Princess Eugenie steps out with her boyfriend of 5 years, Jack Brooksbank

I haven’t been covering Princess Eugenie for about a year. It’s not that she’s gone dark, press-wise, it’s just that the younger York princess seemed to understand better than her sister that it’s best to look busy and not go on 20 vacations in 6 months or whatever. These are some photos of Eugenie and her boyfriend Jack Brooksbank at the annual Goodwood Festival late last week. The Goodwood Festival is part car-show and part racing event. A lot of the toffs come out and a lot of the classic-car collectors and classic motorcycle-collectors like to show off their stuff. Eugenie’s outfit is by Rupert Sanderson, with a $700 disc hat by Nerida Fraiman.

Eugenie moved to New York in the fall of 2013 and began working full time at the auction house Paddle8. She seemed to enjoy her New York life and the New York press mostly gave her a break. She seemed comfortable with the idea that she was never going to be a full-time working royal and so she just moved on with her life and began building a career. The Daily Mail reported a few weeks ago that Eugenie has moved back to London after her time in NYC though – according to the Mail’s sources, the Hauser & Wirth art gallery offered her a job and a lucrative pay raise which lured her away from her Paddle8 job. She’s now the associate director for the gallery.

As for Eugenie’s boyfriend, I could only find some bits and pieces of his bio. They’ve been together since 2010-ish and they don’t seem to have had any big breakups. While she lived in NYC, he was in London and they visited each other when they could and they did the long distance thing. He works full-time too, sort of, as the manager of Mahiki in Mayfair. People have been saying for years now that Eugenie and Jack will eventually marry. I don’t know though – they got together when she was just 20 years old. But I have to say… I enjoy that Eugenie is so undercover for the most part. She has more of a work ethic than most of the younger British royals.

Photos courtesy of WENN, Getty.

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37 Responses to “Princess Eugenie steps out with her boyfriend of 5 years, Jack Brooksbank”

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  1. elisabeth says:

    good on her!

  2. danielle says:

    Huh. I had no idea she had been dating someone for so long. And good for her for building a career rather than sponging off her relatives.

  3. Senaber says:

    Why the way he carries his signet ring is positively Middleton-esque. Tres classy.

  4. LAK says:

    She looks so much like the QM. She’s getting closer to the age the Windsor genes kick in. Let’s hope she retains her pretty.

  5. GoodNamesAllTaken says:

    I like everything about her except that she paid $700 for that frisbee on her head. Ugh. But I think it’s great that she experienced life in another country and has a career and all that. Good for her. He’s wearing my wayfarers, which makes me question both of our sense of style.

    • Liberty says:

      Haha, the saucer hat! Well as Diana Vreeland said about style….
      Anyway good for her, really. Trying to make a go of it and with a real, show up daily, job. Glad she is doing well.

      Is she the sister that introduced Harry to the Brazilian girl he is supposedly seeing? This Bf of hers seems nice so maybe she will be the ultimate matchmaker.

  6. What is it with the pinky ring? My friends and I discussed this the other day at lunch. (We noticed Henry Cavill wearing one and it killed his hotness factor.) Jewelry on men is always tricky, I know, but there’s something about the pinky ring that just screams “I’m a member of the douchebag mafia”. Like seriously, I see the pinky ring and expect to see too much product and a spray tan–it’s one third of the Jersey Shore style guide–pinky ring? Check! Gelled up hair? Check! Spray tan? Check!

    • AG-UK says:

      think it’s a European/British think upper classes have their crest on it. I don’t like rings on the pinky for men PERIOD. Some will wear that and NO wedding band. Then again I have seen other men here wear them with no crest just the plain ring.

    • LAK says:

      Veronicacastello: In Britain it means you are an aristocrat or come from aristocratic background. The ring has a coat of arms that is specific to the family.

      In ye old times, they were used as stamps in waxed seals to sign important documents. Only the Lord of the manor and their family wore the ring.

      Without knowing anything else about Henry Cavill, as soon as I saw the ring, I knew his background.

      That’s why we make fun of the Middletons. The moment Kate married into the BRF, they all ordered signet rings and flash them in every single photo. It’s hilarious.

      It’s rare that it is worn randomly. And usually when it *is* worn randomly, it’s for fun or irony.

      • Liberty says:

        LAK, about five years ago, a friend who lives in Chelsea was dating this nice guy. I met him and his friends. A few nights a week, we would all meet for drinks or dinner. They sprouted signet rings on some nights, no rings for lunch or other nights. One explained in an aside, after some girls beelined for them, etc, that yes, they were family title rings, but they only wore them as a joke to meet girls and kept score; or, if with impressionable provincial clients, or sometimes for events with older relatives.

      • LAK says:

        That’s funny Liberty.

        Speaking of scoreboards, in my rampant 20s, my friends and I had a list of types we should have dated by the time we were 30. Everything from rocker types to these guys.

        The hurrah Henry guy I pulled was such a cliché it bordered on performance art. He wore the ring, went hunting with the bevoir hunt, crumbling family pile, tweeds and acid wash trousers in pinks, yellows and pale blue. Family dog was a lab. Mother nicknamed Tinka, which wasn’t her given name. And he kept a horse at a stable called ‘Tally Ho’!!!!!!

