess wears them and assorted ‘fashionistas’ are, therefore, trying to make them a thing. They are gross and tacky (IMHO). Pippa should not follow her sister’s lead with legwear (or eyeliner).

    • Alexa says:

      Never could figure out why some people hate nude hose so much. She has lovely legs and they look fine. Why should she be barelegged in late October? She is not in LA. Women have worn nude hose since the 1920s. For some reason somewhere in the last 10 years it became a terrible fashion mistake. I’ve seen too many legs which could do with covering to agree!

      By the way, George Percy was at the launch. I guess there are no hard feelings.

  11. Sachi says:

    That last photo of Carole and Pippa show smother and daughter to have had botox and other cosmetic treatments done.

    Carole’s forehead is so shiny and smooth even from afar, and the area above her eyebrows look very ‘relaxed’.

    Pippa’s forehead is frozen nowadays. Still, I think she looks much better now.

    As for the bf, meh. She might marry this guy given that his family doesn’t seem to mind being in the spotlight and they’re wealthy.