Winona Ryder at the AARP “Movies for Grownups” Awards

Posted on February 12, 2014

Is there anything about this look that doesn’t say “Winona Ryder, circa 1998?”



Winona Ryder attends the AARP “Movies for Grownups” Awards in Beverly Hills, California.

That is some serious “Carrie getting splashed by a passing bus” business going on right there.

It is WAY past time to update your look, girl. Especially since you’ve apparently decided not to age.



[Photo Credit:]

Please review our Community Guidelines before posting a comment. Thank you!

  • snarkykitten

    wow she looks super uncomfortable :/

    • Lucía Gavello

      Doesn’t she always?

    • She does look uncomfortable, but Gosh, b*tch doesn’t AGE!

      • prettybigkitty

        That was my thought exactly!

  • sagecreek

    Winona Ryder and AARP in the same headline. Thanks, unks. Thanks a bunch 🙁

    • NYCGlamourpuss

      I know – that hurt.

    • NYCGlamourpuss

      I know, that hurt. “Ouch… that was way harsh, Tai.”

      • Alyssa

        Apparently you & I have the same favorite quotes! That’s twice today! 🙂

    • Kent Roby

      I guess this is the final step before signing up for reality tv (I haven’t quite gotten to that section of THE BOOK yet).

  • NMMagpie

    She’s got that botox-brow lift thing going on for sure.

    • AnneElliot

      She looks permanently shocked. Those are some crazy eyes!

      • Constant Reader

        Aha. I’ve been wondering why she always has crazy eyes lately.

  • BayTampaBay

    I think she looks great!

    • Trent

      Right? What is this anti-aging secret that she and Paul Rudd and Pharrell all share? This goes beyond mere Botox…

      • Sobaika

        Pharrell is Blasian. He will never age.

        The rest must be into some straight witchcraft.

      • leahpapa

        I have heard a rumor that Pharrell’s secret is Cetaphil and cold water face-washing. As for Rudd, I guarantee he has a decrepit portrait aging in a locked-away attic. As for Winona, well…crazy is timeless, no?

        • Trent

          ** runs to Duane Reade to buy some Cetaphil **

          • ankali

            ** runs to the Tenderloin to buy some crazy **

        • demidaemon

          It certainly is. The amount of brain chemicals being shot in wayward directions must prevent the skin from absorbing too much sun and the cells to block more free radicals.

  • @Biting Panda

    Pretty sure doing anything with the AARP is *not* the way to get back onto the scene. Bless her heart, I love her, and I want good things for her, but she is freaking me out.

    • sagecreek

      Agreed. I’m not sure she’s even up for a comeback, but am pretty sure this is not the route.

      • She played Spock’s mother in Star Trek. Which was a bit odd. Does that count as a comeback?

        • sagecreek

          You’re right, I’d forgotten that! Which probably means “no.”

          • Shawn EH

            That was mostly Aranofsky’s fault, though. He never gave her a closeup or even much aside from longshots and profiles. She was supposed to be a spectral figure haunting Natalie, and so she was. But she played bitter diva well.

          • Sobaika

            “Did you SUCK his COCK??”

            Never forget.

        • Anna

          Very odd casting, since she’s only 6 years older than Zachary Quinto. She was also “The Dying Swan” to Natalie Portman’s “Swan Queen” in Black Swan.

        • sojourneryouth

          She was also the wife in The Iceman, a movie about Richard Kuklinski. I have to say, she was really good. But yeah, this AARP thing is a head-scratcher.

    • decormaven

      This is why I detest everything AARP, even though I’m itheir target audience. They get someone who is slightly outside the demographic to create the illusion of being in step with the times. Is Winona currently cast in something considered “movies for grownups”? I’ll always love her for “Girl, Interrupted,” but that was almost 15 years ago. That is not exactly current work. [Hobbles off for bingo in the activity room. Dammit, where’s my “Be Me or Do Me” bingo cards?]

  • 30 years in the spotlight and she still looks like a startled fawn.

    • sagecreek

      In all fairness, a very young and dewy startled fawn.

      • I bet she still fits into Veronica Sawyer’s costume too.

        • Kent Roby

          She could’ve at least thrown on some of Veronica’s bright tights to liven this outfit up a bit. Being at an AARP event is bad enough; dressing for a retro funeral makes it worse.

  • Jessica Freeman

    Just because you look 19 does not mean you should dress like it.

  • Blair Sylvester

    those eyes are all I can see and frankly I am a little scared

    • schadenfreudelicious

      She definitely has a dose of the crazy eyes going on…

    • Karen Belgrad

      In exchange for eternal youthfulness, she apparently gave up the ability to blink

  • Adrianna Grężak

    I know people are nostalgic about the 90s lately, but this is borderline costume

  • She’s 43!!!! Get me somma DAT!!

    She has chosen the opposite path of the also-gothy and anti-aging Christina Ricci, who has gorgeously updated her look.

    • kittenwithaquip

      Holy shit, she and I are the same age! Not coincidentally, I dressed decidedly kinderwhore today. Maybe 43 is the magical age where you embrace having peaked by the mid-90s.

