I just had way too much fun looking up old photos of Brad Pitt and Gwyneth Paltrow. For those of you who weren’t there or weren’t old enough to remember, ‘90s gossip was and is the best gossip. The ‘90s were amazing, even more so in retrospect. It was cataclysmic gossip when Gwyneth and Brad started dating after they costarred in Se7en, promptly got engaged, started twinning everywhere, then broke up. That was a years-long gossip cycle and it was amazing. Reportedly – and I always believed this – Gwyneth cheated on Brad. Possibly with a costar (possibly Viggo Mortensen). Instead of staying home and licking her wounds, she wound up dating Ben Affleck even though he was such a mess back then (my God). Beyneth would end up breaking up and making up several times and you probably know the rest.
Anyway, back to Brad and Gwyn – they were arguably the Couple of the ‘90s. After their breakup, Gwyneth always took full responsibility for screwing up too. And she’s still owning up to it too. Gwyneth did a podcast interview this week where she dropped Brad’s name in a very interesting way:
Gwyneth Paltrow got super candid about her past love life in a recent podcast interview. When asked if she had ever “f–ked up a relationship and had to fix it,” the 44-year-old actress told Girlboss Radio’s Sophia Amoruso in comments posted Wednesday, “Oh my God. I’ve f–ked up so many relationships, so many.”
“I’m actually a pretty good friend and a good sister and a daughter and a mother but I am at my potentially most vulnerable and f–ked up in the romantic slice of the pie,” Paltrow said. “So it’s taken me a lot of work to get to the place where I have a good romantic relationship.”
“So Brad Pitt, if you’re listening,” the host began.
“I f–ked that up, Brad,” Paltrow said.
I believe Gwyneth is being real here, as in she’s acknowledging that she’s kind of messy in romantic relationships. She and Brad were good for years, until they weren’t and it was over in a hurry. The thing with Affleck was constant drama. When she got with Chris Martin, she was not in the best place emotionally, and I always thought she expected Chris to “fix” her. I’ve also heard, over the years, that she’s like a stage-five clinger and no one is, like, allowed to dump her. Anyway… yeah, chica’s got issues. Then again, most of us have some messy sh-t in our romantic pasts so it’s not some huge deal. I still believe she cheated on Brad though!
Photos courtesy of WENN, Getty.
She admitted the same on Howard Stern, in so many words. They were beautiful together.
Really because I look at these photos and feel like Brad’s beauty eclipses hers. I’m not even a Brad fan, but I feel like Angie is the only woman he’s dated long-term who has been on his level beauty-wise. In fact, Angie is more beautiful than he is.
I think Angie has a beautiful face but a weird body.
@WTW Angelina is so Beautiful on the inside that she radiates beauty on the outside.
Angie and Brad together made Brad look less the pretty girl in the relationship (as he did with Paltrow and Jennifer) and more just a handsome. man. Somehow his beauty was emphasized when standing next to average to vaguely pretty girls like Goop and Jen, but when with a real beauty such as Angelina, he looked less a beauty himself. If that makes sense. Haha
His hotness kind of declined during the Jolie years. Kids, aging, rigorous travel, apparently substance abuse, didn’t go well for him. He looks good now, but I think Jen A had him at his absolute peak hotness.
I know a lot of ladies like saying that that the mere presence of La Jolie and her brood of 1000 kids (yes they are all her kids which she forced/trapped him to have, when she wasn’t also strapping him to planes to travel the globe haha) but more women than not, and certainly more women than when he was with the others…found his h-h-hot pairing with ‘the most beautiful woman alive blah blah’ his work and especially fatherhood, to have increased his hotness and their interest in his life. If magazine and tabloids sales, movie success and tv ratings are anything to go by.
I find Brad the hottest in Mr and Mrs Smith when he’s macking on Angelina, as did most of the planet. I think that’s why Fox has aired it twice a year for the last 13 years. Lol
Moneyball, and the Oceans films are also prime Brad. That was the Angelina era.
I found him really, really dull until he got with Angie – at least with her, he didn’t seem totally vaccous. He’s not really my type, but when I thought he actually had some depth (vs just being eye candy), I found him more attractive.
WTW – I agree – Gwyneth, Juliette Lewis, Aniston – he liked the plain girls until Angelina….I know, I know, mean.
Agree to disagree. But, technically, Mr. and Mrs. Smith was filmed when he was married to Jennifer Aniston, as was Oceans… so??? Fight Club is his hottest role for me. Oh my word…
I am laughing hard at the characterization of her father as a “MINOR” tv producer (he produced St. Elsewhere, a highly, highly prestigious television show in its time) and her mother as a “THIRD TIER” actress. Blythe Danner was a huge stage actress.
When Gwennie began her rise, her parents were the big story.
Good god. Revisionism at its best.
She’s plainly stated it many times over the years. I just wonder why she seems to think that Brad doesn’t know she f_ked it up. I remember when it happened. She fled to NYC and bunked with Winona Ryder and there were pictures online of them out partying and having a good ol’ time. It was also convenient because the man Gweny was cheating with (if memory serves) was Ben Affleck and Winona was dating Matt Damon at the time.
I thought it was widely known she boned Harvey ‘Ick’ Weinstein. She, Damon and Affleck were all in his stable, Miramax, which was huge at the time. She thought Brad would give her a pass for cheating, he didn’t and bounced. She was worried her career would be over, and the Weinstein machine covered for her by smearing Brad and trying to ruin his career.
I recall articles in high profile mags like, ‘Ben Affleck, the smart woman’s Brad Pitt’ and just lots of pieces demeaning Brad. Brad went on to diss her in a Rolling Stone piece – they described him as being more disgusted with what she did after than the actual cheating with weinstein and whoever else. Aniston was more a rebound that got him away from that Hollywood movie starlet effery. A safe tv haven. He realized that shortly after his marriage to Jen, when he finally got over what Goop did to him, which is really why he and Jen split.
@Casey-I don’t think she f-ked Weinstein. Because of her parents and connections she didn’t need to.
Hi Cynical.
