How Gwyneth told friends Brad Pitt is ‘dumber than a sack of s***’ and ‘has terrible taste in women’. Bombshell new book reveals truth behind star’s perfect facade – and dark underbelly of Hollywood relationships. Read it only here
In the fall of 1994, Gwyneth Paltrow received two acting offers for movies. One role was an opportunity to portray the spouse of Brad Pitt, who was extremely popular at that time, in the suspenseful movie titled Se7en.
Just as she was about to accept the role, Gwyneth Paltrow was offered another opportunity: playing alongside Keanu Reeves in the crime comedy “Feeling Minnesota.” Facing a dilemma, she sought guidance from a friend.
‘Well, who do you want to date?’ said the friend. ‘Brad Pitt or Keanu Reeves?’
Gwyneth chose Brad Pitt.
Over the years, I’ve been utterly captivated by this dynamic duo, and it seems my obsession was well-founded! In no time at all, their connection took center stage in the limelight, and before you could say “Action,” they were locking arms on set, relying on one another, and sharing cigarettes breaks outside their trailers. It’s a love story that unfolds right before our eyes!
According to the film’s costume designer, Michael Kaplan, it appears she wasn’t dazzled by his celebrity status; rather, she seemed to simply admire him. Furthermore, if these two hadn’t developed feelings for each other, it would have been quite unexpected. It seems like they experienced an instant connection, almost akin to love at first sight.
Despite being impressed, Gwyneth’s father, Bruce Paltrow, expressed his amazement. Upon seeing the set, he exclaimed to a friend, “Incredible! My daughter, oh my goodness! It’s Brad Pitt!

For over three decades, Gwyneth Paltrow has captivated and intrigued a vast international fanbase, whether through admiration or curiosity. Regardless of personal feelings towards her, it’s hard not to keep watching.
From a young age, it appeared that fame was in the stars for Gwyneth, being born to a renowned television producer and an award-winning actress, Bruce Paltrow and Blythe Danner. She received education at prestigious private institutions in both New York City and Los Angeles. Her parents’ influential friends, including her godfather Steven Spielberg, held her in high regard.
As a child, Bruce and Blythe helped their first-born daughter take on minor roles in Chekhov plays and Greek tragedies. Later, they encouraged her to pursue more sophisticated, appropriate roles when she was older. It appeared that nothing could hinder her progress, and indeed, it didn’t.
Following a highly successful acting career, including winning an Oscar for Shakespeare in Love in 1998, and high-profile relationships with well-known male figures, Gwyneth Paltrow used her fame to establish her personal lifestyle brand, Goop.
Despite the importance of appearing relatable for her success, Gwyneth hadn’t experienced life as an ordinary person. It wasn’t that she lacked empathy towards common folk; rather, she found it challenging to connect with their experiences because they seemed abstract or theoretical to her.
Her frequent comments on topics like poverty, obesity, divorce, and nutrition often highlighted her disparate lifestyle from the average person, contributing significantly to making Bruce and Blythe’s famous offspring one of the most divisive figures in the celebrity realm worldwide.
The mixed, enduring feeling of both disliking and admiring Gwyneth hasn’t wavered since then.


When the cameras started rolling for Se7en, Brad Pitt was already an internationally recognized movie star. A notable pattern in his career was that he often developed romantic feelings towards his fellow actors, such as Geena Davis while working on Thelma & Louise.
In contrast to Pitt, Gwyneth’s early life was marked by privileges that were unfamiliar to him; these included wealth, renowned parents, exclusive education, and ties within the entertainment industry.
Born and bred in Missouri, I was deeply rooted in the traditions of the South, with a loving father who ran a trucking business and a nurturing mother who dedicated her life as a school counselor. On the brink of obtaining my journalism degree at the University of Missouri, I chose to trade St. Louis for Los Angeles, driven by my passion for acting.
Later on, he found various temporary work, such as donning a chicken costume for El Pollo Loco restaurant. Prior to his major role in Thelma & Louise, he had minor appearances on shows like Dallas and Growing Pains. During the production of Se7en, People magazine bestowed upon him the title ‘Sexiest Man Alive’.
