Charlize Theron and Sean Penn at the “A Million Ways To Die In The West” Los Angeles Premiere

Posted on May 16, 2014

We don’t know…

Maybe? They’re… happy together?

Charlize-Theron-Sean-Penn-A-Million-Ways-To-Die-In-The-West-Christian-Dior-Tom-Lorenzo-Site-TLO (1)Charlize Theron and Sean Penn attend the premiere of “A Million Ways To Die In The West” in Los Angeles. Charlize Theron is wearing a Christian Dior dress from the Resort 2015 collection paired with Christian Louboutin shoes and Cartier jewelry.

Charlize-Theron-Sean-Penn-A-Million-Ways-To-Die-In-The-West-Christian-Dior-Tom-Lorenzo-Site-TLO (12)

Charlize-Theron-Sean-Penn-A-Million-Ways-To-Die-In-The-West-Christian-Dior-Tom-Lorenzo-Site-TLO (3)

Charlize-Theron-Sean-Penn-A-Million-Ways-To-Die-In-The-West-Christian-Dior-Tom-Lorenzo-Site-TLO (4)

Charlize-Theron-Sean-Penn-A-Million-Ways-To-Die-In-The-West-Christian-Dior-Tom-Lorenzo-Site-TLO (5)

Charlize-Theron-Sean-Penn-A-Million-Ways-To-Die-In-The-West-Christian-Dior-Tom-Lorenzo-Site-TLO (6)

Charlize-Theron-Sean-Penn-A-Million-Ways-To-Die-In-The-West-Christian-Dior-Tom-Lorenzo-Site-TLO (7)

But we can’t help wanting to take her aside and hiss at her that she can do better. The sleazy mustache is a deal-breaker. And his hair doesn’t look entirely … as nature intended, shall we say. We don’t care how great an actor he is, he looks like he produces porn videos.

Then again, he’s doing her a favor by making her look so good in comparison. Not that she’d normally need the help, but we’d be hating on that doily dress a lot more if we weren’t so distracted by his head (which looks like it’s building up enough pressure to pop right off at any second). But her gorgeousness and his … whateverness is combining to make us not mind the dress at all. And to be fair, that looks like a pretty decent suit he’s wearing. But hey, even porn producers have nice suits, sometimes. 

Our point: this could all be worse. That’s about as backhanded a compliment as these two bitches can manage.



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

  • Chuck Barthelme

    I agree, he’s icky. Also, is it just me or does she look like Sharon Stone in that first picture? I’m getting Basic Instinct from that shot.

    • majorbedhead

      Not just you. I got Sharon Stone, too.

      He skeeves me out. A lot.

      • Wendi126

        He’s giving off a Fredo in Vegas vibe

        • Kate Andrews

          He so does. I want Al Pacino to go up and kiss him.

          • MRC210

            And then have Al Neri take him fishing.

          • Sunraya

            Yes!! Fishing for Sean Penn!!! And then send her a dead fish.

            Great idea! 🙂

          • bitchybitchybitchy

            You broke my heart, Charlize…all of the eligible men in the universe and you chose….

          • H2olovngrl

            “He must have an enormous schwanzstucker….” Paraphrasing a bit, but it is the first thing I thought of.

          • bitchybitchybitchy

            As Inga would have said:”Woof!”

        • kimmeister

          I literally thought it was Harvey Keitel!

      • susan6

        Yeah….he skeeves us all out so much that we WANT her to be Sharon Stone. Seriously, Sean and Sharon would make a more….understandable pairing.

        • Chuck Barthelme

          Exactly. In our heads we see Sharon because it works. This is unholy.

        • VicD

          Roll back the visual to Sharon Stone and James Woods in Casino. He’s the skeevy country club golf hustling pimp. And she’s got to be running away from something, or just powerless to help herself.

      • misstressofsylar

        remember Scarlett and her footplay with him? ickiest celeb pic ever!

    • Clash D

      Innit? Especially her hair.

      Speaking of hair, he – really needs a haircut. All I see now is wet Shih-Tzu.

