Ashley Olsen in Vintage

Posted on June 03, 2013

Ashley Olsen attends the 6th Annual Veuve Clicquot Polo Classic in a red floor-length kaftan accessorized with The Row sunglasses and bag and Hermes sandals.

Hermès ‘Oran’ Sandals

The Row Flap Bag




[Photo Credit: Marco Sagliocco/,,]

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  • Heather

    Hem tape is your friend.

    • Hem tape is literally her enemy.

      Also: bust darts.

      EDIT: Looking at it again, I’m 80% sure she’s totally naked under that thing. That would be SO comfortable.

      • Kate Andrews

        That’s what I’m thinking. I wore a cheaper/non-vintage coverup like that yesterday at home after being in the sun. I felt soooo comfortable.

  • Rand Ortega

    Hi Gramma!

    • Sara L.

      Bless her little septuagenarian heart.

      • Rand Ortega


    • NYCGlamourpuss

      Right? I’m 49, and she looks older than I do!

  • Diego!

    OMG, she is the mother of her twin older sisters! WTF is that outfit???

    • charlotte

      She is one of the twins. But yes, it makes her loke like a granny.

      • Rand Ortega

        & Isn’t that cute? Granny forgot to wear a bra.

      • Diego!

        Sorry hahaha I’m not very fond of that pair! LOL 😛

    • drdarke

      I’m re-reading Georgette Heyer’s Regencies the last week * – and seeing Ashley Olsen in this outfit puts me in mind of a snarky bit of period slang for a single woman who never intends to be married, an “Ape-Leader”. When a celebrity woman in her Twenties dresses like that, it’s pretty much announcing, “I have nobody to dress for, and I never hope to find anybody to dress for!”

      * – I got laid off recently, and they’re my comfort reads along with J.D. Robb’s Eve Dallas mysteries, Rex Stout’s Nero Wolfe books, Doyle’s Sherlock Holmes stories and ::cough:: WEB Griffin’s military historicals (Don’t Judge Me, Man! – to quote Jack Black running off with a huge platter heaped high with heroin!).

      • sk8tfan

        I thought I was the only one who still loved Georgette Heyer! That you quote her for a fashion blog shows she had almost Jane Austen levels of insight into human nature. I was laid off too and the library is my best friend. You might like Patrick O’Brien and the Horatio Hornblower books too.

        • drdarke

          Oh, no, @sk8tfan:disqus ! My wife got me into Heyer when we were first seeing each other – I was going to her garret in New Jersey (literally – this friend of a friend rented her the attic of his house for an apartment for the first two years we were together), and her personal library at the time was stocked with Heyer Regencies and Georgians, and Ross Thomas satiric thrillers (also very good, BTW!). So I started reading them, and got caught up very quickly – and I keep returning to them every couple years….

          • sk8tfan

            Clearly you and your wife are people of good taste. But we already knew that due to the fact that you read our favorite pretend gay uncles’ blog!

      • IMNAngryLiberal

        I still like her regency novels, but I LOVE her mysteries. Thankfully they were recently reprinted as I had lost most of my old copies over the years.

      • Snailstsichr

        We can totally share a library!

      • Cousin_Rose

        ‘Nother BK and Heyer fan here. I especially love the audio versions read by Richard Amitage.

      • formerlyAnon

        Your comfort/escape reading shows excellent taste. As someone already recommended, Patrick O’Brien novels might be a worthy addition. (I particularly like them on audio. They are so long and there are so many, that they are very easy to listen to over and over. I’ve painted the interior of several houses, done thousands of miles of driving, and prepared for many holidays/dinner parties/houseguests while listening to them.)

        • drdarke

          I haven’t gotten into O’Brien, @formerlyAnon:disqus – I’ll see if I can’t borrow a couple of his books from my kid brother (the one living with us, not the one who reminds me uncomfortably of Owen Wilson). He’s a fan of O’Brien and Zane Grey, and procedurals on television – when he moved in I was concerned he’d had Fox News on 24/7, but it’s more likely I’ll find something my wife wanted recorded not being on the TiVO because it conflicted with both HAWAII 5-0 and CASTLE!