Prior to that point, Gwyneth hadn’t given Brad much thought. She found him attractive from movies, like many others do. However, she also assumed he would be just another young Hollywood heartthrob. But he’s not. He’s genuinely kind-hearted. And I realized it on our very first day working together.
After the completion of filming, Gwyneth and Pitt embarked on a ten-day vacation to St Barts. They rented a private villa there, where their usual on-set security was not present. Consequently, they were captured by photographers in their natural state, sunbathing without any clothing during daylight hours outside the villa.
According to a British tabloid newspaper, the villa was clearly visible from a frequently used path leading to the nearby beach, as depicted in photos published on April 30, 1995. A week later, these images were reprinted in the US National Enquirer with strategic pixelation.
Upon the release of those photos, I, a long-time admirer and follower, found myself compelled once more by the actions of the legendary Madonna. You see, she had penned a heartfelt letter to Bruce years ago, encouraging Gwyneth to kick her smoking habit. True to form, she took another stand.
She’s encountering both the advantages and disadvantages of fame for the initial time,” she expressed. “That’s quite a load for an individual to bear. Therefore, I’m glad to offer her assistance.
For more than a decade, their friendship flourished until it suddenly came to an end during the time when Gwyneth was in a relationship with Chris Martin, the lead singer of Coldplay (details about that will be discussed tomorrow).
Gwyneth Paltrow’s rise to A-list status and her transition from working actress happened around the same time she joined Miramax Films, a studio owned by Harvey Weinstein. While he was renowned for producing high-quality films, he also had a reputation as an unpredictable and aggressive figure.
In the mid-1990s, Gwyneth Paltrow recollected having encountered Harvey Weinstein during the Toronto Film Festival. At that time, Weinstein approached her to express admiration for her work. She expressed feeling validated or acknowledged by his opinion.
In 1995, he provided her the role of Emma in a film adaptation of Jane Austen’s novel bearing the same name; this movie would ultimately catapult her to stardom. For Weinstein, it served as a chance to connect her with Miramax and foster his own personal connection with her.
In a later statement, Miramax producer Paul Webster expressed that he was deeply in love with Gwyneth. He viewed her as his potential protégée and was eager to launch her into stardom.
Initially, Gwyneth viewed Weinstein as a guiding figure. Their meeting in Toronto left her captivated and honored. However, it turned out that he was offering her the main role in a film with the intention of boosting her fame, just as she had always envisioned for herself. Yet, over time, Weinstein unmasked his true character to her.
Prior to the shooting, Gwyneth’s agent requested her to visit him at the Peninsula Beverly Hills hotel. True to his words, she went there, assuming it was for a private meeting. Later on, she reminisced, “I hurried up there, I guess you could say I’m like an excited golden retriever, always eager to see Harvey.
As their professional discussion was wrapping up, there was a shift in the atmosphere. At about 43 years old, Weinstein reached out and guided her towards suggesting a transition to his bedroom for mutual massage sessions.
Later on, she shared with The New York Times that at the time, she was just a young girl, enrolled in some capacity, and absolutely terrified. When Weinstein requested to go to the bedroom again, she was in this state of fear.
Gwyneth discovered an appropriate method to step away from her new supervisor without causing any offense. She shared the situation with her agent and a select group of close acquaintances, such as Pitt, who are part of her inner circle and family.
On May 2nd, 1995, in New York City, just a few months prior to the commencement of filming Emma, Brad Pitt and Gwyneth Paltrow were present at the premiere of Hamlet on Broadway, with Ralph Fiennes as the lead actor.
Pitt recognized that Gwyneth was extremely frightened following her meeting with her superior. Additionally, he was aware that she had agreed to star in two films under his direction. Subsequently, he approached Harvey Weinstein, who happened to be attending the same premiere.
In that instant, I was simply a lad hailing from the Ozarks on the playground, and it was in this capacity that we encountered various situations, as he later recounted. He communicated something akin to, “Should you cause her discomfort once more, I will end your life,” to Weinstein.
