Caroline Wozniacki married in Tuscany wearing an Oscar de la Renta gown

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Way before her dress fittings at @oscardelarenta and an epic walk down a 262 foot-long aisle that stretched the length of the cobblestone road bisecting the town square at @castigliondelbosco, there was the meet cute in Miami that started everything. @carowozniacki first crossed paths with @DavidLee at a dinner there three and a half years ago. “We met through a mutual friend of ours,” she recalls. They all went out for a group dinner, where the two hit it off immediately. After a little over two years of dating, he proposed with an 8.88 carat—eight is her lucky number—diamond engagement ring in Bora Bora in November of 2017. Tap the link in our bio to see more from their wedding. Photographed by @davidurbanke

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I was just thinking the other day about how I have no idea how tennis players could ever date anyone other than other tennis players, because their lifestyles are so strange – every week in a different city, literally traveling all around the world every year for 11 months out of the year, barely any time to put down roots anywhere. That’s why tennis players do end up with other tennis players so much of the time.

But not Caroline Wozniacki, former world #1 and the 2018 Australian Open winner. Caro has had a string of boyfriends and fiances outside of tennis, including that epic broken engagement to golfer Rory McIlroy. For several years, Caro has been with former basketball player David Lee, and they got engaged in November 2017. She planned her wedding meticulously, and with Anna Wintour’s help. And of course Caro gave Vogue an exclusive – you can go here to see Vogue’s exclusive photos of Caroline’s wedding gown fitting and full-length photos of the completed gown.

Caroline ultimately chose an Oscar de la Renta gown which… to me, looks like lingerie. Too much like lingerie, really. But she’s a pretty bride and it’s clear that she is very happy with her choices. Caroline and David Lee married at Castiglion del Bosco in Italy. It was actually the same venue used by Kate Upton and Justin Verlander for their wedding. Her dad (who is also her coach) walked her down the aisle, and Caroline’s dear friend Serena Williams was one of her bridesmaids (Serena also hosted an expensive bridal shower for Caroline several months ago). Other guests included: “Milwaukee Bucks NBA player Pau Gasol, Sacramento Kings NBA player Harrison Barnes, TV host and former NFL player Jesse Palmer, and pro tennis player Angelique Kerber.” I actually had no idea that Kerber and Wozniacki were that close. Anyway, congrats to Caroline and David, it sounds like a beautiful wedding.

Update: As I said above, Vogue got the exclusive on her wedding gown fitting and I thought that the final gown was that lingerie look. The final gown had more lace and it was less see-through (although it still looked like a negligee).

Photos courtesy of Vogue & Caroline Wozniacki.

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37 Responses to “Caroline Wozniacki married in Tuscany wearing an Oscar de la Renta gown”

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  1. 10KTurtle says:

    I would be embarrassed for my dad to see me in this dress, not to mention everyone else there.

  2. Juniperus says:

    Always an interesting day when you learn the precise configuration of another woman’s nipples.

    I mean she’s lovely and maybe that top photo is just an unfortunate optical illusion but… dang.

    • Made me look! Now I can’t unsee it.
      I agree on the walking with Dad in that dress, I would be uncomfortable as well, though I can attest that between years of locker rooms and boot camp, I pretty much have zero modesty at this point.
      She is lovely.

    • Patty says:

      That wasn’t the completed dress. The completed dress was not see through.

      • weezle says:

        Please God let that be true. The dress in the picture looks like a prop for a stripper.

  3. Beach Dreams says:

    A lot of the female tennis players with Polish heritage (Kerber is half-Polish) seem to be quite close. I wonder if Radwanska was at the wedding.

  4. Chica71 says:

    The new designers fo Oscar should have remained under their Minds house. Designs are too hit and miss, the elegance is gone.

  5. Seraphina says:

    I went to a wedding in Italy about 10 years ago and the bride wore something very similar. I was shocked that she would wear something that looked like it was unfinished and looked like lingerie. Many raved and said it was tres chick. To each their own, but I much prefer the elegance of a classic bridal gown than this. Looking back, I wish I had worn a gown that was not strapless. But that’s all I could find back then. :(

  6. Cait says:

    Completely agree finished dress looks like lingerie. Guess that’s the look she wanted. I’m no prude but think neck line a little too low. She looks happy + lovely but I feel I’m seeing too much. To each their own.

  7. MrsBanjo says:

    I’m not quite sure yet how I feel about the boning being so visible, but the final dress is much better than I thought it would be based on the fitting photos. It is really pretty and it’s one of the few entirely lace gowns I actually like.

  8. Kcat says:

    Lots of weird pearl-clutching going on here. The completed dress is totally covered in lace. Not see through.

    • Seraphina says:

      I searched to see if it was the completed dress and that is the only pic I could find. My pearl clutching is based on the pic shown. I’ve seen gowns like that so it’s not out of the norm to wear one.

  9. Snowflake says:

    How do you see the completed dress? It says click the link in the bio, idk what that is?

  10. lucy2 says:

    I don’t really care for the deconstructed/lingerie look myself, but she seems happy with it.

  11. Snappyfish says:

    I’m glad she found happiness. The husband is far hotter (& clearly nicer) than Rory. She was always so respectful & never said an ill word about that douchebag.

    • Msn single malt says:

      Or maybe she realized Rory made the right call breaking off wedding. They both seem to have found happiness? Life gets messy sometimes. I am happy for her. And happy for Rory.

    • dj says:

      My husband is a golfer and loves watching it on TV. I got to know most of the big player (becuz partner watches it often. To this day, I still do not like McIlroy becuz of the callus way he dumped her. I thought she was total class the way. she handled the whole thing. I am glad she found happiness with someone else and had the wedding she wanted.

      On the other hand. I grew up in the 80’s. While I do not have long hair (short cut) I like a tiny bit of volume on top. Not a fan of her hair. But you do you.

  12. Robinda says:

    The full dress is lovely, and the groom is a huge step up over Rory, literally and figuratively. Glad she married a man who respects a woman’s career choices and doesn’t make it all about him.

  13. MrsK says:

    She looks like she didn’t finish getting dressed. I get that it’s couture and obviously what she wanted, but … à chacun son goût, I guess.

  14. Bichon Lover says:

    The final version fully covers her assets and is in no way see through. She looks lovely.

  15. Ange says:

    The groom reminds me of a smaller headed Tony Robbins.

    • TorontoBeach says:

      I don’t think he looks anything like Tony Robbins other than they are both tall dark haired men. He’s quite handsome and seems to adore her. As for the dress, it’s not my style but I think it’s a beautiful dress.

    • elle says:

      Yep, I see that, too. I think it’s the jawline and the vertical smile lines

  16. Mrs.Krabapple says:

    To me this dress isn’t as bad/trashy as Kate Moss’s (it must have been cold day, since you could see Kate’s twin peaks through her dress, and the inner lining barely went far enough down to cover her “V” area) — but people raved about how “beautiful” it was. So I guess I don’t understand wedding dress fashion. This dress is fine/meh.

  17. ChiaMom says:

    I’m mortified for her it looks like she forgot her dress entirely. But she’s happy that’s all that matter.

  18. Skwinkee says:

    This is a definite who weekly. Umm WHO?

  19. Angel says:

    So did she walk down the aisle in the first picture, where there is obviously a lining in the bodice, or the other pictures, where we can see everything?

    That dress is just a ripoff of a Panini – I think it is – that the brides always picked on that Say Yes to the Dress show that I watched years ago.

    Her hair is pretty; would be prettier if it weren’t tucked behind her ears.