      • drdarke

        I have to admit, re-reading Heyer’s Regencies and watching Bollywood movies makes me think the Indian Film Industry should really take a look there for source material. In a lot of ways, India’s upper-middle and upper class now behaves much like they did in Regency/early Victorian England – I could completely see VENETIA, which I’m re-reading now (God, does Lord Damerel make a cake of himself assuming he’s “all wrong” for her, or what?), being done in modern Mumbai starring Deepika Padukone or Anushka Sharma as Venetia, and Abhishek Bachchan as Damerel.

  • SewingSiren

    The bag is all wrong for the look. Everything else is fine.

  • MoHub

    Is that Ashley or her grandmother?

  • Rhonda Shore

    Oddly, I like it. She looks happy and relaxed and not as bizarre as she usual appears.

  • Marrakesh realness? I don’t even know. It’s her thing, we’ll never change her, at least she is smiling and clearly comfortable in her look.

    • marlie

      Spot on. This works because of the event. Just about any other red carpet? No way.

    • TheAmericaness

      Heh. How old is she and we’re already resigned? Here’s a martini.

      • So either she’s going to do Ms. Dinsmoor for her ENTIRE life, or she’s going to go the Benjamin Button route and at seventy we’re going to see micro dresses and hooker heels?

    • MartyBellerMask

      I’m pretty envious, actually.

  • GorgeousThings

    Honey, Mrs. Roper called. She wants her caftan back.

  • marlie

    This is actually cute. I usually hate how she and her sister go for shapeless, tent-like clothing, but this is pretty, summery, and venue-appropriate.

    I hate the fact that I can tell that she’s not wearing a bra, though, and I’m not a fan of the sandals. I like her hair and the rest of her accessories.

  • Sobaika

    Her styling is ridiculous, as always. That being said, I fucking love a good kaftan.

    • marlie

      It’s not as bad as it usually is. Except for those horrendous sandals.

    • Jaeda Laurez

      The only people I want to see in a caftan are my grandmother and Andre Leon Talley. I will say she looks clean and like she did it on purpose, and that’s better than usual.

      • Sobaika

        Summers for me usually involve variations of this exact look (though I do better than the Olsen hair/accessories). Just call me Kaftan Kween.

        • MilaXX

          THIS I just order 4 maxi dresses & a pair of sandals yesterday. They were on sale and it’s too hot for anything else.

          • Jaeda Laurez

            Oh no no- i LOVE maxi dresses. I am the Maxi Dress Maven lol. This? Is what my grandmother sits at her kitchen table, smokes a cigarette, drinks a coffee, and does the NYT crossword (in ink) in LOL. I see where it has the potential to be cute, but eh.

          • MilaXX

            Must be getting older cause I love a caftan as much as I love a maxi.

  • sablehunter

    Is that a smile? She looks comfy and happy, even though it’s kinda fug.

  • TAGinMO

    Serving up Dalai Lama realness, I guess?

  • I don’t know – she seems kind of young for a caftan…

  • MilaXX

    I actually like this except for the bag. I know she’s pimping her own line, but it really doesn’t go with the look.

  • I really hate those sandals. Great kaftan and I don’t think I have ever seen her laughing before, so that’s nice.

    • shirab

      She does look unusually cheerful. Maybe it’s the sweet release from underwire support that’s got her feeling so lighthearted.

  • she’s wearing a, (gasping out loud) color!

    • StellaZafella

      Somebody told her older women can do that.

  • Can someone look both twee AND granny at the same time?

    • Introspective

      But indeed she can!

      while she looks cray its still the most “youthful” look she or her sis have mustered in centuries.