Pitt moved back to Gwyneth, sharing with her what he had discussed. Later on, she would recall it as Pitt forcefully pushing Weinstein against the wall. ‘He utilized his celebrity and influence to shield me during a period when I didn’t have fame or power yet,’ she stated.
Following the heated encounter, Weinstein phoned Gwyneth. For a considerable duration she recalled, he shouted at her, menacingly promising to sabotage her acting career. In an interview with The New York Times, she admitted feeling apprehensive about losing her role in Emma and requested that their interactions maintain a professional demeanor.
Weinstein contested her account of the incidents. In an email, he acknowledged asking Gwyneth for a massage and admitted to offering an apology. Furthermore, he stated that he didn’t make any threats towards her following Pitt’s confrontation, and also expressed regret to Pitt.
He thought that Gwyneth had pardoned him for his advance, as he stated: “Our professional partnership and friendship wouldn’t have been possible if she hadn’t forgiven me.
In that scorching summer, I tagged along with Gwyneth to bustling London for the shooting of Emma. I carried a trusty backpack, while she handled about five bulky suitcases.
If she had been traveling on her own, the studio would have provided her with the same simple lodging as everyone else in the production team. However, Brad and Gwyneth required a disguise for some reason.
During one segment of the production, they reserved a luxurious suite at the prestigious Berkeley Hotel in Knightsbridge. The movie executives arranged for some unique accommodations for Pitt, enabling him to have dinner casually in a T-shirt, which is usually against dress code for gentlemen who are expected to wear jackets.
In spite of its seeming harmony, signs of strain were becoming apparent within their relationship. While shooting, Gwyneth confided in a team member that Pitt might not be the best fit for her, and she even admitted to harboring feelings for Hugh Grant.
In my own narrative, I recognize myself as a young lady raised amidst the Upper East Side elite, with a prestigious private-school background and connections to Wall Street lineage. On the other hand, he hails from Missouri, brought up in a devout, traditionally minded household. As a child, Pitt regularly attended church services and was baptized around the age of nine.
She explained to the interviewer that Brad and she came from vastly distinct backgrounds. As a result, when they dine out and order caviar, she feels compelled to clarify for Brad, “This is Beluga and this is Oscietra.
Then there was Pitt’s habitual tardiness, which drove Gwyneth — who was always punctual — crazy.
In addition, some of Gwyneth’s closest friends didn’t think she and Pitt were right for each other.
Throughout my high school journey, I found myself immersed in Christian revivals, moments where I was deeply touched by the Holy Spirit’s presence, as I look back on it now. On the other hand, rock concerts were generally discouraged within our community.
In college, Pitt began doubting his religious beliefs and identified as an atheist, whereas Gwyneth found it hard to connect with the deep faith of his family and often joked about it with her peers.
It appeared that their mutual popularity was the primary similarity, but those who knew her found it insufficient to sustain a relationship.
In March 1997, Caroline Doyle, an editor-in-chief at Russian Marie Claire and a former classmate of Gwyneth’s, persuaded her to go to the launch event for their magazine in Moscow. This turned out to be a significant promotional success for the magazine, as Brad Pitt also attended. Since Brad Pitt was popular in Russia, while Gwyneth wasn’t at that time, this was quite noteworthy.
For the benefit of spectators, they portrayed the perfect pair, with Gwyneth appearing to settle down comfortably with Pitt, according to a friend. She often prepared meals at home and arranged outings as a duo.
She wouldn’t just shop at ordinary stores; she’d visit high-end fashion boutiques to select her attire. At times, Brad would express his opinion, such as “Isn’t that a bit see-through for you?” or “Don’t you think that might be too revealing?


Gwyneth shone brightly, and her life was transforming into a string of privileges. It wasn’t long before deliveries of complimentary designer handbags and garments began showing up at the new residence she shared with Pitt.
She secured complimentary airline tickets for her companions to travel on the Concorde, a luxury overnight stay in a prestigious hotel’s presidential suite in Paris, and dinner bills were often covered during dining out. Frequently, she required security escorts due to increased protection needs.