    • holla

      young Sharon Stone was my first though

  • I like the dress… but it need something? Also I can’t stan any relationship with sean penn after the madonna thing :/

    • Sarah

      It needs a lining on the lower half.

      • Spicytomato1

        Yes, this. I don’t mind the exposed lace at the top but the bottom half is too granny panty-looking for me. It would be so pretty if lined all the way to the hem.

      • Trent

        Exactly. She’s wearing a crocheted doily over a one-piece bathing suit. Is this really the best Dior can do these days?

        • Sarah

          It seems that it is. It is a darn sight better than some other Diors I’ve seen around here, anyway.

          • demidaemon

            True. Rather than pure fug, it’s just a horrible retread of a trend that needs to die. Charlize is obviously making the dress look a lot better than it deserves, but that’s only because she is Charlize.

      • CPK1

        I know. Even Charlize cannot make granny panties work for me

    • MRC210

      And the Robin Wright thing. He’s 2 and 0 on the wife-beating. I can’t stand to see Charlize with him. The only bright spot is that if he does try anything, she could whip his ass into next week.

      • kryten8

        I’d think Wright could, too, though. She has a kid, doesn’t she? The whole thing makes me uneasy.

      • AnnaleighBelle

        Not to turn this into a gossip site, but wasn’t Charlize brought up in an abusive home? Her mother ended up killing her father in self defense, iirc.

  • @Biting Panda

    This pairing makes me doubt any positive thoughts I had about her. He’s just that much a douchebag. He’s already having a negetive impact on her critical thinking skills. See through lace? Odd fit at the armpit area? Painfully boring shoes? Oh, Charlize, you disappoint.

    • fursa_saida

      I’m way more willing to believe that she was briefly involved with Seth McFarlane a couple years ago became this continues to happen. Maybe she really does go for sleazy creepers.

    • Ginger

      Thank GAWD I’m not the only one who can’t stand the pretentious asshole. He makes me stabby. I always thought she was beautiful and had a measure of talent, but I seriously doubt any woman’s mental capabilities when they go for someone like him. ICK

    • formerlyAnon

      I don’t know enough about him to be dismissive of him, other than that he’s said to have been violent in more than one previous relationship. But he’s obviously also got a lot going for him based on the women who date/marry him. I imagine everyone assumes he’s had the time & therapy to have changed.

      He needs to rethink the hair and moustache, but he’s not bad looking, and he’s always come off as smart and probably charming. I imagine *that’s* what works for him. As someone who’s a bad sucker for smart-with-a-sense-of-humor, I can see it. Sometimes it takes time to recognize how broken the broken is.

      edited for clarity and inexplicable margins

      • Women write love letters to serial killers. Women can have seriously fucked up taste. In the words of Dory Previn “I’ll bet I could have handled him If only we had met”.

        • formerlyAnon

          Or, as a friend of mine says “I should have realized that I was his third wife for a reason.”

          • Although I have heard that 3rd marriages are more likely to succeed than 2nd marriages.

          • formerlyAnon

            Huh. That’s interesting.

          • kryten8

            I believe it- my family likes rebound marriages.

          • Although I can’t actually find anything that backs that up and I can’t remember where I heard it. I may well be talking bollocks.

      • In 1988, Madonna filed a complaint that said Penn tied her to a chair, beat her for 9 hours and only let her go after she performed “a degrading sex act,” i.e. he sexually assaulted her. She managed to jump in her car and drove to the Malibu sheriff’s office and filed a formal complaint against him. He was charged with battery and she divorced him soon after.

        • formerlyAnon

          I didn’t know the details. Which gives him a bad track record, but a lot of smart women are willing to be charmed until they see the signs for themselves. And he must be hella charming.

      • @Biting Panda

        Word, momma. Word.
        :::nods head:::

      • cocohall

        Charlize Theron’s mother shot and killed her father in front of her when she was young. She was not imprisoned because he was apparently abusive, and he was drunk and threatening when the incident happened. Jumping to conclusions is often dangerous, but all sorts of warning bells do go off when you see her with someone like Sean Penn who isn’t known for his self control. People are often drawn to repeat/revisit situations from their past. She is beautiful here, with a few minor quibbles. One suspects that she is so stunning that many men would not approach her. But a supremely self-confident (perhaps overly so) man like Sean Penn will. I hope I’m wrong, but I suspect this will not end well. Which would be less troubling if there was a small child in the picture.

