Ashley Olsen, 30, is still acting coupled-up with 59-year-old George Condo

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Back in June, we heard a really weird rumor about Ashley Olsen. Ashley, the unmarried Olsen twin, was seen canoodling with the artist George Condo. Ashley had just turned 30 years old, and Condo is 59 years old. Ashley’s twin Mary-Kate also went for an older man: MK dated and then married Olivier Sarkozy, who is 17 years older than her. So, we’ve established that the Olsen twins have a thing for older men. But George Condo? Really? Page Six says yes, really. Condo and Olsen are still happening.

Ashley Olsen was looking very close with artist George Condo this weekend. Spies saw the Row designer, 30, and popular painter, 59, “holding hands and snuggling” Sunday at Balthazar. “It was obvious something was going on,” said a source. “It looked like she was dining with her grandpa, but they were holding hands and snuggling.”

When a Page Six spy saw the pair at the Mercer Hotel in June, Condo’s rep said, “It was simply a business meeting.”

Condo’s wife, Anna, filed for divorce last year.

[From Page Six]

I get that it’s exciting to date a famous artist, and it’s probably exciting to view yourself as some kind of “muse” to said artist. But I just don’t get it with George Condo and his p0rn-art, and I don’t get why Ashley is interested in a guy who is almost twice her age. And a guy who is just getting out of a marriage!! This has sleazy-rebound written all over it. And Ashley is better than that.

Photos courtesy of Getty, WENN.

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55 Responses to “Ashley Olsen, 30, is still acting coupled-up with 59-year-old George Condo”

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  1. Loopy says:

    *BARF*

  2. SilverUnicorn says:

    Yuck. Sorry I couldn’t contain myself….

  3. DanaG says:

    Those twins are so odd. The both seem to have father issues and they never look happy. They have bucket loads cash a hand bag line couldn’t they just smile and be happy? They both look pissed off everytime they are seen. If they want out I’m sure it could arranged there are plenty of celebs who never get shot by the paps.

    • It'sJustBlanche says:

      They are so full of themselves I can barely stand their faces. Enjoy that not so fresh old man in the morning smell, girls!

    • Trixie says:

      Wasn’t the entire Gabby thread yesterday about how women don’t have to “just smile and be happy”? So the why do the Olsen sisters?

      • teacakes says:

        This. Especially considering they’ve lived their whole lives under this creepy spotlight that was fixated on their youth.

        Ashley is 30, I think that’s damn well past old enough to sleep with whoever she wants. Same goes for Mary-Kate.

      • Cidey says:

        @ Trixie and @teacakes – WORD

        I think these girls have paid their dues and have never gone down the rabbit hole with all of the other effed up child actors. They were probably mentally 30 when they were 16 and date accordingly. Not what most of us would do but….have at it!

    • Bridget says:

      Neither woman dated significantly older men until they themselves were much older – both had relatively age-appropriate significant others for a while.

    • Sarah says:

      Ughhh do not tell women to smile and “be happy”
      How is a photo a sign that someone is happy anyway?

      They’re grown friggin women and can decide who they want to see. They aren’t 17 year olds wanting to look mature. They are THIRTY! They were so bound by other people’s expectations for so long – it’s time they get to decide.

    • Starkiller says:

      They do not owe smiles to anyone. In fact, in most parts of the world, people will think there’s something wrong with you if you’re constantly walking around with a bigger fake smile pasted on your face. Great way to put a bullseye on yourself in another country, actually.

      • teacakes says:

        Seriously, I live in a country where a woman walking around here with a smile on her face is 10x more likely to be harassed – all these ‘why are you miserable, why do you not smile?!’ people do not get that women with the bitchface might simply be trying to protect themselves.

        And even if the Olsen twins live in the smile-demanding US of A, they do not owe it to anyone to grin and bear it. Also they’re no longer in a line of work that needs them to interact with fans, they can scowl away all they like.

  4. jeanpierre says:

    They are so creepy.
    I don’t really know that old man (it was him who worked with Kanye on MBDTF, I believe?) but he still looks better than Olivier Sarkozy. Really gross, that one.

  5. Jane says:

    I get a bad vibe from all of this. He looks really slimy to me. I simply don’t understand the taste these women have in men. He sister had pictures of her older guy suffocating her with kisses and hugs at some sort of sporting event awhile back. It made me uneasy.

  6. fiona says:

    I just don’t get why they’re wasting their youth with such old men. So disgusting to me when men date someone that was a full grown adult when they were nothing but a toddler.

    • sunny says:

      Hey, some people have different tastes. It almost seems like shaming to judge them on this. Although this particular guy looks like a grade A creeper (so does that Sarkozy freak the sister is married to). If he’s a modern artist odds are good that his work is pure garbage. But I can understand liking older guys. I never wanted a conventionally good looking guy my age because that’s not what I’m attracted to. There’s someone for everyone, apparently!

      • BTownGirl says:

        +10000. My boyfriend is 15 years older than me and I wouldn’t call him an “old man” or our relationship “disgusting”. I’m a 34 year-old woman (and the Olsens are 30 year-old women), so we’re both fully formed adults. No one’s taking advantage of anyone in either of these scenarios!

  7. shelly says:

    He is like a cross between Andrew Lloyd Webber, and Jabba the Hut.

    I think these girls have issues with being adults, its creepy.

  8. Little Darling says:

    The girls appear young on the outside but clearly they’re old AF on the inside. They’ve never really identified with their ages post acting careers. They must be really something in person, I would love to see how they act alone. I have a feeling there aren’t a lot of young mannerisms. They’ve always been more odd than their immense wealth.