Deep down, tensions in Gwyneth Paltrow’s 18-month relationship with Brad Pitt were constantly troubling her. On several occasions, after Emma (presumably a friend or confidante), she would visit makeup artist Kevyn Aucoin’s apartment in Manhattan and weep about Pitt, often finding solace on the large couch in his spacious living room.
As I delved deeper into understanding her personality traits, it appeared to me, much like Pitt could potentially exhibit behavior that’s verbally and emotionally harsh. Despite my strong desire to be by her side, I found myself feeling uneasy about her achievements and the admiration she garnered.
Aucoin realized that she was apprehensive about giving up the advantage and protection that came from being Pitt’s partner, and the public might of their relationship seemed to blend with her personal feelings towards it in her thoughts.
A person who knew him well stated that his counsel to Gwyneth was consistently straightforward: “It would be best if you terminated it.
Towards the close of 1996, Gwyneth boarded a private jet for Argentina, as Brad Pitt was shooting Seven Years in Tibet there.
On a particular day, he caught Gwyneth off guard by proposing marriage to her on the balcony of his temporary residence, presenting a custom-made diamond engagement ring alongside his proposal. The couple had been in a relationship for two years, with Gwyneth being 24 and Pitt being 33 at the time.
Mostly, Gwyneth’s friends considered Pitt an excellent individual and viewed her as a suitable partner for him. However, they were taken aback by her decision to accept his proposal. Despite the media buzz surrounding their relationship, there appeared to be few shared interests between them. Unfortunately, their union did not last long.
Six months after their split became public, the narrative mainly highlighted Brad Pitt’s contentment. A source suggested that he grew tired of Gwyneth controlling his social life, while another report claimed he felt drained. Yet another rumor alleged that Gwyneth canceled the wedding due to Pitt’s anxiety about making such a significant commitment.
As a lifestyle expert, I find it intriguing to delve into the less-discussed aspects of celebrity relationships, such as that of Gwyneth Paltrow and Brad Pitt. Despite the numerous speculations surrounding their breakup, what often went unacknowledged was that Gwyneth had legitimate concerns – not about Brad’s partying lifestyle.
In truth, there were no clear-cut explanations provided by either party regarding the reasons for their separation. However, I remember whispers of a rumor suggesting that the breakup may have originated from allegations of infidelity on Gwyneth’s part while she was filming the romantic comedy “Sliding Doors.” Nonetheless, these rumors were never confirmed by either party involved.
In Taffy Brodesser-Akner’s 2018 profile for The New York Times Magazine, it was suggested that Gwyneth Paltrow had a romantic involvement with her Sliding Doors co-star, John Hannah, while she was in a relationship with Brad Pitt.
The following year when asked about it in Vanity Fair, I evaded by saying, ‘Aren’t many individuals like this? Ever since I’ve been dating, there has been a phase where one searches for the person they wish to journey alongside.’
However, you believed you’d discovered your soulmate, as Cathy Horyn put it. But Pitt corrected, ‘I made a mistake. It seems you’ll need to discover that on your own.’
In later interviews, Gwyneth blamed herself. In 2017, she said: ‘I f****d that up, Brad!’
In an interview with Howard Stern back in 2015, she openly expressed that she had fallen deeply in love with him. He was incredibly handsome and kind-hearted, almost like Brad Pitt to me. Unfortunately, when we parted ways, my father was heartbroken.
My dad treated him as if he were his own son. At the time, I was just a young man. We first met when I was 22 years old. It wasn’t until I turned 40 that I finally started to understand things more clearly. You can’t make such important decisions at 22 years old. I wasn’t mature enough, and he was too deserving of better.
In August 2000, I was asked about my feelings regarding Brad Pitt’s marriage to Jennifer Aniston the month prior. I found myself wondering if this question was genuinely being posed to me. In good faith, I stated that I couldn’t discuss matters of such nature. My gaze, as reported, held a certain intensity.
Actually, Gwyneth admitted to her friends that she felt a pang of sadness upon learning they were tying the knot. Moreover, she frequently expressed her opinion that Brad’s choice in women is questionable.
Years following her split with Pitt, Gwyneth Paltrow established a friendly bond with Aerin Lauder, the granddaughter of Estee Lauder’s founder, by becoming one of their prominent brand ambassadors.
