Celebrity Relationships Rarely Last, But Their Oscar Pictures Will Last Forever
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Celebrity Relationships Rarely Survive, But Their Oscar Pictures Last Forever

By Dustin Rowles | Seriously Random Lists | February 21, 2013 | Comments ()

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Michael Buble and Emily Blunt


Ethan Hawke and Uma Thurman


Alec Baldwin and Kim Basinger


Nicole Kidman and Tom Cruise


Julia Roberts and Keifer Sutherland


Owen Wilson and Sheryl Crow


Brad Pitt and Juliett Lewis


Geena Davis and Jeff Goldblum


Val Kilmer and Cher


Ed Norton and Salma Hayek


Ben Affleck and Jennifer Lopez


Jake Gyllenhaal and Reese Witherspoon


Brad Pitt and Gwyneth Paltrow


Sean Penn and Robin Wright


Susan Sarandon and Tim Robbins


Ellen Degeneres and Anne Heche


Corey Feldman and Drew Barrymore


Matthew Broderick and Jennifer Grey


Angelina Jolie AND HER BROTHER


Sarah Jessica Parker and Robert Downey, Jr.


Winona Ryder and Christian Slater


Heath Ledger (RIP) and Michelle Williams


River Phoenix (RIP) and Martha Plimpton


Natalie Wood (RIP) and Warren Beatty


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Comments Are Welcome, Bigots and Trolls Are Not

  • KC

    I feel like in the pic with Brad & Juliett he's thinking:

    Okay Brad. You're a good actor. You're a REALLY good actor. Keep cool. Keep your face still as a stone. Remember those acting classes? This is the moment to pull that sh** out. You're like a rock....like a statue man. You will NOT laugh at Juliett's hair. You will NOT let one single giggle slip from your lips. Because you're lips are made of STONE, man. You're that statue of that guy thinking. You're introspective. You are NOT thinking about how Juliett looks like she's going to audition for 'Kris Kross'.

  • Buble & Blunt made a little constipated. Yikes.

  • babykangarootribbiani

    that's angelina jolie;s brother? for cereal? well i have to go vomit now...

  • poopnado

    I had no idea on some of these couples, and others were like a crazy head-rush of memories. I miss Gylenhaaaaaal and Witherspoon. I thought those kids were in it to win it.

  • ,

    Julia never looked more Joker.

  • Yocean

    That Heath Ledger x Michelle Williams and his jounty footing and her grace, makes me so sad. A great loss.

  • NoPantsMcLane

    Way to end it on a downer...

  • L.O.V.E.

    Years ago when Norton was dating Salma I had the good fortune of scoring free Lakers tickets near celebrity row. Salma walked not 5 feet from me and she was seriously the most beautiful woman I had ever seen to that point. She was a petite little thing.

    By the way, forget the Oscars, she is all about the Golden Globes.

  • Mrs. Julien

    So who has trumped her since? Mr. J said Carla Gugino was the most beautiful person he's ever seen in real life.

  • L.O.V.E.

    That would be my wife on our wedding day!

  • pumpkin

    I miss 80's SJP.

  • AudioSuede

    I was hoping against hope for a picture of Joshua Jackson (RIP).

  • sars

    that photo of Heath kills me
    Also I'Z haz a sadz for Susan and Tim (RIP awesome celb relationship)

  • e jerry powell

    RJD and a standard poodle, from the looks of things. That perm is cute (on a ten-year-old).

    Alec Baldwin is breaking my heart on a daily basis.

  • Mrs. Julien

    Dude, it's her natural hair and it is glorious.Don't hate the hair, hate the stylist.

  • e jerry powell

    Yeah, you're right.

    And I really shouldn't be talking about it. My biracial niece looks like this, and Willam Belli made me swear to kill anyone who tried to get anywhere near her head with a flatiron.

  • cicatricella

    the qute! It burns me!

  • e jerry powell

    She does have that way about her.

    Reminds me, the little wench owes me four boxes of Girl Scout Cookies. And her dad needs to get his chest freezer out of my dining room.