Yea her Dad was a TV producer and her Mom was a 3rd tier actor in the 60s or 70s, but that doesn’t get you a hot movie career. It might get you a few opportunities, like when she played Wendy for Spielberg in that Robbin Williams awful Peter Pan remake as a kid, but it won’t make you a movie star…and that didn’t. No one would know her name ’til she hooked up with Brad Pitt years later.
Miramax was the shizzle, and Harvey had made her the go to leading lady in his stable. He put everything behind her, Damon and Affleck.
You could tell how vital Weinstein was to her career because when he stepped away she didn’t really work anymore in hot A-list projects or very much at all. Her career kind of petered off in the early 2000s.That’s continued to this day.
I remember before her website ventures she even complained she didn’t make money at acting anymore so had to take endorsements like Lancome. She implied it wasn’t her choice, that she wasn’t being considered for things.
She said it, I didn’t.
How can people say Aniston was a rebound when they married 3 years after his separation from Goop? They dated for a while before tying the knot. Add to the fact that they dated in private before coming out in public to give their relationship a chance to develop before public attention and scrutiny. And surely he was seeing other women too, just like he is now in between serious relationships. Dude’s not a monk although I’m sure stans still cling to the idea that Brangelina will rise from the ashes.
Besides if Aniston was a rebound than what the heck was Jolie? He wasn’t even separated when he fell in love with her and they never dated, just started adopting children and procreating right off the bat like that’s normal behaviour?! Pitt doesn’t do rebounds, based on what he said and what has been said about him, if he wants to be serious with somebody, he’ll be serious. And if he doesn’t, well you won’t see the woman in public. Him dating Aniston for a few years before marrying indicates he wanted something serious, not just a rebound. He’s Brad Pitt, rebounds a plenty in that town!
Artemis it seems like you have a bee in your bonnet about Jolie fans. Not everything against Aniston needs a defensive attack on fans of someone else. And how do you know Brad and Angelina didn’t date? They were together for 12 years, 3 times the length of time he was married to Jen. Don’t forget that. I think you are assuming too much and it sounds like you want Jen and Brad back together and are frustrated about it.
I dunno. Even though her parents weren’t total A-list themselves Spielberg is her godfather isn’t he? They had connections.
@Casey
There were even rumors that Harvey was very infatuated with her, and it threatened his marriage to his first wife. Her breakthrough role was Emma and he produced it. The Pallbearer, Bounce, Shakespeare, Sliding Doors and I think there are a few more… Talented Mr. Ripley.
Every movie she is known for was produced by Miramax. No other actress has ever received that level of attention from Harvey and benefitted so much from the association. She won an Oscar and became A list and was able to demand big paychecks.
Their association ended acrimoniously and her career was basically over. Coincidentally around the same time so was her romance with Affleck. Harvey wanted them to be bigger than Brad and Gwyneth since he set them up in the first place. Affleck’s role in SIL earned him a SAG for best cast.
Good Will Hunting, Chasing Amy, Dogma, Shakespeare in Love launched Affleck, The Talented Mr. Ripley and Rounders besides GWH and Dogma pushed Damon toward solid A list. Both won Oscars.
When Affleck was in desperate need of a career boost strings were pulled for (his script written before Weinstein left Miramax in 2005) Gone Baby Gone co-starring Blake Lively released in 2007.
The only losers in this whole affair were Brad Pitt and Winona Ryder.
Brad Pitt didn’t work with Harvey until 2009 for Inglorious Basterds, but he had to be convinced and heavily lobbied by Quentin Tarantino to do it. He flew to Miraval to make the final push. Universal was the co producer with The Weinstein Co., therefore, it wasn’t Miramax and it wasn’t like he had to deal with Harvey much.
A point about her parents’ influence.
Her mother was a character film and TV actress, but her true career was the stage. Her father was a minor TV producer. There is no pull there, but they can make introductions and get interviews. That is all. The rest was up to her.
Nepotism in the film industry can only get you so far. If you are a jerk or your projects are duds, no one can help you. Seeing a film through beginning to the end is difficult making sure it is high quality is even more difficult. Making sure it is properly promoted is another hurdle and then covering all costs by box office is yet another challenge. Even if all of that is a success you still have to make a hefty profit for it to be considered a hit. The last part is up to the public and critics.
No one is going to go through that over and over for a friend.
I get the annoyance that Artemis is showing. Over the years, there have been constant comments made that attempt to diminish Pitt’s first marriage to something insignificant, or a mistake, or my personal favorite, a “contract”. That last one always killed me because it never seemed to occur to people making that comment that two A-listers (in their own domains) getting married for a “contract” is like saying Brad Pitt needed a beard. Lol!
I personally doubt that either of them consider, in retrospect, their 7 year relationship a mistake. They looked pretty in love for a while there and they always looked as if they were having fun together.
Hey Artemis, don’t mean to offend the Jen fans or stans as you call them. I thought I was stating the obvious. Lol there’s even some story Brad told a co-star his marriage was a mistake just a few months in. The guy is on record name escapes. I don’t say things to get into some t*t for tat. I pretty much thought everyone knew Brad was devastated and wounded over Goopty, plus he was feeling the Miramax machine slings and arrows. He and Jen were just textbook rebound that’s all.
Their management teams hooked them up even. It was very soon after he and Paltrow were done too. I think they broke up in 1997 and Brad and Jen had their first arranged date the same year.
Very odd that anyone who was around back then would ever call Angelina a rebound though. Maybe some don’t know what rebound means. Basically it’s a relationship you’re not all that into to get your head out of another that has messed you up.
Since even Jen said Brad was missing a sensitivity chip and never really wanted kids with her and she wondered in one interview if he ever really loved her at all. That tells you right there that even she was wondering if she was rebound.
Brad was not hung up. He didn’t even see their end as a failure, just something that was not meant to be long term and he was raring to go and start his next chapter. He was a happy man. Eager for what was next.
Compare that to how desolate and wounded and angry he was after he and Gwyneth were done.