  • DTLAFamilies

    How would you update her look? I think she looks pretty good, even if it’s an outfit she could’ve worn 20 years ago.

    • Tatiana Luján

      for starters, all the accesories look cheap.

      • DTLAFamilies

        Agree, but that’s not really an update in the sense that her look is dated. For giggles I googled Winona Ryder 1998 and a) she had a pixie cut and b) there’s pictures of her in black dresses, but there are also photos of her in a blue satin dress, a pantsuit, a white beaded dress with a plunging neckline, a purple tulle, etc. It’s just interesting that there was so much diversity in her look yet what we think of the black dress as her iconic look.

        • Anna

          Ah, 1998 nostalgia. She was dating Matt Damon then and was all hand-holy BFFs with Gwyneth too.

      • Dam_Angel

        She has updated her look…she is sporting a tattoo! I think she looks great. The 90s were her time. She understandable doesn’t want to leave them.

    • sagecreek

      I think that hair.

    • kimmeister

      Dressing age appropriately. The dress she has on here belongs on a teen going to a homecoming dance, not an adult.

      • And slightly more grownup hair.

        • MilaXX

          I don’t hate the hair, but that dress reads junior prom 1980.

          • Katesymae

            I think the hair’s good for an everyday mortal. But since Winona’s pretty much a goddess (even if she’s been off the circuit for a while), she deserves better than this “I look cute for Friday night drinks” style.

  • Tatiana Luján

    We’ve found the female Dorian Gray: *Doris* Gray, everyone.

  • Tatiana Luján

    I wish I could buy her lipstick, gorgeous color.

    • It’s perfect, isn’t it? I’d love it too.

      • Tatiana Luján

        I find myself agreeing with you a lot.

    • Alyssa

      I always try to shade-match different lipsticks I’ve seen & loved on others, but can never find that *perfect* shade. 🙁 I really need a color like this and a purplely one…

      • Sobaika

        What kind of purple are we talking?

        • Alyssa

          An orchid-y purple…as much as I’d like to, I can’t rock the deep purples.

          • Sobaika

            Try some Bite Beauty Matte Cream in the color Grape. It looks like crayon but it’s a great fuschia-purple-orchid color when applied.

          • Alyssa

            Thanks! I’ll try some! 🙂

      • Tatiana Luján

        I found the “perfect” shade once. It was a Clinique lipstick that isn’t sold anymore.

        • Which one? Raspberry Glace is the one I have that is closest to this for a rosy your-lips-but-better look.

          • Tatiana Luján

            Right now I’m using Pink Me Up 045 by Maybelline.
            The Clinique one that most resembles the one I used to wear is called Shy. (In fact, I just ordered it, the shipping will cost me more than the lipstick itself)

  • mjude

    she needs new gay uncles. she is pretty for sure. but her hair is bugging me says one who’s hair looks like static electricity shit.

  • Kate Andrews

    She’s only a year younger than Uma, whose outfit from today’s post ages her a lot. Shocking!

  • Deac82

    “It” girls and boys of the 90s have to update their looks a la Claire and Sandra. Winona just looks….pretty, but stagnant. If you wore it best when it was first in fashion, you have to stay as far away from it as possible when it comes back around. Yes, Jared. That means you and your flannel shirts tied around your waist.

  • She should cut her hair again. She rocked that pixie cut in the 90’s.

    • filmcricket

      Her Reality Bites ‘do was one of the iconic cuts of that decade, for sure. Right below The Rachel.

  • Qitkat

    Even I find it awkward an award sponsored by AARP for Movies for Grownups. And I’m in their demographic. I have an irrational dislike for the group. Say it out loud, you’ll see what I mean.

  • Betsy

    I miss her. Or maybe I just miss my 20s. Either way, I’ve got the sads.

    • Kent Roby

      Me, too, like a while back when I saw “Then and Now” photos of all the New Age bands.

      • SportifLateBoomer

        I saw those as well. Some aged terrifically, others, well…

    • ovarB

      Cue “My Sharona.”

  • Lynn Landry

    I thought she was younger than me and even I haven’t gotten my first AARP solicitation yet! The up side, you get to be the youngest one in the room!

  • Alyssa

    How to tell this wasn’t taken in 1998…her tattoo perhaps? Not sure when she got it, and don’t care enough to research it, but perhaps that’s the key to knowing this looks is indeed from 2014.

  • Shannon Campe

    Why does she always look so terrified?

    • sagecreek

      Maybe she has unpaid merchandise under her skirt?

      • boweryboy


  • Danielle

    The profile shot it giving me TOTAL Katie Holmes vibes. Maybe Katherine McPhee.

  • YoungSally

    What’s different? No handcuffs. Sorry.

    • sagecreek

      Nah, I did it, too. Too easy! 🙂

  • colorjunky

    the only thing missing is johnny depp

  • nowlo

    I’m honestly shocked at how young she looks. Face is amazing, but the hair needs work. I would love it if she started rocking a pixie again.

    Outfit: The dated style/age inappropriateness don’t bother me so much as how cheap everything looks. It’s as if she got everything at Forever 21.