      • NC_Meg

        I think they’re biding their time and when they’re 70 year old socialites, they’re going to dress like 25 year olds. Some kind of Benjamin Button wardrobe thing.

  • Michele

    Mrs. Roper!

  • nannypoo

    She looks happy and not at all creepy so I’m going to ignore the clothes, hair and accessories and say that she looks great.

  • BeeBeauNYC

    Mrs. Roper called and she wants her caftan back.

  • Richard

    This is kind of old lady, but I can’t help but love this. It’s kind of groovy, and look how happy she is! An Olsen twin who is out in the sun, and (naturally) smiling in every picture taken of her? What more can you ask for? It fills me to the brim with optimism about my whole life, like you don’t even know.

    • marlie

      And isn’t covering her face with her hair.

  • SignLadyB

    She’s actually smiling in two of the pictures! Who knew?

  • Janet B

    I am surprised, but I like!

    (I remember Mrs. Roper wearing loud prints)

  • Jessica Freeman

    For Ashely, this is really good. It’s a color. With embellishments. And a fucking smile to top it off. I don’t like the aviators on her face, but overall, not bad at all.

  • j_anson

    These two are certainly odd ducks, but I kind of love that they just wear whatever they want whenever they want.

  • random_poster

    Such a middle eastern inspired get up, right down to the grampa sandals. LOVE IT!

  • Pure Dorothy Zbornak.

  • MannahattaMamma

    wait. was that a smile? an actual SMILE on her wee face? holy cats. methinks it’s snowing in hell.

  • majorbedhead

    She looks relaxed and happy. I mean, she also looks like my great aunt Pearl, but she looks like a relaxed and happy great aunt Pearl. Or maybe she’s just been hitting the champagne already. .

  • Carina Green

    She needs to put a brarawn.

  • Poeta Paz

    I love kaftans and this one is really nice. I like that she’s wearing color and smiling. The purse doesn’t really match; her sandals look nicer than the ones in the picture, have studs? Still, it always seems they are afraid to show their body. For their age, height and weight, I think something fitted, shorter and younger looking will make them look so much better.

  • Daisy Walker

    Vintage housecoat.

  • judybrowni

    The 90 year old socialite lives!

  • 3boysful

    They may be Hermes, but those are some ugly, Grandma-in-Atlantic CIty sandals.

    • marlie

      For REAL.

  • Emily Smith

    lol, well, it’s very her at least.

  • MK03

    Oh, for the love of God. These girls have billions. Why do they insist on looking like Beverly Hills dumpster divers??

    • Why? Why? Why? I scream this every time I see one or both of them dressed in their gladrags that really should have been left in the trunk.

    • PinkLemon

      IMO, it beats looking like their child-star sisters….i’m looking at you, amanda bynes and/or Lilo….

    • formerlyAnon

      Because they can. Every actress who feels she must choose her red carpet wear with an eye to reminding the industry that her T&A are still bankable probably envies them.

  • I’d *probably* have gone with those stupid little adhesive “shields” over the nips, but as a frequent bra-eschewer, I’m feelin the whole “it’s a color, it’s comfy, it’s vintage, kiss my ass” vibe. Frankly — I’d love to get my hands on something like this for those “because: love handles” days when I want something with impact, but would prefer not to get slinky with it……

  • crash1212

    Considering all the obvious comments…I think she looks cute. Hate the shoes though. I wonder if we’re going to have a Liberace-Chic moment for a bit?

  • MiriamMc75


  • joancarol


  • SassieCassy

    her hair is so tired and that bag does not go!

  • librarygrrl64

    At least she looks happy! But, yeah, these twins are almost always one skirt-worn-as-a-head-scarf away from Bouvier-Beale fashion territory.

  • Annarosa

    (flip table)

  • teensmom99

    It’s a relief for this well-endowed lady to know that even the petites need to wear a bra sometimes.