@ Casey
JA shouldn’t have been so easy by sleeping with Brad within two hours of meeting him. That tells a guy you are way too into him.
Men like a chase, at least Brad seemed to like the fact Angie made him chase her halfway around the world before she’d have a romantic relationship with him.
Heh, that first picture (not the header one), he is completely stoned. I can’t be the only person who noticed that?
I thought the same thing. Probably stoned too behind the sunglasses. I, however, am impressed by the goldy golden goldiness of that very top photo. They are shiny!!!
I think he looks stoned in every picture except the last one, in which she looks stoned. (!)
Brad and Goop were not together two years. They never would have lasted even if Goop wasn’t such a HO.
I’ve never understood her appeal. her and Chris Martin seemed the most matched in the department. not unattractive, just blah.
Ooh, I always thought she was way out of Martin’s league. Affleck’s too, I remember thinking what a massive downgrade he was, lol. Now that I say that I think she and Brad were the match that made the most sense.
They look like babies in these photos!
I think she’s the looks equivalent of a loaf of white bread.
But she looked peak 90s IN the 90s. The blonde waifish look was it. And the camera loved (loves?) her. If you’ve seen The Talented Mr. Ripley, you’ll know what I mean.
Yes, the camera loved everyone in Mr. Ripley. That was the pinnacle of Jude Law’s hotness, too, imo.
The short ‘do suited her; she should try it again.
She’s more a generic California blonde mom now, but back in the 90’s she had a very interesting look imo. Her bone structure, and her chic style… She was very different then. Much more sophisticated and interesting.
That’s because she copied Carolyn Bessette’s looks. She had to rely on her own fashion sense when Bessette died (just kidding — well, not really).
Yes, Perplexed. Gwyneth very much styled herself after CBK.
I guess she was peak 90s if you were a white person because I never found this look impressive.
Oh yes, she was vey much going for the Carolyn… but then again, so was everyone. You either went Diana or Carolyn in the 90’s. My mom was full on Diana. Jeans, loafers, blazer, wavy short hair. Bam!
Carolyn Bessette’s beauty and style rivals NONE – much like JFK Jr.
There will never be anyone close…not in my lifetime, anyway.
What these pictures tell me is that she should ditch her present center part. Pronto!
I don’t get her appeal either….She is so boring and bland. I saw her current boyfriend last month at LAX, and he’s very very handsome. I just don’t understand how she lands these men!
She’s not pretty. You make her 5’3 and no one would notice her. I figured her appeal to men was more the energy she gives off.
I think she’s pretty. Maybe not the Grace Kelly timeless beauty she seems to think she is… but she’s pretty.
Maybe I should have said she’s not beautiful. I don’t think she’s hideous, but she doesn’t have movie star looks. She can look very put together when she wants to, and I think changing up her hair would go a long way.
And did Brad then hook up with Jennifer Anniston after the Gwyneth relationship broke up? Or was there a bit of a time gap there? (Like to get my 90’s goss straight!)
I remember Jen and Brad started dating the summer before the season of friends after Ross said Rachel during his wedding to Emily. She looked really slender when that next season started and I remember thinking it had to do with that relationship. Lololol
I remember when that season started I thought she looked very tan and happy. Way too happy for what Rachel was going through. LOL
It was long enough. The Brad and Gwyneth relationship and breakup was huge. He talked all over the place about how excited he was to get married, and then they broke up abruptly. At the time it was obvious that someone cheated, and then it was clear that Paltrow drove that breakup. So when Pitt was setup with Aniston and they became engaged, it was finally “Brad’s happy ending”.
In a way it seems like Gwyneth was his dream girl who broke his heart, then he found his best friend and lover who made him feel safe and loved and comfortable, and then he left her for he exciting va vavoom girl when he grew bored. The girl who made him stretch to be more. But, you know, she’s also a little odd and stretching to be something more than you are over a long time can be exhausting so he reverted to party drinking fun boy.
sfk I agree with this assessment totally. question is what or who next for brad? if he goes for the 24 year old trophy who worships him I’ll be disappointed but not surprised. a lot of famous men seem to do this after reaching middle age am I right?
It was pretty obvious at the time that the breakup with Gwyneth utterly devastated Brad. Re: his relationship with Aniston. She was the most similar to Brad. A happy stoner who’s content to hang out and eat some occasional Mexican food and hang with friends. I always thought his issues with her were the issues he had with himself, and hence his draw toward the Jolie, who for better or for worse is focused on other issues. #armchairpsychologist
I never really thought Brad and Jennifer Aniston had major issues. They seemed fine together, if a bit vanilla. I always thought he was insanely attracted to the dark sexy side of Angelina. Wild sex, motorcycles in the desert, airplane flying. I still think they would have fizzled out after a few months if the kids hadn’t started coming so fast (starting with Zs adoption that hooked Brad in).
Jen and Brad didn’t have issues mainly because it was a comfortable rebound for Brad. When they broke up, he even said that wasn’t an issue, that they broke up because they weren’t meant to be more than what they were. He said he didn’t think they were a failure that it was just supposed to be over and not go any farther. Somehow that came across as even more cruel than some relationship that you’re trying to work on and make succeed and fail. He essentially said there was no sadness or grief on his part about it being over. It was meant to be over.
Ouch.
Casey: i think they both said as much long before the actual break up. I remember a joint interview they did with Vanity fair a couple of years after their wedding which was riddled with quotes about how they weren’t soul mates, how neither would be sad if it didn’t last because it wasn’t big love. Brad went as far as saying he often called Jen ‘the leaker’ on account of her habit of crying easily and often at every little thing. The entire interview was so strange in light of the ‘golden couple’ banner draped over them at the time. I remember thinking that they wouldn’t last any longer.
Regardless of accusations and recriminations after the fact, that interview stuck in my mind and i wasn’t surprised at all when they broke up.
I remember that clearly Lak. Brad wwnt on Oprah to promote a film and had to explain to all the friends and Jen fans what he meant by what said. He basically repeated that, he didn’t backpedal. When the relationship stops growing so do we, no biggie. There was a story out there that Brad had told a co-star, that he knew he had made a mistake from jump tying knot with Jen.