  • Glam Dixie

    That accessory on her left is really bringing the look down.

  • P M

    That bodysuit thing she’s wearing doesn’t help this outfit at all. The lace just looks like a fancy swimsuit cover up.

    • sienna elm

      The bodywear looks like a 1950s styled pinup bathing suit, and I kind of love it for that reason.

  • Anplica Fiore

    The Beauty & the Douche

    • Nicholas

      Sounds like one of her commercials.

      • FrigidDiva

        Or a new show on the CW

    • Trent

      LOL! She’s so pretty, and her face is flawless…I just hope she doesn’t head towards Scary Botox City like Nicole Kidman.

  • Little_Olive

    God, that lace looks like those plastic placemats. Fussy is so not her look.

    He… what TLo said, only worse.

  • marlie

    I really hate her dress. a) it’s see-through, and she’s wearing granny panties. b) it’s too stiff c) it seems like the dress is slightly off-center and it’s making my eye twitch. d) her giant man-cessory is a douchebag.

  • Ragnarockette

    I kind of love them as a couple. Anything is better than that Stuart McDullsville she dated for an eternity. Sean Penn has the bad boy edge I’ve always pictured her with. Charlize isn’t some shrinking violet ingenue, she’s an ass-kicking, former 2-pack a day smoker whose mom killed her dad with a shotgun, and who won her Oscar playing an overweight serial murderer.

    I think they’re great together. And I love the hold hands on the red carpet thing – so honeymoon phase.

    • anneshirley

      Your comment definitely makes me rethink the skepticism I had for them as a couple. Can I still think her dress looks stiff, fussy, ill-fitting, and unflattering, though? 😉

    • Sofia

      I like this couple. They are both involved in humanitarian work and I bet that’s what brought them together. Sean did a lot for Haiti and that makes him so much more interesting than some pretty boy airhead.

    • Lucía Gavello

      Thank you! I never understood why he gets so much hate. I mean, he is been looking a little -a lot- kooky lately with the tan and the moustache but I’ve always loved him as an actor and I find him very interesting. Of course, I might be missing some data and he may have said or done something appalling that I never heard about, If so, someone please enlighten me 😉

      • Joanna

        Beating his wife, Madonna, isn’t a good enough reason to hate him?

        • Lucía Gavello

          See, I didn’t know THAT. I knew that they were married back in the day, I even thought they still maintained a good relationship -which doesn’t excuse his past behaviour of course-. That’s what I meant with “enlighten me”, I thought it was something more recent because I had never heard anyone calling him a douche when he was with Robin Wright.

          ETA: To be perfectly clear, I don’t think there’s ANY excuse for men who beat women, EVER. I apologise if it seemed I made light of a horrible issue. I really didn’t know about that incident.

          • Joanna

            That’s OK. I didn’t know CT and SP were a thing until now, LOL.

        • Also beat Robin Wright. He’s a shithead.

    • SylviaFowler

      I agree. And if nothing else, she is a grown woman who is perfectly capable of making her own decisions. Maybe it’s just me, but I find it irritating to watch a bunch of strangers wag their fingers at her like they have a right to do so, or like they don’t have their own flaws or frankly, as if she were a child who needed a stern lecture about life and love.

    • Mrs. Julien

      The fact that he is a known abuser and she grew up in a house witnessing the abuse that lead to the killing of her father gives me MORE pause not less. It screams pattern repetition.

      • SRQkitten

        Yes, that is what I wondered when I heard the two of them were together. She seems smart and secure enough not to put up with that kind of BS, but one never knows. So I’ll hope for her sake that he’s had therapy that has stuck and that their mutual humanitarian interests keep it strong & positive.

        • formerlyAnon

          Or SHE’s had the therapy to give no second chances and ignore no warning signs.

