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Strange Bedfellows: 27 Odd Or Forgotten Hollywood Couples

By Joanna Robinson | Seriously Random Lists | June 12, 2013 | Comments ()


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Renée Zellwegger and Jack White
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Zachary Quinto and his beard Hayden Panetierre
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Rosario Dawson and Danny Boyle
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Carole Kane and Woody Harrelson
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Gwyneth Paltrow and Luke Wilson (Only because of the sibling thing which always hurts my head.)
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Patrick Wilson and Jennifer Love Hewitt
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Brooke Shields and Liam Neeson
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Diane Lane and Jon Bon Jovi
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Angelina Jolie and Billy Bob Thornton (I really, truly miss these kids.)
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Ryan Gosling and Sandra Bullock
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Michael Keaton and Courtney Cox
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David Cross and Amber Tamblyn
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Frank Sinatra and Mia Farrow
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January Jones and Ashton Kutcher
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Kristen Bell and Matthew Morrison
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Toni Collette and Jonathan Rhys Meyers
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Reese Witherspoon and Stephen Dorff
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Michelle Pfeiffer and John Malkovich
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Heather Graham and James Woods
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Johnny Depp and Ellen Barkin
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Minka Kelly and Donald Faison
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Sarah Jessica Parker and Robert Downey Jr.
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Sean Penn and Scarlett Johansson
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Glenn Close and Woody Harrelson
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Julie Bowen and David Spade
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Rebecca De Mornay and Harry Dean Stanton
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Christina Applegate and Brad Pitt
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Comments Are Welcome, Bigots and Trolls Are Not


  • Guest

    John Bonjovi has been with his high school sweetheart forever. He was never with Diane Lane.

  • Joyce

    He was with Diane Lane for a while, for he split from Dorothea before marrying her.

  • Cheryl

    Diane Lane and JBJ should have stayed together!

  • Seriously.. WTF ?

  • vadahoppus

    Zachary Quinto?? He's super handsome but unfortunately gay :(

  • asd

    Zachary Quinto is gay...

  • Buck Forty

    Can you imagine Johnny Depp and Ellen Barkin having sex?
    You can now.
    (I bet she was more than he could handle. Way more.)

  • Rib

    Yeah so tell me again about how Patrick Wilson would bang Lena Dunham

  • Guest

    Holy. I had no idea about most of these. The Mia/Frank thing is well known and regularly comes up (and the less said about Thornton, the better), but I'm floored otherwise!

    Also: the older I get, the more I lust after young Woody H. Off to go watch some "Cheers" episodes.

  • $27019454

    MIchelle Pfeiffer and Fisher Stevens(on) (?).

  • Andy Brent

    When did James Woods and Heather Graham film a version of Lolita?

  • Barry Ronk

    Spade must have a bigger joystick than Neesom considering the disparity between he and his various consorts... Sheesh, I guess it does give hope to the rest of us schmoes.

  • BlackRabbit

    What, did he trade personality for inches to the weiner genie?

  • Lbeees

    Man, the '80s had some *rough* styling. Just... really rough.

  • e jerry powell

    Hmmm.

    I shrug my shoulders and go "meh."

  • Yocean

    Quinto and Pennetiamnotgonnatrytospellherlastname; her dead sad eyes on second picture makes me understand why she has such bad taste in men. I mean, was she not rumored to be with the man who played her dad?

  • k.jones

    i look at this image of liam neeson and brooke shields and i see paul dano and brooke shields

  • John G.

    I don't like seeing Kristen Bell with anyone but Dax

  • annie

    I love reminding myself of Sandra and the Gos every so often, back when I was barely into puberty, and oh, my god, YOUNG HERCULES IS DATING SANDRA BULLOCK.

  • ViciousTrollop

    I'm pretty sure Hayden Panetierre and Zachary Quinto never dated. When those photos were taken she was 16 and dating 32 year old Milo Ventimiglia. So. Creepy.

  • Motte Fraîche

    Yeah, also, Quinto publicly came out as gay so… yeah, they never dated

  • PJ

    Hence the struckthrough "his beard".

  • She was 19, right? I mean it was still gross, but it wasn't that gross.

  • ViciousTrollop

    Sadly, no. They were dating before she turned 18. It was a badly kept secret. They only publicly came out as a couple when she was of legal age.

  • Liam Neeson got around! Brooke, Helen Mirren, Janice Dickinson when she didn't look like an alien...I guess the word of his gigantic weiner went around fast in certain circles...

  • Frankly

    ...Julia Roberts when they were in "Satisfaction."

  • Bedewcrock

    I see what you did there.

  • Guest

    Whoaaaaa. Some of these chicks had weird taste.

  • SeaKat Stabler

    I am cracking up that the pop-up ad is suggesting that I watch a Guy Ritchie short for H&M. It's like he's saying, "Don't forget me n' Madge! Don't forget that, you guys!"

    Yes, my imaginary Guy Ritchie says "you guys". He also calls pajamas "jimjams" but that's neither here nor there.

  • Dumily

    I have the world's biggest crush on Veronic . . . Kristen Bell. But my god, does she have bad taste in men.

  • Michelle

    I dunno, I've kind of warmed up to Dax Shepard thanks to Parenthood!

  • JeanUK

    What!!!! I dont believe half of this scoop.
    Julie Bowen and enough said?
    Rosario Dawson... hmnn ok dating a director I understand.
    Johnny Depp and Barkin, oddest, so frigging oddd.
    Glenn Close and Woody, best cloths ensemble.
    These pics makes me miss the 80s. Fun times.

  • pnnylne

    Oh I remember when Renee Zellwegger was dating my Jack. I might have threatened to slap her eyes open...might have.