I agree with everyone who said Brad and Jen came across as very similar: A couple of pot smoking, Mexican food eating, hanging out with pals like Melissa Etheridge etc mildly liberal Hollywood couple-
(liberal but in an in offensive way that would never alienate flyover country). They seemed very comfortable with one another and well matched but he got bored and wanted more. I think he was drawn to Angie because she was exciting, bold, a risk taker, very politically aware, etc. He stretched with her but I think he reverted back to his old ways when their life and relationship got too stressful.
I really like this analysis @Bridget:
“I always thought his issues with (Aniston) were the issues he had with himself, and hence his draw toward the Jolie, who for better or for worse is focused on other issues. #armchairpsychologist”
I’m not sure how to put this but I’ve always had the impression Pitt is someone who is personally searching. Not because he’s this great intellect or deeply sensitive and artistic. It’s more that he’s bothered by his privilege. Things come too easily for him. I may be totally off about Pitt but I’ve always had the impression he isn’t totally sure who he is and that’s partly reflected in his relationships with women.
I think Pitt is extremely passive aggressive. In my opinion, both Goop and Jolie are control freaks (I’m not using that as a slight btw). Aniston does not strike me as a control freak, she’s probably been through therapy long enough to know that ultimately, the only thing you truly can ever control is yourself and how you react to things.
The thing about that kind of relationship dynamic is that it allows the passive-agressive one to not take responsibility for their own decisions. You see that time and time again in the various statements and/or innuendos he’s made over the years regarding his first marriage. He’s been forced to take ownership of his drinking problem this time around, but I’m absolutely sure he’ll find some way to cast the blame on Jolie at some point in the future. Just like he did with the “sitting on a couch smoking pot all day, I think it had something to do with my marriage” comment to Aniston. As if he’s not responsible for his own choices, his partner is.
I also think he’s probably a very unsupportive kind of partner from an emotional need point of view. Being expected to be the “person to lean on” seems to be like a relationship bucket of cold water for the guy. You saw that when his first wife’s series of 10 years ended and he didn’t even bother to show up, even though he certainly knew it was a very emotional thing for her. You also saw the body language between Pitt and Jolie was “stars in the eyes, let me melt into you” lovey-dovey right up to when her mother died. The blazing hot chemistry that was apparent in MAMS and in their appearances prior to that was replaced by something a lot more “posed”. Jolie’s health issues were probably the nail in the coffin in that regard. I think Pitt resents having to step up to the plate.
Gwyneth has had a boat load of work hasn’t she. Brad’s skin looks a lot worse back then, too.
Yes, she has.
An old co-worker was in college with him and she said he was definitely the big man on campus. And that he was beyond gorgeous except for severe acne scars. I think he’s had them buffed away over the years.
No trouble believing that. I always loved young Brad’s slightly pockmarked face. One of those deals where a person can be TOO beautiful and a little flaw adds some character and humanity.
Same here. I friend of mine went to college with him at the University of Missouri Columbia. He remembers him as a douche frat boy, but as my friend would be the first to admit, so was he.
tealily, I agree that his scars added some character. Anna, yes my friend was in the greek system so douche bros were (and are) her thing, lol. It’s funny to think about how she told us about him as this “up and coming” actor and Thelma and Louise was his big break. We never could have imagined how A-list he would become back then.
Good lord, the matching hairdos. lol
Those were the best. They were morphing into each other
As i recall he was in a period flick playing an Aryan nazi/ss soldier ‘7 Years in Tibet.’ they died and cut his hair like the real person’s.
Don’t know what Paltrow’s excuse was.
I do recall those wedding highlights – I put that down to Jennifer aniston having that famous power hair stylist dude (creator of ‘The Rachel’) at the time that wanted to get his hands on Brad too. Lol.
Her hair was cut for her role in “Sliding Doors”
He did the same thing with Jennifer at their wedding….they had “brother and sister matching blonde highlights!!” He was kind of whipped back then….lol
He didn’t copy her haircut.. she copied his. Which he had for a film. The constant talk of him looking like his partner is silly. The man changes his hair all the time. Mostly for movie roles.
You know, that short hair was cute on her though!
The 90s were the best. I miss it…college, Princess Di, JFK Jr, Carolyn Bessette, Seinfeld. Can you imagine Brad and Gwyneth getting ready for events together? “You are in the way, I can’t see my reflection in the bathroom mirror.” Sigh. I did like him in A River Runs Through It and Legends of the Fall.
OMG, Jerry Seinfeld and Shoshanna! Yeah, the 90’s were interesting.
I appreciate Gwynnie owning it. It may be for ego reasons (look at all the famous guys I’ve had!), but I’m going to give her the benefit of the doubt.
GAH!! I LOVE the 90s!! I was in HS but I loved it all, I was very into Vogue. MTV & pop culture. The 90s will forever be my fave decade <3
The 90s were my favorite decade. The economy was good, Clinton was president, there was a pre 9/11 innocence. I had one baby in 1991 and another in 1999; it was hectic but sweet.
Yep, had one in 89 and another in 96, it was definitely my sweetest decade.
Beurk beurk beurk ( sorry i am not a nostalgic woman)
God Brad was so gorgeous in the 90s. That first picture is everything!
‘Legends of The Fall’ Brad… be still my heart.
I was a little in the 90s so i missed brad fever never got why people though he was so handsome, but then i saw interview with the vampire and understood
“A River Runs Through It” was my favorite Brad. Best hair for his face shape and he was so charming!
Yes!! I never “got” Brad Pitt until I saw Legends of the Fall. Swoon…
Legends of the Fall Brad Pitt is my favorite, followed by Meet Joe Black Brad Pitt, then Fight Club Brad Pitt, then Oceans 11, then A River Runs Through It.
I’ve obviously given it some contemplation.
Agreed on all these @Millenial. Meet Joe Black Brad Pitt is my favorite. He’s just so pretty.