  • Lisa Bee

    When I found out that one of my favourite Michael Buble songs ("Everything") was written about Emily Blunt, everything made a little more sense in my world...
    I mean, no wonder I like it so much: I'd write that loving shit about her too, and I don't even know her!

    I don't know why I'm still so shocked at the thinness of Angelina Jolie's arms though. I audibly gasp every time I see them.

  • BWeaves

    1. Is Nicole Kidman picking a zit on Cruise's face while in full on Oscar regalia?

    2. Julia Roberts. THIS is why brunettes should not be blonds. Eyebrows. EYEBROWS!

    3. I think whatever is growing out of the back of Jennifer Lopez's head rubbed off on Ben Affleck's face.

    4. Ellen Degeneres and Anne Heche look like psycho siamese twins.

    5. Angelina Jolie AND HER BROTHER look like Morticia and Spike, on purpose.

    6. Oh, Godtopus, Natalie Wood and Warren Beatty were beautiful.

  • e jerry powell

    I'd still break me off a piece of Warren Beatty.

  • Rochelle

    I stared at the Cruise/Kidman picture for a long time trying to come up with a different explanation. It's too creepy.

  • *pours one out for Tim and Sue*

  • thenchonto

    WINONA! CHRISTIAN! I miss you two restraining-orderly much! I'm going to close my eyes, munch some corn nuts, and wish really hard for you to show up in any given trendy 1990-ish car and whisk me off to a simpler time. That would be just so very, you guys!

  • John G.

    Let's pretend I blew up the school... all the schools. Now that you're dead, what are you gonna do with your life?

  • e jerry powell

    Bone away on a neighbor's swingset?

  • Maguita NYC

    Not as much as I miss "Wino Forever"'s Johnny Depp and Winona Rider.

    That was passion.

  • BobbFrapples

    Is it just me or was Uma holding Ethan against his will?

  • He looks thoroughly miserable. But, then again, he always looks like that. Douche.

  • emmelemm

    Oh, Christian Slater. You were such a handsome devil.

  • Pierre Escargot

    How did Ed Norton pull Salma Hayek?! smh

  • Cuca

    I'm a latina and I do think Edward Norton is pretty hot. All that whiteness is just so...exotic!

  • e jerry powell

    You go, girl!

  • e jerry powell

    That would have been right around the time of Frida if memory serves. He was a cute Rockefeller in that one.

  • Amy

    Poor Emily Blunt, all her men cheated (or are cheating) on her.

  • Bodhi

    She & John are pretty solid

  • Logan

    Julia Roberts has a huge mouth! I think if Jula Roberts french kissed Cameron Diaz they would swallow each other.

  • julia roberts mouth gives me nightmares

  • e jerry powell

    How very yin-yang.

  • Mel C.

    Ahhhhh! I had no idea Jennifer Grey and Matthew Broderick dated! Ewwwwwwww.

  • e jerry powell

    Right after that movie they did together where they were brother and sister.

  • Cuca

    Ferris Bueller's Day Off!! Classic! And eeewww!

  • Maguita NYC

    That was Angelina Jolie and her brother.

    No wait...

  • randomhookup

    They were in the car that he crashed & killed 2 people in Ireland.

  • Bert_McGurt

    Poor Kiefer.

    And Heath Ledger looks surprisingly like Jason Segel in that photo.

  • pumpkin

    Run away Keifer!!!

  • Bert_McGurt

    At least he would have beat her to it. And probably not with Jason Patric.

  • Joe Grunenwald

    Wait. Matthew Broderick and Jennifer Grey?...really?

  • e jerry powell

    Right after Bueller, dude.

  • Steph

    Yep. I think they were actually in a really serious car accident while on vacation somewhere. I think I recall Grey saying she still suffers from the after effects to this day.

  • Untamed

    Ireland. He broke his leg. It was a head on collision; he was driving on the wrong side of the road because he said he, "forgot."

  • pajiba

    The car accident actually killed the mother/daughter in the other car, so I imagine she's been very traumatized.

  • mairimba

    The Cop's Mustache and The Butterfly On The Lady's Dress (in the first picture of Drew and Corey).

  • DeltaJuliet

    OMG that's awesome. How did I miss it?

  • I feel as though Julia Roberts and RDJ look much better now than they did then.