  • John W

    Photoshop challenge: what would each of those couples offspring look like?

  • John W

    Who has the greater age disparity Harry Dean Stanton and Rebecca De Mornay or James Woods and Heather Graham.

  • Arran

    Stanton/DeMornay by more than 10 years.

  • Nicolae

    Seeing Carole Kane makes me want to watch Student Bodies again so badly.

  • winged chorus

    And Trees Lounge

  • alwaysanswerb

    Oh my god, Diane Lane and Jon Bon Jovi are giving me life!

  • Miss Kate

    Didn't he write "You Give Love a Bad Name" about her? I'm pretty sure I heard that somewhere.

  • sean

    Should also put Liam Neeson and Cher. And Liam and Helen Mirren(tell me that those two didn't have epic sex).

  • sars

    so hot : Rebecca De Mornay and Harry Dean Stanton
    I dont know why....

  • Guest

    Me too!

  • Lillimae

    I was going to write this same comment! Except I know why...because Harry Dean Stanton is complete hot stuff. And about 50 years older than me. Whatevs.

  • kdt42

    Too early for TomKat? lol

  • BWeaves

    Tom and anybody, really

  • John G.

    No, I've always thought he fit with Nicole Kidman. Her plastic face, and his plastic soul worked somehow, until it didn't.

  • winged chorus

    Hey, his soul is real man. There's just no woman pure enough to really bond with it.

  • Bedewcrock

    I admire Woody Harrelson's taste in women.

    Is anyone upset that JLove got her hands on Patrick Wilson?! Come on!

  • becks

    The internet has already raged about Patrick Wilson's choice of sex partner enough for one week. I think we're all just too fatigued to muster any more emotion.

  • Bedewcrock

    Touché.

  • KaGe

    Woody needs to go back to rocking those sweaters and glasses

  • KatSings

    I thought the Bullock/Gosling thing was only ever rumor, not reality?

  • F'mal DeHyde

    I remember them together, I think it lasted a good little time too.

  • Bedewcrock

    Nope. It was the real deal. They met on that Murder By Numbers movie.

  • Anna von Beav

    I had NO IDEA that was ever even a rumor. I sort of hope it's true though because that is HOT.

  • ElvisCostelegram

    Aren't David Cross and Amber Tamblyn still together and married?

  • Bedewcrock

    I think they just fit under the "Odd" category. I kinda love them.

    Useless information: Questlove instagrammed their wedding. Plus she's still friends with her co-stars from "Sisterhood of the Traveling Pants" and they all came to a David Cross wedding. Blake Lively, Ryan Reynolds, and America Ferrara all showed up. Her wedding dress was yellow. Her dad is Dr. Lawrence Jacoby from Twin Peaks. All these things.

  • Louise

    Aaaaand I'm old again. Russ Tamblyn is Riff! He's one of the Seven Brothers!

  • $27019454

    And he's in War of the Gargantuas.

  • e jerry powell

    DANCING GANGSTERS!

    I feel young and gay again.

  • JoannaRobinson

    Gideon, in fact.

  • "I don't remember a Frank in the Bible!"

  • PerpetualIntern

    And I'm pretty sure we had a pajiba post about it on plove, too.

  • JoannaRobinson
  • Kballs

    James Woods looks lecherous as fuck. And what was Rosario Dawson doing? He must be 40 years older than her.

  • Arran

    Hey now! The age difference is only, uh...23 years.

  • Kballs

    It looks much, much worse. Like let-me-help-you-wipe-grandpa worse.

  • Bedewcrock

    She is still doing.....

  • Kballs

    Gross.

  • becks

    Julie Bowen and David Spade look enough alike that I think their relationship should count as a form of masturbation.

    I would love to watch Bon Jovi and Diane Lane have sex but not as much as I'd love to listen to Malkovich and Pfeiffer have sex.

  • $27019454

    IN Dangerous Liaisons, Pfeiffer and Malkovich were hugely chemical and had some very tense scenes together. Great stuff. Also, Diane Lane and JBJ really look like they "go" together and that they are having fun sincerely.

  • Joyce

    They probably still did the deed for years despite Jon was married to his high school girlfriend.

  • Oh Hayden, every time I see a blind item about a beard, I will now think of you.

  • Long_Pig_Tailor

    Holy crap, did James Woods date Heather Graham while she was 15?

  • Guest

    Well, Wood is on record as saying he only dates young women, no matter his age, because you can "only train puppies, not grown dogs."

    P.S.: Blerg.

  • Long_Pig_Tailor

    Seriously? Ew. Whatevs, if he doesn't want the cougars, I'm up for it.

  • foolsage

    23 years is a bit more than your typical age difference, granted. I'm not judging.

  • Long_Pig_Tailor

    My shock isn't the age difference per se, but more the part where however (I'm sure legally) old she is, she seriously looks about 15 there. I don't exactly judge it, but I do look slightly askance at it.

  • IngridToday

    A couple of these photos look like parents with their children.

  • e jerry powell

    Like Barbra Streisand with Andre Agassi?

  • i saw 32 times VELVET GOLDMINE and i never thought Toni Colette and JRM were together

  • Less Lee Moore

    Hahaha, 32 times. How could they not be? They're both so gorgeous in that movie.

  • i thought Toni Colette was with Bale in real life (they were all time together in this time) and Haynes the director with JRM

  • Rebecca de Mornay and Tom cruise /Tom Cruise and Cher /Cher and Val Kilmer

  • Bandit

    Are we playing 6 degrees of separation?

  • i thought these real couples were enough strange

  • How many degrees is Val Kilmer from a bacon sandwich?

  • Kballs

    If by "degrees" you mean "feet," I'd guess a maximum of 4.5 at any given time.

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