Thelma & Louise Brad! He could hold me up with a hairdryer any time.
Tristan Ludlow is still my favorite Brad role.
I liked Brad and Goop Together.
Apparently, Goop thought Brad was unintelligent and unsophisticated. Mmmm…Brad has fared much better in Hollywood than Goop long term. Goop cheated on Brad and broke his heart.
I am tired of hearing about Angelina’s beauty-it has faded and she looks very unhealthy.
She so wants him back! Lol. I would love for them to get back together!
She never speaks of Ben as fondly as Brad.
It would make for good gossip.
Lol She’s name dropped Brad for years. Even her ex husband name dropped Brad a lot – which was weird. She even has said a version of this same thing (that she effed up or was “the architect of her own misery”) at various times, most notably on the eve of Brad’s wedding to “that tv woman,” which is how she passive aggressively referred to Aniston, twisting the knife.
Translation: you’ll never be an Oscar winning movie star like me peasant. Lol i thought that was a bit cruel and tacky of her. But that’s snobby Goop at her finest.
She cheated on Brad, then tried to end his career with the help of the Weiinstein machine.
That’s why it puzzles me how anyone would want them back together, unless they have other motives. Like they think it would devastate Aniston who is on record saying she suffered self esteem issues via Goop. (waaah I’m just your rebound, not as pretty and not a movie star- why don’t you love me as much.. Waah)
That tv woman. Lol. Love it.
Why did you change your name from Cara to Casey?
What a weirdo.
I think she never got over Brad and I’m sure she’d love a chance to get back with him, even for a bit. I remembe when he called her “my angel” at some HW ceremony – he was head over heels with her and she blew it.
No, she doesn’t. Unless he takes Plan B into a completely different (wrong) direction, i.e., casting HW snowflakes completely uninterested in portraying ‘ordinary’ people, she has no use for him, in terms of a come-up opportunity.
If anything, this feels more like an opportunity to troll Angelina. Although Paltrow is lamenting the relationship 20 years later, I honestly don’t think that Angelina will have that luxury, since she opted for scorched earth. I saw that some referenced some of Paltrow’s shady post-breakup PR, but that didn’t nearly come close to the first few months of the Brange separation.
I could be wrong, but I can’t see ever believing anything from Angelina about the relationship, even if it is sentimental.
@pwal
Scorched burned blown up earth is more like it.
She is totally trolling Angelina while needing an image boost. Aint happening.
I think she has never fully left the 90s when she pulled a Martha Stewart and masqueraded as a Northeastern WASP from old money.
This was the first celebrity relationship where my hormones were involved and I was like, NOOO I HATE YOU GWYNETH!! And for some reason I still do, though she has done nothing to make me hate her other than look down on us peasants.
Same. I always attributes my dislike of her to their relationship.
Then, when they split, I realized I couldn’t stand her based on *her*.
God, she’s insufferable.
Brad always looked amazing, even through the nineties styling.
Gwenyth… I don’t see it. I didn’t see it then and I don’t see it now. She looks tired and pinched. Maybe it’s because I’m from a family of wasps that all look kind of like her (or prettier, really). I just don’t see what’s so special about her looks. The only time I’ve found her very lovely was in that Great Expectations movie she did with Ethan Hawke.
Not that a woman’s looks is what matters. But she bills herself as some major beauty so it strikes me that she’s … not.
Ditto.
Right? She’s definitely not beautiful, interesting at best….
No she isn’t.
My brother saw Goop close up in a London restaurant in the 90s. He said it was astonishing how much more gorgeous she was in the flesh than on screen. Quite mind-blowing, apparently. (And he doesn’t normally go for blondes.)
She’s just “cute”. Thats why we men like her…..”Cute”. (Pretty darn cute), but cute nonetheless. Don’t be pretending when you prattle on about traditionally (un)good looking Hiddles! That completely Mystifies us guys…..Weird looking alien-dude-nerd-freak. haha. Its a similar phenomenon in the reverse
@ Goony:
There are men in this site?! 😱😱
😉😉😉
Cheating is cruel and I am think she is a fool and boring and greedy. So, not a fan.
But got to say,.. given that itt was Viggiio. She may get a partial pass.
That’s might be the ONLY thing she’s ever done that I wouldn’t hold against her!
It wasn’t Viggo. Thought he denied that at the time.
It was said that it was Harvey which was covered up to protect her by inferring Ben and Viggo. There were also rumors she had an abortion and that it was Brad’s.
Yeah, I remember the brad abortion rumor
Looking at those pictures of them together reminds me that together they had a certain mystique that’s reminiscent of old Hollywood magic—a lovely chemistry neither has managed to recreate with their subsequent romances.
I agree! It most likely is because we got little glimpses into celebs’ lives before gossip exploded on the internet.
Ah! That’s a good point. I was looking at these photos wondering how they both got so boring. I’m sure it’s just that I know too much about them both.
Say whaaaat?! Mystique? Lmao. I was around back then. I’m probably older than you. Rest assured there was no mystique. Paltrow was unknown when they first got together, and got a boost to her career during their relationship mainly because of her relationship with “Brad Pitt.”
All eyes at that time were on anyone who dated “Brad Pitt.” HE was the draw. Which is why Aniston as well became the most high profile on TV.
When J-Lo is blasting your career for getting lift off because of who you’re dating(what she said about Gwyneth), take it from me, no one was talking mystique.
‘Brangelina,’ eclipsed all of Brad’s previous relationships in every way there is/was. That was the mystique. Stuff made of legendary love stories.They (public and their own industry) equated them to Elizabeth Taylor and Richard Burton, while they only equated Brad and Goop to “Brad Pitt plus One.” lol
I’m 48 and I remember all the Pitt romances.
Goop was a nobody, He was the known one. When he was with Anistin I was still meh about him. Pretty but a boy not a man.
When he got with Angie was when I took notice of him, those two together made him hot and look like a man finally to me.
But I think it was the heat those two made that attracted me not him.