          • SRQkitten

            From what I’ve seen it sounds like she had life lesson in that at home. Given his social justice politics, I would like to think he’s finally made the connection on domestic violence which would be the only reason for her to give him any time. They do seem to be an odd couple because of past histories.

  • MaggieMae

    He has a type doesn’t he?

  • hughman

    They are the new Michael Douglas and Catherine Zeta Jones.

    • ShaoLinKitten

      I was going to say Beauty and the Beast…

    • Michael Douglas is way more appealing than Sean Penn. And that is saying a lot.

  • Bonnie Blue

    That kind of skinny mustache worked for David Niven, but I’m always surprised to see a 21st century man sporting one.

    • Imasewsure

      And Douglas Fairbanks… but not too many since… definitely not working on the vaudeville villain team of Renner and Penn for sure!!

  • deelup

    I adore Robin Wright and she was with him for awhile. So Sean must be better than he seems.

    • @Biting Panda

      Adore her…..yet she now seems soooooo much happier.

    • fursa_saida

      Between Robin Wright, Scarlett Johansson, and now Charlize Theron, I’m doubling down on my “Sean Penn: Master Hypnotist” theory.

      • MilaXX

        I forgot he dated ScarJo for a minute

    • MilaXX

      I’ve heard Robin is a bit of a nutjob herself. They were married for a good long time.

  • SuzyQuzey

    That dress looks like a bathing suit with a lacy coverup. I won’t even comment on him.

  • Anna

    Her crochet plant holder is crooked at the bust. Considering the get-up he sports for his own projects, I suppose him putting on a suit for her is meant as some sort of compliment.

  • Sofia

    I love this dress but wish the bottom wasn’t see-through. Sean is so lucky to be with such a beautiful mature woman.

  • nannypoo

    Wait. They’re an item? WTF?

    • alliekat9090

      Where have you been, darling? For months now!

      • demidaemon

        Fortunately, we don’t all watch E! News. 😉

  • Miss Ruth

    Princess Charlene and a boda bag in a sport jacket. Yeesh.

    • Anna

      OK, that made me LOL. As much as it pains me to admit, Charlize does seem happier than Princess Charlene though. Their wedding ceremony was truly one of the most painfully excruciating things I’ve ever seen.

      • Miss Ruth

        I know! It was like watching a horror movie from behind your hand. I thought, “when is some dashing everyman going to burst in and take her away from this sham of an arrangement?” …but I suppose they wouldn’t have gotten far, what with the whole passport thing…

        • Anna

          Yes, my heart still goes out to her. For me especially, it was the way she was crying, clearly from sheer terror and not happiness, and how he kept looking at her as if she was a nuisance was as you described, like watching a horror movie from behind your hand.

    • Yes! It’s not just the South African Amazon thing, it’s the hunted look in her eyes that calls Charlene to mind.

  • lamamu

    Wow, does this guy have a type or what? I just started watching House of Cards and Charlize Theron could totally play Claire Underwood.

    • Sofia

      He has great taste. Robin Wright and Charlize are both sophisticated.

  • MilaXX

    He definitely has a type. I don’t think I’ve ever seen him with any woman who wasn’t blonde. (Madonna, Robin, Jewel, Robin, Charlize). They look okay. I don’t even mind his pornstache. I just can’t help but thinking he’s a douche despite his philanthropic endeavors. At first glance I like her dress, but when I look closely, I dislike the amount of side boob and the sheerness on bottom.

    • CatLady

      He’s more than a douche. He beat Madonna multiple times, and at least once with a baseball bat.

      • Sunraya

        For hours. And once he dangled a reporter over a rail. He is dangerous and should have been run out of town on a rail, not given more work. What kind of assholes are we, that we tolerate this??

        Can you see that this is very upsetting to me, the hero worship of this douchebag? And Charlize saw her mother kill her father due to domestic violence and is with THIS man??? This is disturbing on so MANY levels.

        OK, I’ll shut up. Sorry, TLo.

    • bluefish

      I don’t know that he’s a douche but I’ve long suspected that he has serious daddy and authority issues because of what happened to his father in Hollywood. Can’t blame him for that. He’s almost a throwback to another age in that sense. Still very much The Angry Young Man. I’ve a weakness for those and his talent is without question. She could do a lot worse in my book.