  • Pants-are-a-must

    It will always be too soon for Heath Ledger's death.

  • Michelle Williams' entire look, and her date that Oscar night will forever be my favorite.

  • JLH

    It truly was perfection.

  • Natallica

    You can almost hear Affleck's thoughts. "If I run now to the street, would the guards catch me? They wouldn't try to catch an actor, would they? I maybe could bribe a limo driver. I don't know if I can stand to hear her talking about her ab routine once again. Damn, this fake tan itches like a motherf*cker!"

  • I swear that that couple was as fake and fabricated as that of Tom Cruise and Katie Holmes.

  • The different shades of his face and neck are totally reminiscent of last night's episode of Workaholics. Ah fake tans. You will always make me cackle.

  • Muhnah_Muhnah

    He looks like one of those Jersey Shore guys. Hahaha! Oh man, the memories. Remember her music video where he kisses her bum? Oh Ben. I'm still convinced it was some Stockholm Syndrome shit.

  • Kballs

    I would've gnawed on her ass 10 years ago, too.

  • e jerry powell

    To her credit, there was enough ass there for you and five others.

    What? I like big butts and I cannot lie.

  • Cody McKee

    Yeah, some J-Lo totally rubbed off on him...

  • Kballs

    You listed Corey Feldman and Drew Barrymore twice. You thought one Corey was both Coreys again didn't you? DIDN'T YOU?!?!?!

  • prince_of_montagu

    I thought that was on purpose to highlight the "WTF" ness of it all.

  • pajiba


  • Kballs

    Twin brain. I feel you, D-Row.

  • mswas

    Meg Ryan before all the plastic surgery (in Alec Baldwin shot). Love that hairdo!

  • $27019454

    God, Brad & Gwyneth look like an ad for People Who Live That Life You'll Never Ever Have. So beautiful I cannot hate. Also I mourn the loss of Jeff Goldblum and Geena Davis. They were like mirror-image twins. Uma Thurman's outfit is so insouciantly chic it hurts. And Julia Roberts totally deserves that hair.

  • F'mal DeHyde

    I don't really agree on the Brad and Gwyneth love but I thought Jeff Goldblum and Geena Davis were PERFECT together.

  • Louise

    I miss Geena and Jeff, too. What went wrong, kids?

  • Maguita NYC

    Well... there was that trip with the kids, then the dinosaurs came and ate everyone, but only he made it back to safety, and then he slept around with every available young woman.

    He was nothing but a voracious Cheatosaurus-Rex.

    *t's'okay to eyeroll at this.

  • L.O.V.E.

    Jeff Goldblum as "Cheatosaurus"?

    Question 1: Did he ever give birth to any cheetolings?

    Question 1: Was he ever a cartoon mascot for cheetos?

  • poopnado

    No. He did enjoy a close blood-relationship with The Cheat though.

    Homestar? Anyone?

  • Maguita NYC

    No, but he was the number one regional rep for Lays.

  • e jerry powell

    Jeff did. Simple enough. The man who lets his penis pick his scripts drove that marriage off the rails.

  • $27019454

    I'd fuck 'im.

    What? I would!

  • e jerry powell

    I didn't say he was unfuckable. It's just that I wouldn't expect a man who is so seemingly intelligent (you figure that Davis, a member of MENSA, isn't going to waste her time on an idiot, even if the sex is earth-shattering) to be so overridingly and relentlessly dick-driven.

  • linz

    does anyone else see Ben Affleck's obvious makeup line along his jaw?
    it offends me in a least two ways.

  • Why the hell does Kilmer have a child's head growing out of his nethers?

  • Lauren_Lauren

    That's Kyle, the small child he keeps near his balls.

  • L.O.V.E.

    He keeps a small child near his balls?
    Are we talking about Val Kilmer or Jerry Sandusky?

  • e jerry powell

    Too soon, dude.

  • Jill

    Hot Damn, that's the best thing I've read this week.

  • BWeaves

    BWA-hahahahah! You owe me a new keyboard. Mine is soaked in the tea I just spat out of my mouth.

  • prairiegirl

    I was wondering the exact same thing.

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