I don’t like Goop. She was with Pitt for less than three years after they hooked up on a movie set, Seven I think. She was in her early twenties. He was with Juliette Lewis longer than her. History makes our memories grander sometimes. It seems she had a more torrid relationship with Ben Affleck. When you look at the expression on her face, it seems time hasn’t changed her regal attitude. I think Brad dodged a bullet in this one.
I remember that she always made a point of calling him ‘Bradley’ in interviews though rumour had it that privately she called him ‘William (his first name) because ‘Brad’ was too peasanty!! Lol
Yeah, just like she called Lenny Kravitz, Leonard -_-
Nothing, and I mean nothing, is better than her calling Billy Joel “William”.
She called Billy Joel “William” as well. So obnoxious.
And she insists on calling Anthony Hopkins- AnTony.
She talks about this relationship A LOT. That’s why we can never forget.
@LAK, @City Girl, @penelope –
LOL. I did NOT know all this!
I dont know if it was the quality of the cameras, but 90s celebrities look so real,dot like they are going on a photoshoot,they is too much gloss now.
They had zero chemistry together. Or it could just be Goopy cause she is as interesting as white paint on the wall. On the other side I see her name dropping game is through the roof as per usual. That’s ok cause beside the jaded eggs it’s pretty much whats left of her business.
It will always be 1995 in my heart.
Those clothes.
The header photo is the only time I have ever thought gwyneth to be pretty/special/attractive.
Yes, Yiza! I was a middle school, high school and college student all in the 90s, and I miss the clothes so much. I actually periodically Google 90s fashion because I love it so much. I caved recently and purchased an expensive 90s style choker; it is leather with a real silver accent in the middle. A lot of the dresses I wear are updated versions of 90s looks. Go figure. I also love some aspects of the 50s Rockabilly look. But the 90s are definitely in my heart for life.
No Gwynnie dont do that to yourself. Yes it’s good to admit that you’re super messy but Brad is super messy too. By the time Brad and Gwyn got together he had already lived with and been engaged to Juliette Lewis, who was barely legal age. He always seems to be looking for someone to “complete” him and seems to mimick his partners a lot.
Gwyneth loves Gwyneth. What she misses is the star factor. That ship has sailed so all she can do now is reminisce and detox.
Lmao. “Reminisce and detox”. That’s deliciously bitchy.
I’d kind of like it if they got back together.
Their twinning is legendary.
Hmm I actually prefer older Brad than younger Brad.
You’re not the only one. Mind you, his first Oprah appearance was what got me. I saw Legends of the Fall and thought he was a beautiful man, but Brad on Oprah, with the spikey hair (he was in the process of shooting Fight Club), wearing the hell out of those jeans and the layered long sleeve t-shirts… dude just got to me. He was super smiley, kinda shy but funny/goofy/sweet… yeah, that did it for me.
But as for the Brad that give me ladywood, it’s Wardaddy from Fury, with Billy Beane Brad coming in a close second. Silver hair among the gold Brad Pitt does it for me too.
Idk, brooding Interview with a Vampire Brad and then Legends of the Fall Brad…those were sexy. And IWAV was the trifecta of hot 90s men. Too bad Tom Cruise showed his crazy. Him, Antonio Banderas, and Brad Pitt…good God.
Dear God, Antonio was so hot in the 90’s…
YES! Neither Cruise nor Pitt did anything for me but damn Antonio was sexy af.
Tie Me Up, Tie Me Down Banderas… oh, yeah!
Super blonde Brad makes me tingle. Remember when he buffed up for Troy?
Yessss. I was luke on Brad Pitt until Troy. Then I GOT IT.
I prefer his leaner frame. I didn’t like his Troy or WWZ red carpet looks.
Well, everybody will always be fascinated by their relationship. GOOP would look so much better if she cut off that stringy, bleached, center parted hair of hers and went back to that 90s short hair cut She certainly has the bone structure
Gwyneth won’t stop bringing this relationship up. We’re forced to be fascinated by it.
Gwyneth ALWAYS believed/believes shes soooo much hotter & sooo much better than she actually is. Her parents did one hell of a job making her think shes “perfect”. I know here shes admitting that maybe she isnt so perfect but i also know she still believes shes the shit when in allllllll reality, she really isnt! I think she matches better w Ben. Theyre both super delusional
I remember a scene in SATC tv show where Carrie is recommended a therapist on the grounds that GOOP is a client. To which Carrie asks why GOOP would need a therapist and Stanford replies that she’s got too high self-esteem (paraphrasing)
Lol. I don’t remember that. Funny.
I remember that and I always laughed. The fact that that episode was in the early 2000’s and even then they were referencing her large ego is pretty hilarious and telling.
She was a bully at Spence but lied and tried to say she was bullied. Piece of work that one.
In that last picture he looks amazing and she looks so smug. I’ve never found her attractive but angular and odd
90s gossip is the best
She is overrated.
It wasn’t Viggo. Viggo was when she was with Ben. They were cheaters on each other, and he thought she was a snob she thought he was beneath her. It made him mad that she was snotty he even said it in public. I bet he was like a bucket of ice water on her self grandeur.
Gwyneth was a serial cheater and hyper ambitious. Candace Bushnell used a bit about her in her book about the 4 blondes, but she wasn’t a main character. Unless a person knew the gossip it wouldn’t register but if you did it was there.
She was a Harvey girl and lied to Brad over and over about it. He was crazy about her and loved her more than she deserved, and she used to take it for granted and push his limits.
He made excuses for her because she was young and at that time the love of his life. It is sort of cliched but the story was that he supposed to be surprising her but found her stark naked and doing things to Harvey in her trailer. Ew that man is skeezy. Can you imagine it is bad enough she cheats but with him? His little angel was not only a cheater but would sleep with someone to get ahead. I don’t understand why people act like that on a film set. You are surrounded by people roaming to and fro, and they aren’t stupid. They blab even if it never makes it to print especially if you act like an a-hole. But then again a lot of actors aren’t that bright. Agents are nosy as hell, and they know long before their client does because most of the top ones have a heavy dose of Littlefinger in them. But in this case he had no clue.