      • the_valkyrie

        A talented abuser is still an abuser.

        • bluefish

          Let’s hope that Charlize is smart and strong enough to take care of herself then. I suspect she is.

  • Kbear

    Thanks TLo – you have put into words my exact feelings about this couple.

  • Imasewsure

    They don’t even look like co-workers…. and oh so glum (him anyway). He must have something beyond talent, ultra-seriousness and fame though since RWP and CT seem to have wanted to hitch their gorgeous wagons to it.
    Porn producer look has got to go though… maybe there’s a secret Jimmy Buffet inside just waiting to get out (fashion horror yes but would be funny anyway)

  • Maluca

    He certainly has a type, doesn’t he…

    I like the dress in a “I threw on this cute coverall over my one piece bathing suit” kind of way.

  • WendyD

    Is there someplace we can return Sean Penn and Johnny Depp to? I think they’ve expired.

  • Heather

    No. It’s unholy.

  • alliekat9090

    This “I see London I see France I see someone’s underpants” has to STOP.

  • dschubba

    She could do better on all accounts.

  • Cee Layton

    It’s like if the sun were dating petrol.

    • demidaemon

      Could suddenly burst into flames?

  • Frecks

    How has no one commented on the eerie way that Charlize’s hair and makeup appears to be borrowed DIRECTLY from Madonna circa “Who’s that Girl,” a time during which Madonna was very much married to Sean Penn?

    Seriously: I look at Charlize’s head and do not see how anyone could have done that without explicitly referencing Madonna.

    That’s creepy, right?

  • Roz

    Ew, he makes her look MUCH worse, in my book. He looks like the embodiment of despair to me, always has.

  • Karen Belgrad

    They look like a remake of Star-80.

    • I love a good Star-80 ref.

      • Karen Belgrad

        I try. I just dropped another decades old name over on the A. Paul thread, LOL. I’m either nostalgic or showing my age today!

        • And you spelled out her name. KUDOS.

          • Karen Belgrad

            (hangs head in shame)… I had to Google to make sure it was correct

          • No shame – you cared enough to polniaczek.

          • Karen Belgrad

            You win. LOL

    • ding ding ding

  • Anapestic

    She can’t not be gorgeous, and I’m pretty sure she’s making that dress look about three times better than it is, but she also looks kinda pissed off, like maybe they had a fight in the limo on the way over.

  • MartyBellerMask

    I’d do him.

  • I can’t believe this is happening in the waking world we all inhabit.

  • Danielle

    He’s probably a tiger in the sack. You know he’s got a Red Room of Pain hidden in his house somewhere.

    • bluefish


  • Valdri8

    He looks like her lawn gnome

  • MK03

    Wait, they’re a thing? She really can do better.

  • bluefish

    These two together make me happy. He’s no Hollywood looker but he is still very sexy on screen. There is something about him in movement and talking — odd because in real life interviews he’s practically incoherent. Anyway, I think they look swell — and I’m happy for her. As for him, well, yeah, he’s Mr. Lucky for sure. I can see how she’d be fascinated by him — good lucks aren’t everything — and actually, again, every once awhile in a movie, I’ll look at him and think, wow, what a face. And a great voice. Obviously, I’m a fan. I hope they make it.

    The dress is very jeune fille in black Dior — classic and cute. I love it on her and have always liked her in more of a mop top. Her whole body is saying, I’m a happy happy camper!

    • bitchybitchybitchy

      The one thing I admire about Sean Penn, aside from his work in Haiti, is his acting. He’s done some really fine work over the years. A person can be talented and also be a miserable human being in their private life.
      Charlize Theron is an adult. I trust that should she need to, she could get herself out of this relationship.

  • empath

    she looks like she’s wearing a bathing suit coverup that her granny crocheted to go with her black bathing suit…. and yes, he looks weathered…. and not in a good way….
    but at least his pants are the right length!

  • ElaineMarie34

    Two people in search of a career renaissance, via same-old rich powerful man, gorgeous younger woman. I wish he didn’t have such a type, it might make it seem more sincere.