  • StellaZafella

    It just…it just makes me itch that none of this, (as comfortable and simple as it is), looks any nicer than Target but costs more than most mortgages. This isn’t meant as a slam at Target, it’s about the cost of wearing a name like Hermes.

  • Cynica

    From child star to Golden Girl without passing Go.

  • Anniebet

    OMG…she has teeth! I don’t ever think I’ve seen a full on smile from either of the Olsen twins. Well, this changes my mind about their probable baby food diet.

    • janierainie

      AND she’s in the sun!!

  • capybara_cafe

    It’s got spots on it (near the knees, both sides). Gross.

  • I’m sure she thinks she’s working at a level above us all, but no amount of money or irony can keep this from being straight-up grandma wear. Honey, just say no to Maw-Maw’s closet.

  • ha,ha, ha!!! All she needs is a turban!

  • GoAwayKardash

    She and her sister always look like they need a shower.

  • blueberrypanckae

    why do I see her and her sister loosing everything and growing old in some gray gardens style- caftan wearing- new york penthouse

  • kimiakay

    She doesn’t look too bad here, but the dress does look old. However: Ashley Olsen + vintage = redundant.

  • demidaemon

    Wow, this is almost naked for her. Still, I think she looks pretty good here. At least it doesn’t seem to swallow her whole.

  • MerBearStare

    I don’t much care for her outfit, but it’s great to see her smiling.

  • ankali

    Of course.

  • CommentsByKatie

    Omg, this looks like something Sharon Tate wore once. Is Ashley going to be murdered?

  • macwell

    Serioulsy – I am soooooooooooooooooooooooooooooooooo tired of this chick and her sister’s ‘style’. I mean we get it – you guys LOVE vintage – like more than a friend, and apparently its your ‘brand’…..hey wait a minute – ! OK – carry on….-_-

  • pattycap11

    i’m gonna add that to the list of awfuls that don’t look good on anybody, but actually look quite nice on her. i enjoy the surprise. i mean, it’s easy to bring beautiful vintage to the present, but this is another talent.

  • Imasewsure

    This is crackpot funky but also kind of youthful for her – it’s a color, her hair and glasses are cute… no monkey fur or attached sister… baby steps

  • jmorino08

    “I was a billionaire before I could do math. Screw you, I’ll wear whatever I want!”

  • formerlyAnon

    I love it. Except for the purse, which should have been something which referenced the cheap patchwork/embroidered/mirrored bags of my hippie/boho youth. I know you wanna get your product photographed, but I’m not on board with it.

    Seriously – why should you dress like everybody else when you like to play with fashion, worked your entire childhood, and now have more money than you could possibly need? If I were an actress between 17 and 70, I’d envy her immensely since her red carpet appearances don’t have to remind industry folk everywhere that the T&A are still somewhere between slammin’ and dressable.

  • Erica_Vuitton

    Really wish she had added a bra to this ensemble and washed her hair, but overall I love this look for a summer event!

  • Jeff Warhurst

    Love this.

  • MartyBellerMask

    I have never been to a polo match, but if I ever did, I would totally wear this. If I was insanely rich and thin.

  • Not applicable

    i just don’t get being young, rich, pretty, thin and dressing like somebody’s granny. Plenty of years left for moomoos and cruise wear chica- but you can never go back to 20-something.

  • silly little thumb

    These girls are so rich, they don’t even try.

  • lalahartma

    Bra, please

  • Kent Roby

    The Olsens are a constant reminder to me of what a burden it must be to own entire continents by age 2.

  • yulaffin

    She looks like a little old lady.

  • lesmaha


  • Kristobel

    I sometimes wonder if when they are in their 70s and 80s they will start dressing like 20-year-olds. That would be some Benjamin Button Shit* right there! *trademark – Kanye West.

  • Louise Bryan

    Way too late, but I have to say it: I just hate when I forget to get dressed in day clothes before I leave the house.

  • macwell

    I can’t with this chick, but – she is totally laughing all the way to the bank.