      • Liberty says:

        @LAK, ha that is awesome – your rampant 20s! A dating bucket list. The hurrah Henry type! The clothes! I am falling over at the mother name Tinka and the Tally Ho stable. it’s like Jeeves meets Jilly Cooper, but real: ah, the bevoir hunt!!!!

        The guys my friend knew weren’t as interesting as yours at all, in terms of bells and whistles, unfortunately. I do recall some chat about the costly upkeep of a house and trying to get, would it be National Trust recognition to help out or something? Maybe I have the term wrong. But mostly talking about travel – lots of Thailand, Spain and CA.

    • inthekitchen says:

      Just chiming in to say that while it IS a British thing, it’s definitely NOT just an aristo or upper-class thing.

      My father-in-law wears one (on pinky, next to wedding band) and he is working class all the way (worked for the Royal Mail from age 16 to retirement). He is 6’3″ or so and a solidly built guy…but strangely the ring does not look out of place on him! I think it’s just a British cultural thing as he definitely has no aspirations to the upper class.

    • Tiffany says:

      @Veronica. You already though of the name. I can help design. We will sellout in a matter of minutes.

      Douchebag mafia siglets. Trust, they will not get it when they type in the web address to order it.

  7. Olive says:

    This jacket is so wrong… seriously her dress is so pretty and suits her and then she wears this ill-fitting ugly jacket 🙁

    • Dena says:

      I rarely comment on clothes and appearances but just about everything she wears is either ill-fitting, not flattering to her figure, or ‘off’ like the jacket she is wearing. I think she has a nice figure and could do more in the hair and clothes department to enhance her appearance. The latter, in truth, goes for both she and her sister. Well, might as well throw Zara in there too. But then none of the mainline royal women are exactly stylish.

      • Olive says:

        yes, Zara wears horrible stuff too, but she is confident and not interested in what others say.
        I have this feeling the York-sisters have big body issues and i understand why. The british press loves to highlight that they are more short and curvy and calls them “Kate´s ugly step sisters”. That is horrible and i´m not surprised they try to hide “problem areas” with wide jackets or heavy fabric or just give up cuz they know they can´t win.
        Beatrice dresses way better since she lost weight. She has still some fashion fails, but she gets better. She also cares very much for her hair. Eugenie not.

      • LAK says:

        It’s not often apparent because of the waya she dresses, but Eugenie has the most amazing hourglass figure. If you see her in bikini pics, it’s incredible. It’s not often you see that sort of figure these days because people tend to diet to tooth pick proportions. I hope she’s never media shamed, as Beatrice was, to diet it away.

    • notasugarhere says:

      Her best-ever look was a red Vivian Westwood. Both sisters try to highlight young British designers, to give them a chance. The results are often poor.

      • Olive says:

        Beatrice once wore an awesome green dress when in Germany for supportng britisch businesses. That was the best outfit Bea ever wore. This dress had the perfect cut for her figure and the perfect colour for her hair and teint. She gets better fashion wise

      • Liberty says:

        Nota, I remember that! She looks good in clear rich pure colors of that sort.

  8. Snowflake says:

    What’s up with the hat, is that a thing over there, wearing hats like that?

    • FLORC says:

      Yes. Nearly every photo of the royals at nearly every gathering will have the women in hats that can be eye catchers.

  9. IriP says:

    I don’t know why, but to me she looks like she could be forth Willis girl. I swear there is something about her face that makes it look like it came straight out if that wild lottery Moore-Willis gene pool.

  10. INeedANap says:

    I know folks are lauding her for “building a career,” but this auction/art gallery stuff could go both ways: legit job or fancy bit of nothing. Either way, she at least knows how to cultivate the perception that she’s more independent.

  11. littlemissnaughty says:

    Maybe it’s just Monday and I’m in a bad mood but … I can’t applaud someone for simply working. Working a job most people would have a very hard time getting but with her connections and name? No problem. I’m sure I’ll get yelled at for being crabby today and yes, sure, her title is not her fault and wouldn’t any of us and so on. I’m just saying, anyone will look good next to her cousin and his wife. She’s a young woman of incredible privilege who works. Big deal. She does seem like one of the classier members of the family though, good for her.

  12. Shelley says:

    I think her and her sister (can’t always tell them apart 🙂 are pretty. They got the best from their parents. Goes to show what a bit of outbreeding can do *cough* #noshade
    On the whole getting credit for being a working royal….aaargh..dunno how I feel about that. I guess I will appreciate anyone (read everyone) who works harder than Waity Katie and Will.

  13. bellenola says:

    All I see is teeth.

    • Sherry says:

      Me too lol

      • Citresse says:

        More so with the sister. In some shots, her sister reminds me of that old man from the Poltergeist movies who was banging on the screen door.
        Though, we’re all guilty of bad photos. I would bet both sisters are quite attractive in person.

      • bellenola says:

        They have lots of teeth as a couple! I didn’t mean to be too snarky, I know those sisters get a lot of unfair comments regarding their looks.