  • Kane

    I hate to see a woman who grew up with domestic violence get involved with a violent man.

  • EEKstl

    I think this is an interesting match (yeah, like I actually KNOW either of them and am in any position to judge…but I am a Bitter Kitten and I was born to judge!). I just wish the lining of her dress didn’t look like a bathing suit.

  • Kate Andrews

    She could be dating Uncle Terry.

    • demidaemon

      She’s too old for Uncle Terry.

  • mjude

    I think they are enjoying themselves in front of the cameras as a couple & an FU to all.

  • Jay

    When he’s clean-shaven, I find Sean Penn quite attractive in an offbeat sort of way.

    I wonder what their children would look like…

  • Glammie

    Uh, well, I kind of like her haircut . . . Spiccoli looks seriously weathered.

  • msdamselfly

    I like them together.

  • AlisonHendryx

    one of the worst necklines of the 90s, again, rears its ugly head.

  • Jaeda Laurez

    From the neck up, she’s amazing. From the neck down, she looks like any other non-famous gf who puts on a “nice” dress for her bf’s premiere. Which is to say, I do not like this. Him and the dress.

  • wasabi

    I was gobsmacked at how stunning she was on SNL. She is gorgeous, the show was entertaining too.

  • hellkell

    He sure as shit has a type, doesn’t he?

  • Terri Terri

    “And his hair doesn’t look entirely … as nature intended, shall we say” You got that right. Just by chance, I have seen him in person a couple of times. It’s definitely dyed.

  • Ray

    Spicoli needs to let it go gray (and shave). No one thinks you’re 40 anymore.

  • ThaliaMenninger

    She’s lovely. He’s hideous, in and out.

  • SportifLateBoomer

    Gah, I have always loved Sean Penn, since the beginning of his career. I love a good short, stocky bad boy, and this was cemented by the fact that my bf back when we were all young was definitely a Sean Penn type. It’s hard for me to see him looking so, well, aged, as we are near contemporaries, so what does that make me? His years of smoking and drinking and carousing are showing these days. Never occurred to me that his hair might be fake. (I’m bad at judging hair in all these pics). And I’m certainly not on the arm of the female equivalent of the beauteous Charlize Theron. I’d forgive him a lot of things.

    • Sunraya

      I don’t get it – bad boy is one thing. Assaulter of women and other people takes bad boy into an entirely different category of Never!!!
      Really?? Scratching my head.

      • SportifLateBoomer

        Call me terrible and shallow, but with him I tend to gloss over that in my mind. Doesn’t make it right. Part of me likes to think he, and others, change their ways, which can happen.

  • lahallita

    Well, it’s probably good for Sean, he’s looking less tangelo-hued every week.

  • Pennymac

    His greasy/skeevy/oily troll vibe is making her ethereal beauty all that more noticeable. Or, it’s increasing my intense pity for her considering she has paired herself with a notorious wife beater and she grew up in a home with domestic violence. Either/or. Or both.

    • FibonacciSequins

      I don’t know how she reconciles that in her head.

      • Pennymac

        She’ll “fix” him. Its what we professional victims do. Besides, “He just needs the love of the right woman”. Blurg.

  • AndieJay

    She usually looks radiant and confident. I’m reading her as tentative and reserved in these pictures.

  • FibonacciSequins

    Such a weird couple.

    That dress looks like she’s wearing a cover-up over a bathing suit. I’m beginning to suspect the sheer trend is a designer conspiracy to convince us it looks good so they can save $ on not lining their clothes.

  • Laura Livingston

    Not quite a bad as Depp and Heard but close, very, very close. Charlize gives them that tiny edge.

  • PeaceBang

    The only thing I like about this is that I can see, and appreciate, her features much better without her customary bronze glow.

  • Well he’s happy. She’s just about done w/ this grumpy old man. Love the dress. She is surreally beautiful.

  • mickiemonkey

    He does really impressive humanitarian work and she is bad ass so they win my respect. Yes, he is kinda squinty but I think he just looks his age. I like that razor intensity he has. She is just gorgeous.

    • the_valkyrie

      You forgot about the domestic violence.