    • sunny says:

      Yes! Some people are born old. I think with these two they were treated as little adults from day one so they feel like they’re way older than their age. I’m the same way….I was treated like a little adult as a child (not nearly to the degree these women were of course) and I can remember being four and wanting to marry Bert Convy or Gene Wilder. My “boyfriend” was a 35 year old man (that sounds wrong but he was a family friend and I loved him to bits). I always wanted things like a hemorrhoid pillow and a days of the week pill organizer and couldn’t wait to be old enough to have those things. My favorite thing was getting the Dr Leonard’s catalog. So I kind of get the Olsen twins (I married a man 12 years older than me). I just hope they’re happy. They never seem happy though.

      • Cidey says:

        @sunny – Bert Convy…..Heh. This is my favorite post of the week. And, BTW, I hear you, sister. I had a raging crush on Henry Kissinger and loved Andy Williams when I was kid.

  9. Nev says:

    Aww let her live. She’s grown.

  10. Bridget says:

    There is no rhyme or reason to this woman’s dating history. Scott Sartiano, Justin Bartha, Bennet Miller, now this guy?

  11. Kate says:

    The age difference really doesn’t bother me. The Olsen twins had to grow up fast, they had an empire by the time they were Tweens, they’ve already lived a few different lives, and they’re worth an absolute fortune. The chances of them finding older men they have things in common with and who they don’t intimidate is going to be a lot higher than finding suitable younger men. Plus it kind of seems that neither wants their own kids, and again, that rules out a huge amount of younger men.

    The main complaint with relationships with age differences is power imbalances, and given the Olsens business experiences, their connections and their extraordinary wealth, that strongly skews in their favour.

    They do seem to have lousy taste in men, though I don’t think they’re the greatest human beings either, so they’re probably just finding their matches.

  12. Patricia says:

    I just hope she is happy, I really do. I have a HUGE soft spot for these two women; I always identified them with my own little sister who is the same age, and also the youngest of three girls. As they grew up they became MUCH different from my sister but I still seem to care about them.
    If they are most comfortable with much older men, so be it. If they are most happy wearing eccentric older woman clothes, so be it. They haven’t harmed anyone in their lives and they create jobs and keep their clothing line American-made. I just wish then happiness.

    • Bluebelle says:

      Yes to this. Let people date who they want to. Why should people live their lives based on what other people say? If they have daddy issues, so be it! If they like men over 200 years old, let them! They don’t think they’re wasting their youth, why are you worrying about them? It’s legal, and they’re happy so what seems to be the problem? Worry about Sofia Richie who is still under age, but these twins are 30! I hope one of them dates Al Gore…

  13. Who says says:

    I wonder if both sisters have daddy issues and that is why they go out or marry these older men. Was there a father figure in their life growing up?

  14. Lucy says:

    I mean, both of them have been working pretty much ever since they were born, and I imagine that must have made them mature faster than most people their age. It sort of makes sense that they’re attracted to older people.

  15. L84Tea says:

    I miss the Olsen twins of 2004.

    • teacakes says:

      You mean when Mary-Kate was anorexic (may or may not have been a cokehead too) and both girls clearly wanted the hell out of their tween acting careers?

      At least they look more at ease now.

    • Sarah says:

      Yeah that’s like “I miss late 90s Robert Downey Junior!” or “I miss young teenage Mark Wahlberg!”

      It’s fairly clear that was a really rough time in their lives and it shouldn’t be glamourised or viewed through rose tinted glasses.

  16. teacakes says:

    Seriously I wouldn’t go for someone 30 years older but the Olsen twins are not your average woman.

    They’re also 30 years old, I think they’re allowed to date whoever they like. If that’s older men, more power to them – I wouldn’t touch either of their men with someone else’s but it’s kind of uncool just how much we’re judging the sisters themselves for it here.

    • Bluebelle says:

      Amen, @teacakes

    • Starkiller says:

      Normally I would probably find this corpulent, but I think this is a bit of a special case. The power imbalance that would generally exist isn’t a factor in this scenario, and besides, she’s not some wide-eyed innocent barely out of her teens-she’s 30 years old, a grown woman.

  17. Katey says:

    Maybe she’s the reason he’s getting divorced? As long as we’re speculating.

  18. KatM says:

    Why, why, why? You have plenty of money, your young, and you literally could do whatever you want…and you choose to be with a 60 year old guy. I am sorry, I find both she and her twin’s typical choice of companion to be extremely strange. I get very weird Freudian father vibes from these situations.

  19. holly hobby says:

    Ugh this guy looks like a frog. Literally! I wonder what Olsen pere thinks about all this. I do remember their parents divorced each other when they were young and still on Full House. Maybe this is a daddy issue?

  20. sequinedheart says:

    They can choose to date whomever they want – as a pp stated, they are grown women!
    And I know this is unkind to say but he is ick! Puffy coke head face.
    No thank you!

  21. serena says:

    And he somehow looks sleezy – and gross-.

  22. Classy and Sassy says:

    I don’t get the judgmental comments. She’s a grown woman, she can date whoever the hell she wants – and if it works for her, more power to her. As long as she’s happy.

  23. paranormalgirl says:

    My first husband was 16 years older than me. My current is 4 years old than me. Whatever, you know?

    I do so vehemently dislike George Condo’s art.

  24. Borgqueen says:

    I once read somewhere that the Olsens like much older men bc they are so rich and anyone their age would really be a gold digger. In the fashion world and really outside the US, the twins are considered very sophisticated and we all know most young men are interested in one thing. Plus younger guys would have grown up with the twins and may want bragging rights. The twins like older worldly men. I can understand that.