During a conversation over dinner, I overhead them discussing Mr. Pitt. From what I gathered from their discussion, it was insinuated by Gwyneth that he might not be the sharpest tool in the shed.

It was initially said that Gwyneth Paltrow first encountered Ben Affleck at a dinner with Harvey Weinstein in late 1998. However, it’s been clarified that they actually met the year prior, during a press day for Miramax’s movie “Good Will Hunting,” where Affleck and Matt Damon co-starred.
Affleck and Gwyneth Paltrow share more common upbringing roots than Brad Pitt does. Both were raised in Massachusetts, with Affleck hailing from Cambridge and his mother having attended a school nearby the Upper East Side, close to Gwyneth’s alma mater Spence. Moreover, they both went on to attend Harvard. However, their family backgrounds had challenging aspects: Ben’s father was a playwright who struggled with alcoholism and left home at an early age.
In those days, I found myself battling my inner demons – alcoholism and an insatiable urge to gamble. Coincidentally, this was around the same time I crossed paths with the brilliant Gwyneth. Although our minds synced perfectly, there were concerns from her circle of friends about me, mainly due to my struggles with addiction and at times, questionable displays of affection towards her.
In the whirlwind of my freshly acquired celebrity, I found myself grappling with its intricacies and longed for the familiar comforts of my inner circle. At times, it felt as if my friends noticed that the allure of gaming sessions at home with the boys overshadowed the charm of being with Gwyneth – a conundrum I couldn’t help but find myself entangled in.
Despite Ben Affleck’s inability to provide the same level of dedication and focus that Gwyneth Paltrow displayed towards him, it could have been challenging for her to let go of their strong attraction.
She candidly discussed her pleasure in their intimate relationship, a facet of her humorously frank personality that her friends were familiar with, but remained hidden from the public eye.
In a candid conversation with Kevyn Aucoin, I openly shared my appreciation for a specific intimate act performed by Mr. Affleck. Reflecting on this, I expressed to Harper’s Bazaar in 2001 that I embrace my sexuality wholeheartedly, stating: “I am a very sexual person.
In 2024, she appeared on the Call Her Daddy podcast where she praised host Alex Cooper by saying Ben was an exceptionally skilled lover in a technical sense.
However, their bond with Affleck started showing signs of strain within just a few short months. Friends grew concerned as they observed that despite her efforts to prepare extravagant meals for him, he often opted to socialize with his own circle instead.
While in Savannah, Georgia filming Forces Of Nature with Sandra Bullock, Affleck reportedly became acquainted with a local beauty. It’s rumored that this woman frequently visits Affleck’s home and they have been using his backyard pool together, not just for swimming. However, one of Affleck’s friends dismissed any suggestions of trouble in his relationship with Gwyneth.
Last month, I was absolutely heartbroken when Gwyneth Paltrow and Ben Affleck called it quits. Their intellectual connection and undeniable chemistry were like a perfect storm, yet his self-destructive tendencies seemed unstoppable. A close friend from back then hinted that these destructive impulses might have extended to actions that betrayed her trust, although this remains unconfirmed. It’s truly disheartening to see such a promising relationship fall apart due to these challenges.
Following the breakup, Gwyneth expressed: ‘Despite their propensity for dishonesty and infidelity, I still appreciate men.’
❗️Excitedly, I can’t wait for the upcoming release of “Gwyneth” by Amy Odell, available on July 31st! Mark your calendars, because you won’t want to miss this must-read book from Atlantic Books (retailing at £20)!
📚 If you act quickly, you can secure a copy for only £18 – that’s an exclusive offer available until 09/08/25. Plus, shipping is free in the UK on orders over £25 when you shop through mailshop.co.uk/books!
📞 Or, if you prefer to order by phone, simply give them a call at 020 3176 2937 and get your copy of “Gwyneth” today!
Don’t miss out on this fantastic opportunity to immerse yourself in an amazing story – order your copy now! 📚🎉
TOMORROW Consciously uncoupling from Chris Martin – and Madonna.
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