Then she got a glimpse of the other side of his personality. He was devastated and heartbroken but there was not a chance he would take her back. So that in turn hurt her and
it is absolutely true she couldn’t get over it even after marrying Chris Martin.
I don’t want to dig into the triangle but his marriage to JA was doomed from the beginning. Gwyneth haunted that marriage and freely told everyone she wished she could get him back even in interviews Gwyneth was the It girl at the time. JA lost a lot of weight and said in an interview it was because he liked skinny women. Her fans probably remember when she got very thin, grew out her hair and colored it blonde with a middle part. She stepped up her fashion game and got some tasteful plastic surgery.
They used to be seen squabbling all the time and I have never seen this again but there was a photo series some pap caught of them fighting. It was obvious she was mad about something. He was trying to reassure her, but she pushed him away and started to walk away. He tried to talk and hold her hand, but she folded her arms, and then he just stood there with his arms like What did I do Come on and looked exasperated. This was well before the triangle. It is scrubbed like the other one of her looking mad and him looking like IDGAF. One of the reasons I remember it because it was odd for those to be public. I wonder if Gwyneth thought maybe then would be her chance since she was still talking about him.
Paps were indiscreet back then and that was when they used to climb in trees and hide behind garbage cans trying to get the money shot. Those days are gone.
Gwyneth is clearly sending signals to him now that he is single. Chris Martin was not altogether her type or the love of her life, and she knows at one time she had someone who loved her and wasn’t immune to being seen with her. Who would actually walk with her in public and didn’t cheat on her. Kind of gives a person a little perspective but I would be shocked if she got her wish. At first, I thought the rumor she was circling was just whatever but now I see it must be true.
For gossip’ sake please do it. We could avoid Tangerine for months with rumors and assumptions. She and Serena could have a blonde off.
I can believe she cheated, but not with Harvey.
I though it was well known she cheated on Brad with John Hannah, her co-star in Sliding Doors.
You don’t get to be a Harvey Girl unless you are ready to sleep with him. He was more into her than usual though They used to flirt on the red carpet and he fawned over her. It is one of the reasons people get eye rolly about her. That and stealing the script for Shakespeare in Love from Winona and sleeping with Matt Damon. They were caught snuggling in some bar in Malibu.
Gwyneth is not who she tries to pretend to be.
I remember an interview she gave in which she mentions regretting doing the trashy Talk magazine spread in 1999 but Harvey insisted on it and she felt like she had no choice – I’m sure she did more than that.
(https://www.amazon.com/Talk-Magazine-September-Angelina-Gwyneth/dp/B00129M1G4)
@minxx Great find. I remember that now. It was mocked and out of character as far as image. She in a roundabout way dropped broad hints and he purposely humiliated her. But that is how he rolls. Vengeful and nasty.
Ah no!
I would prefer Garner and Pitt. That would be epic.
Paltrow is known in the industry as a wh0r3. My ex-boss in the industry had mentioned it over and over. Yes, Pitt loved her and she should have been very grateful that she was so loved by this guy. She was a spoiled brat.
Perfect post Magnoliarose, and definitely how I remember it.
I have always believed Gwyneth was Brads “The One” and his pride never recovered when she cheated on him. He was matched with Jennifer and it was a good match, physically. She also appeared more laidback than the snooty Gwyneth. He punched above his weight with Jolie. I think they were into each other but personality wise they did not match.
Sorry but I never believed gwyneth was the love of brads life.
I never saw it and looking back at footage, I still don’t see it. Zero chemistry.
It was said back in the day that brad was more interested in Bruce, grynweths dad. He was like an extra father to him and they were close. He also liked her associations, like Steven Spielberg, gwyneths godfather.
Brad always dated women with connections in the industry.
@magnoliarose – I totally agee. I think that JA was a rebound and he never truly fell in love with her. Goop is a narcissist, she probably wants Brad back just to “win” this one.
Why does she think Brad cares at this point who screwed up? Ha ha, he’s over it, Gwen.
That’s what I don’t get either. He’s been married twice now. Clearly, he’s worried about his issues right now with his kids and potential ex-wife (and possibly his public image).
E online only published a small part of the podcast. She also talks about her current boyfriend Brad F. and their relationship.
Still, this is the 100th time she’s brought up Brad Pitt’s name. Winona has never brought up Johnny Depp’s name this many times.
kate moss + johnny depp = 90’s IT couple for me!
But my god, I forgot how pretty Gwyneth was back in the day, before she fried her hair and got so sanctimonious.
No, Johnny and Winona were the ultimate 90’s couple. Johnny and Kate come in at a close second. 🙂
It still is so amusing to me that Brad styles himself just like the lartner he is with
She really was an It Girl in the 90ies! I remember an interview she did with The Washington Post. They mentioned her recent film roles as well as her Hollywood pedigree, and pointed out how polite she was during the interview, even pouring the reporter a cup of tea. They wryly concluded that with all the aforementioned credentials, there was no reason she would not become a big star if she chose. I found it very telling at the time.
I remember her at the time saying she’d screwed it up, and that he was a good person. I also remember her saying that if people saw any more photos of them together that they’d go out and kill themselves. She felt it was way over-exposed. People think she’s stuck up but I don’t. She’s very self-depricating, actually. Yes, her expensive organic ingredient cooking tips are a bit much, but overall she’s not a celebrity I hate at all.
The movie Se7en is still a top psychological thriller IMO. That movie sticks with you. Brad and Gwen had good chemistry together too.
Agree that a lot of his ladies did not match up with his beauty. I think Angie did and his Allied costar Marion Cotillard. Even though they didn’t date it sure added fuel to the preggo drama because they looked so hot together.
Lol that added fuel to nada. Which is why 3 people saw ‘Allied. ‘ Critics said they had no chemistry. The public would have weighed in saying same if they had been interested enough to care. They did not. Also, my apologies to The French but I think Marion’s face is just plain average at best.
I think she has an old fashioned face that looks good for fashion and styling.
I know it’s all subjective and all, but Marion is hardly “average at best”. You must know some really beautiful people?