  • Emily Giovanni

    I am ok with the 1998 drag. Maybe she needs to remind the world she hasn’t aged so that Hollywood stops casting her in crone roles (lookin’ at you, whoever decided she should be SPOCK’S MOM).

  • Imasewsure

    An AARP event is not the place to get caught clinging to your youth. She looks great but not because of anything she’s wearing or “styling.”

    I vote for locking her in a room with Jared Leto and seeing what these two crazy 43 year old kids can come up with for their “dotage.” Come to think of it, maybe that’s where he got those tiny jackets…..

  • Jeannie Shmina Greenwald

    Her hair looks rather AARP itself.

  • tintashoopa

    I think her face looks amazing, youthful but natural but if you hadn’t told me, I would have thought this was Tina Fey.
    I do have a particular hate-on for tattoos but really, this simple tasteful dress and then that weird thing on her arm, why?

  • nannypoo

    She has the most spectacular eyes.

  • BeeBeauNYC

    I LOL’ed at your caption thinking it was a joke because of how Winona was dressed. Then I realized it’s an actual event….

  • ShaoLinKitten

    She looks like she just stepped out of a time machine, and she’s really freaked out to be in 2014, hence the crazy eyes in every single picture.

  • aahlife

    Her refreshening was successful except that too much eyelid was taken, hence, she looks constantly surprised. Eyelids do not rise up with age, they droop. Check out her early photos, her upper lid covers the top of her iris, now it does not, which creates her surprised scary eyes.

    • venusvelvet

      I hope they settle back, her eyes always gave so much character to her face. I was looking at her old pics trying to see what was different, and that was the first thing that jumped out at me. Now I wouldn’t recognize her right away.

  • MilaXX

    Hair and face look good and I don’t even mind the dress quite as much as I should, but the shoes & bag have got to go.

    • Linderella

      The shoes aren’t giving me fits, but that handbag looks Payless-cheap.

  • E. D.

    Sleek hair and this wouldn’t be bad.

  • fringebenefit

    Gee, I think she looks terrific.

  • LaSylphide

    Like the dress, but my problem is with those necklaces: just wrong, somehow. Needs a colorful bag, too.

  • Eve Farren Farber

    Is it just me, or does she look like Tina Fey?

    • Swivels

      It’s not just you. In the second picture in particular, my thought was that this was actually Tina Fey playing Winona Ryder, circa 1998.

    • LadyLuck777

      Nope, I thought the same thing.

    • veleri

      Nope, still thinking it’s Tina! :/

  • elemspbee

    wow not aged. admirable and creepy at the same time.

  • kleja

    seriously! Where are her wrinkles?

  • ‘Becca’lise Deveaux

    “Dear God, please don’t let me fall in love and want to do disgusting things…”

  • jilly_d

    I think her face looks *better* than in 1998. Whatever she’s doing from the neck up, it’s working like a motherfucker.

  • demidaemon

    Those are some serious crazy eyes. I’m scared.

    • Anna

      I’d like to see a crazy eyes throwdown between her and Julia. But you know, from a distance and following the same safety procedures you would when viewing solar eclipses.

      • demidaemon

        I imagine it would be like a hurricane, except with bolts of crazy flying everywhere. Watch out! The crazy is blowing through!

        • Anna

          I’d watch that reality show. Someone please make that happen.

    • hmb

      Looots of white showing

  • icm

    deer in the headlights.

    • Gatto Nero

      My immediate reaction.

  • quiltrx

    I’m thinking she just didn’t want to look too AARP at the AARP event. “I still look 25, bitches!”

  • MissusBee

    The apparent time warp is freaking me the hell out. The only explanation I can think of is that she doesn’t go out much, and therefore has been exposed to 3 hours sunlight in the last twenty years.

  • kerryev

    I hate that she’s wearing my I-can’t-today hair.

  • mrspotts66

    the clutch looks like one i would buy at walgreens in their “oh shit, i forgot to bring a…” aisle.

  • Joey Melliza

    she knows it and she’s scared

  • MoreShoes

    Even her face says 1998! How does she do it?

  • IMNAngryLiberal

    Dark Arts, people. I’m totally saying Dark Arts. She threw away her career in exchange for NEVER aging. (I don’t know why I was never offered that deal!)

    • ovarB

      Apparently Johnny Depp is also skilled in the Dark Arts. Whack don’t crack!!

  • A Shiny O’Connor

    How on earth does she still look so young? I’m not reading any ‘work’ – nor am I ready WERQ for that matter.

  • hmb

    Sunscreen and retinol. She and Mr. Leto must shop for skin care product together…

  • CatherineRhodes

    OMG, just occurred to me that she looks exactly like Tina Fey! They should be cast as sisters.

    • willworktomorrow

      I thought EXACTLY the same thing.

  • Matthew Vella

    She looks 29. And she doesn’t even look like a 42 year old who is lucky enough to look like a 29 year old. Witchcraft.

  • She looks like a very startled Tina Fey.

  • AnniNoone

    I don’t think her eyes were that crazy in 1982.

  • Kikishua

    I just wish she could relax, she looks so tense.