  • Sunraya

    My issue is the tying up of Madonna and assaulting her for hours, and the dangling a newsperson over the railing, and the jail time he has done for assault. Why he even has a career tells us a lot about Hollywood and ourselves as a people. I have lost any respect I may have had for her.
    And her dress is ugly. Granny’s cover-up over a farty bathing suit.

  • bitchybitchybitchy

    I will happily sign. As a coda I would add that every designer and fashion editor(I”m looking at you, NinaGarcia) who continue to try to foist granny panties on the female population should themselves wear those granny panties 24/7, 365 days a year.

  • YoungSally

    I’m catching a real Harvey Keitel vibe from him.

    • quiltrx

      Like a Harvey-Keitel in Bad Lieutenant vibe for me.

  • Shelby

    Ew. I can’t stand her dress. And he looks kind of skeevy….

  • t bell

    He looks as if the just flunked out of detox.

  • aelizabethpm

    she looks — happy? she’s usually more of a bitch-face….

  • Bethany Fairbrother

    Totally agree! She looks AMAZING! And he looks like a really bad real estate agent you would not want to buy a house from. And the fact that he is a douche bag! Two out of two Ex-wives agree,

  • Bethany Fairbrother

    It was kind of like when Kim Bessinger teamed up with Mickey Rourke. No! You have too much class for this!

  • Swiftlytiltingplanet

    I don’t even know what to say.

  • LeelaST

    Love them. Hate her dress – looks like a 3-D printer effort. Hate his facial hair.

  • julnyes

    They’re a couple?!? Charlize … oh no. Maybe he is blackmailing her? Holding her family hostage? I just don’t get it.

  • MichelleRafter

    She stands up straighter when she’s not next to him.

  • rhône

    Dude is a known abuser. Looking at him makes me ill.

  • PuttyGalore

    Her hairdo ages her a LOT. She looks like Annette Benning. Not that that’s a bad thing, but Annette Benning is almost 20 years older than her.

  • jw_ny

    Honestly…I’m not sure that she’s ever looked worse.

  • JynxTheCat

    Wait. THEY’RE a thing? What manner of witchery does he deploy?

  • Gatto Nero

    Um — I like her hair?

  • LadyVimes

    Gah. Honey, no. No to the dress, no to the man, no to the stiff “couple” poses.
    If I was out at a bar and we were friends, I’d be taking her to the ladies for a Serious Girl Talk.

  • Teresa Wyatt

    Okay TLo, this is one of your BEST POSTS EVER!!! His “whateverness” exactly! Is it an intense sex thang? Charisma?

    • quiltrx

      Amen, Teresa! My husband and I have several times discussed (I think it comes up about once a year) “WHAT is the appeal of Sean Penn????” He gets these beautiful, classy (or at least seemingly so, to the public) ladies one after the other. But, other than being a great actor, he doesn’t seem to have any redeeming or appealing qualities. Whateverness, indeed.

  • LadyLuck777

    I hope for his own sake that he has changed his ways. If he hasn’t, well, that will come to light also. To be fair, she has a couple of inches on him, has shoulders that are just as wide, and as thin as he looks, they seem comparable weight wise. If he did try anything, I would like to believe that she could defend herself, and then hope she would leave situation.

    As to the clothing/styling. He looks like the used car salesman that would throw in a free toaster with purchase. She looks like Sharon Stone got the Meg Ryan makeover. Blech to them both.

  • Elizabetta1022

    They both looks so unhappy here. I also thought Robin Wright Penn had a sad, broken look after she’d been with him.

    • Tuneful54

      So did Scarlett J.

  • YousmelllikeAnnaWintour

    This movie is a comedy and they look like they are at a funeral.