I agree, they looked incredible together, also when promoting the movie (even though Marion was pregnant at the time). Marion Cotillard definitely matches Brad in looks, I find her exceptionally beautiful and alluring.
Marion is beautiful. Very striking and glamours look.
GOOP, are you trying to counsciously couple with Bradley?? Or better say: with William?!
I think a lot of people were fans of 90s Brad because he came along soon after River Phoenix died. And we needed a hot young blond guy to fill the void. He got some of the roles River would have gotten. To me River was the start of beloved famous people dying young. I was a huge stan of River.
I feel like Leo kind of seamlessly slipped into the void left by River. He had more of that angsty romantic thing going…
Oh the 90’s, when Leo was so pretty it made your brain hurt.
Has she stated it before while Brad was more or less single? Is she lighting up the Goop Signal? She’ll trade a Brad for Brad if BP is in?
I’m getting major 90’s nostalgia from these photos.
OMG… the 90s. The first time I remember Gwynnie was from “Moonlight and Valentino,” with Whoopie Goldberg and Jon Bon Jovi. I thought she was interesting-looking then. And I loved Sliding Doors and her short hair look. But somewhere along the line, she slid open the door to insufferable snooty twatness.
I also remember early on in Brad & Jen’s relationship when the local morning radio talk show was recounting a tale of them taking all of their friends on vacation to an island, and one host said, “Wow, it must suck to be them.” And it did seem like they were on top of the world there for a little while.
I watched Sliding Doors again the other day, I’d forgotten how totally BAD she was in it. Great movie but John Hannah did all the heavy lifting.
So many commentators saying Jen and Gwyn are plain or average. I wish I was thise things like them. If they’re average I am well below average in comparison. 😔
I love it when celebs admit these things, especially how candid and raw Jenny Slate was. This is good enough for Goop though.
I was too young to remember Brad and Gwyneth together and wasn’t following celebrity gossip then. But I really don’t see why people think she is so beautiful? I think her mom Blythe Danner is pretty (and in some pictures spitting image of Gwyneth when she was younger) but honestly Gwyneth just looks like another average basic blonde from California–in that 3rd picture if you didn’t tell me it was Gwyneth Paltrow I’d think it was Kate Hudson. She has always reminded me of an elf and the only movie I could see her in convincingly is a Lord of the Rings-esque type movie. The only reason she became famous is due to her actress mom and director dad. She isn’t that good of an actress. Also she just seems like a difficult person in general. Brad’s other relationships haven’t worked out but I think it’s a good thing he and Gwyneth never had kids together. It’s sad he and Angelina haven’t worked out but he got kids out of it which is something he’s always wanted. I think Angelina is the love of his life, not Gwyneth.
I like brad but he is not picnics either. Its nice to see when people admit their faults that’s bravery in a way ( whatever their reason)
They look cute and look alike lol in this photos actually. He and Angie was like dynamo though until they weren’t.
In some pictures she can be quite pretty. In that last picture she looks really annoying — like those popular girls in high school who thought they were better than everyone else but you were never sure quite why.
Her height is her biggest advantage beauty-wise.
She’s not unattractive and she has the angular type of bone structure that seems to photograph well, but the comparison to Grace Kelly never made much sense to me. Take away the blonde hair, and I don’t see any similarity between the two facially at all.
I kind of want them to get back together because the tabloids would have a field day and it would get a lot of attention and that would annoy Trump. Tee hee hee!!!!
Please, Gossip Gods: make it happen!!!
Aren’t the rumors that she and her current were cheating on their spouses when they got together? She certainly doesn’t have a good record with fidelity. (Although I’ve heard that Chris Martin screwed around on her too.)
“When she got with Chris Martin, she was not in the best place emotionally, and I always thought she expected Chris to “fix” her.”
No one’s mentioned that awful Coldplay song “Fix You” yet? It’s so gross and not romantic at all, despite the reputation it has.
Kaiser, Gwyneth already ADMITTED several times over the years that she cheated on Brad, so you don’t have to ‘think’ it, because we know it.
I think Gwyneth and Brad made more sense than Jen and Brad. Jen and Brad to me seemed so mismatched from the get go. I remember in 2000 reading about their wedding and thinking, they must be the most mismatched couple on the planet. I never got the ‘Golden Couple’ vibe at all. I think Brad and Angelina were the most matched in every sense, then Gwyneth and Brad.
Are you guys kidding me? Gwyneth was hot back then.
I guess a couple that hairstyle together doesn’t stay together. Don’t worry, I’ll show myself out
I think Gwyneth was the love of Brad’s life and he was devastated when it ended. I think she has a lot of guilt over the way their relationship ended and that is why she keeps talking about it.
Did she really cheat with Ben Affleck? I can’t fathom trading 90s Brad for BA!
I love Gwennie and thinks she still looks gorgeous, and Brad is still gorgeous too!
90’s Brad was just gorgeous!! Legends of the fall, omg, he was the most handsome!! Also a river runs through it, and yes Troy and Oceans movies. Also Interview with the vampire. Antonio B was handsome in thst too but not Tom cruise, IMO.
When I first saw Gweneth and Brad together, my first thought was she’s not pretty and didnt match Brad. Brad was prettier, lol I couldn’t understand what the appeal was. I didn’t particularly like them together. Aniston, I never was a fan, she was everyone’s favorite friend but not for me. As for Angelina, wow she was the most beautiful, iin her late 20’s to 30’s and she still is beautiful. They were the best matched physically!! But at times when I would see pics of them i felt AJ had a more mature way about her that BP did. I loved them together!! I think Brad have issues with his childhood that he had not resolved/healed. He seems to me discontent, restless and not fully at peace with himself.
You know gwyneth cheated with weinstein when he won her the Oscar for Shakespeare in love, instead of cate blanchett for Elizabeth. Harvey put all his money & power behind paltrow during awards season, even though her performance was way behind cate’s powerhouse performance. She was one of his “girls”.
Some seriously delicious gossip on here…..
👍👍