  • AnnPopovic

    Really? I’m surprised at all the Sean Penn hate. He lived in the next town up from us for a long time, and he was well-regarded and pleasant. I know he had a domestic violence thing with Madonna, but I don’t remember hearing anything about him and Robin. I DO know there were accusations with Madonna, but honestly? I don’t believe it. This was going on in the news at the time and she’s SUCH a piece of work I think she’d have said she was burned alive by the Taliban if she thought it would get her press. It’s a horrible thing to say, and if it were ANYONE else, I wouldn’t say it…but Madonna? I just can’t. AND? If I were stuck married to her? I’d probably hit her, too. And I am a firm believer in non-violence.
    But there’s an exception to every rule, and Madonna covers pretty much all of ’em.
    He’s a smart guy, his interesting, (he’s a fan of Eddie Izzard — he AND his late brother were at the SF show a few years back — that gives him an automatic extra 10 points in my book) he’s passionate, and he cares about the world he lives in. He was OUTSTANDING as Harvey Milk and he doesn’t just talk the talk; he’s done a lot for the gay community in San Francisco. And when you consider the entire scope of his life and his work? I think he looks pretty damn good for his age. He’s given that body a good run through all the fun stuff. I think, good for both of them. And Charlie? It’s what’s fashionable right now, and if it wasn’t? It would be by the end of the night. She could wear Alfalfa’s suit and make it look like spun gold from Armani’s daydreams.

  • Mrs. O

    Oh, puleeze! I’m a 65 year old grandmother, and even I can see the attraction in Sean Penn! Or were all you youngsters raised so late in the last millennium that you never learned about the worst boys? They’re the rugged, smart ones, who are really genius at something (auto repair/theft, rodeoing, dancing, bomb-making, poetry, or something). You knew you would enjoy the thrill; you never really thought they’d change, which was fine, because you really didn’t want to keep them. Ah…the sixties…such strange memories… Where was I? Oh, right, her dress is not doing her any favors, but she is one of those South African goddesses who doesn’t have to care. Must be wonderful to look in the mirror and see that face!

    • Uh… he has a history of beating women.

    • i chased those bad boys too, musicians and drug dealers mostly, so i know just what you’re talkin’ about. my in-laws hate on sean for his politics, so that makes me love him even more.

  • Raf strikes out again ,,, and again ,,, and again!

  • Man Dala

    Mismatch. That body language is saying “happy” to me.

  • slowestloris

    Everytime I see pictures of these two together I am just baffled. Why Charlize WHY?? What could possibly attract you to this wife beating hideous troll?

  • brown-eyed girl

    Yes, yes, everything you say is true, but I’d rather have dinner with these two than with Hugh Dancy and Clair Danes.

  • m3grrl

    Anyone else feel like giving Charlize’s bodice a firm tug to the right?

  • they both look totally pissed off.

    and the dress is so stiff that it looks like it’s made out of little raffia coasters you buy in tijuana.

  • Daylight

    One of the most beautiful women on the planet and an ogre from under the bridge.

  • Tee

    I want her hair. Wavy perfection.

  • altalinda

    Such is the power of Charlize that I don’t see him.

  • Her hair and makeup are lovely – she is so beautiful! And beside him, even more so.

  • Columbinia

    She looks stunningly gorgeous, the rest doesn’t matter. If she didn’t have the porn producer holding her hand, I’d want to be her. But he’s a deal breaker. (Sorry, Sean, I do recognize your value as an artist, but ….)

  • Sabin

    Holy cats, he’s getting old. I that it was Dustin Hoffman!

  • GillianHolroyd

    She looks absolutely gorgeous as always. I love a good retro Dior.

  • Ya know how a beautiful woman can make a man seem better looking just by standing next to him? (See Prince William and Kate.) Well, this is an example of a slimy-looking man making his beautiful companion look less than she is. In my opinion, Charlize could never look less than perfect — ’til now.

  • Crystal

    She’s hot and he is SO GROSS.

  • Tuneful54

    The vintage leather accessory doesn’t go with her outfit. Similar pairing to Christian Bale’s and Amy Adams’ characters in American Hustle, only that was just a movie. Can’t fathom what she sees in him, unless she never got bad boys out of her system — or, to quote what Ava Gardner said about Frank Sinatra, “You don’t pay much attention to what other people tell you when a guy’s good in the feathers.”

  • St. Ace

    But don’t worry, Bitter Kittens, because she cannot sing!

  • Joseph Kool

    Sean Penn sucks Obama dick