What Brad Pitt's Exes Have Said About Him

The following article contains references to domestic violence and sexual assault allegations.

For many folks, crushing on Brad Pitt is almost a rite of passage. Everyone from Kaley Cuoco to Martha Stewart has confessed to being utterly besotted by the Hollywood superhunk. From his breakthrough role as the sexy yet scheming cowboy in "Thelma & Louise" to his demonstration of his more soulful side in "Meet Joe Black," Pitt has certainly left his admirers with numerous thirst traps. While us mere mortals can only ponder what it must be like to date an A-lister, the ladies in this rundown have had the opportunity to actually lock lips with him — and more. 

Throughout the years, he has dated a bevy of women, including both ordinary folks and fellow Tinseltown darlings. And aging hasn't stopped the star from enjoying an active personal life. Since his split from Angelina Jolie, some have argued that he has been linked to a number of not entirely age-appropriate women. In 2022, for instance, he was rumored to be courting Emily Ratajkowski. More recently, Pitt has been linked to Ines de Ramon, who, like his aforementioned reported paramour, is almost 30 years his junior. 

Age may be just a number, but these gaping age gaps have led to fans seeing the once beloved and seemingly affable star in a different light. Such negative perceptions have no doubt been compounded by accusations of domestic violence levied by Jolie. Subsequently, while many of his former girlfriends have lavished praise upon him, not all of Pitt's former flames share those sentiments. Let's find out what Brad Pitt's exes have said about him.

If you or someone you know is dealing with domestic abuse, you can call the National Domestic Violence Hotline at 1−800−799−7233. You can also find more information, resources, and support at their website.

Kim Hubbard only has kind words for Brad Pitt

Kim Hubbard is believed to be Brad Pitt's first ever girlfriend, with the pair having dated in high school from the ages of 13 to 15. In 2014, Hubbard chatted to the Daily Mail about her adolescent romance with the Hollywood heartthrob. Growing up in the Midwest in the '70s, she said that the childhood sweethearts would often go ice skating and attend sporting events together, praising her ex's athletic abilities. 

Subsequently, she said that the A-lister was the best first boyfriend she could have asked for. "I think everybody knew he would be successful in whatever he would do," Hubbard reflected. "I just knew. He just had a personality that attracted people, he had leadership skills, and he was sweet and kind." The teens soon went their separate ways, and Hubbard married baseball-player-turned-coach Howard Bell, a friend of Pitt whom Hubbard described as a local celebrity. Meanwhile, Pitt famously wed Angelina Jolie, whom Hubbard said she believed was the right woman for her former beau. Accordingly, she was asked whether she regrets not staying with Pitt. "In my dreams!" Hubbard joked. "But no, I've never really thought about it. I do know that my story went a different way." 

Sadly, her husband died of ALS in 2013. Subsequently, Hubbard asked Pitt to take part in the ice bucket challenge to help raise awareness of the degenerative disease. However, Pitt did not take part in the challenge.

Sinitta said Brad Pitt was an amazing kisser

In the 1980s, Brad Pitt dated singer Sinitta, who is best known for her 1985 hit "So Macho." According to Sinitta, the pair had a hot 'n' heavy romance that never veered into serious territory. In an interview with Absolute Radio, she recalled the lovers' first date, confessing that the thirsty pair ended up rolling around on the floor of the VIP box during a show at the Royal Albert Hall.

Despite dating a Hollywood icon, Sinitta said that she never had any interest in her ex's budding A-list status. "To be honest, he was just a jobbing actor," she told New Magazine, a subsidiary of OK!. "He was in 'Dallas' for a bit, but I never watched that, so I didn't know or care if he was a good actor or not, he was just a really cute, fun guy who I fancied." After two years of dating, the attractive twosome parted ways in 1988, due to the difficulty of maintaining a long-distance relationship.

The couple's romance may have ended decades ago, but Sinitta is still spilling the deets on her rendezvous with Pitt. During her 2011 appearance on "I'm A Celebrity" (via the Irish Independent), she confessed that her attraction to the actor was largely physical, noting that he was a skillful lover. "He was beautiful with the most amazing body," she declared. Likewise, in her 2016 interview on "Alan Carr's New Year Spectacular" (via the Daily Mail), Sinitta divulged that Pitt was equally as good at smooches.

Jill Schoelen praised Brad Pitt's lyricism

Another of Brad Pitt's '80s gals, Jill Schoelen starred in classic horror fare such as "The Stepfather" and "Popcorn." In 1988, she met Pitt during the filming of one such horror flick, "Cutting Class." During an appearance on the "Happy Horror Time" podcast, Schoelen revealed that she had staved off dating actors when she met Pitt, having just had her heart broken, but a pal persuaded her to go on a date with him.

Unlike his previous casual flings, Pitt's relationship with Schoelen was serious and the pair became engaged. Radar published a collection of love letters that Pitt apparently wrote to his then-fiancée, with the star reportedly declaring, "I can't stop thinking about you. I don't feel complete without you next to me." Schoelen was understandably moved by her beau's romantic lyricism and had nothing but praise for her famous ex. "Brad wrote me one of the most beautiful poems a man can write a woman," she gushed to Radar. "I thought he was so deep and soulful."

Despite these swoon-inducing love letters, the couple's engagement was called off in 1989. Chatting to The Sun (via CTV News) in 2011, Pitt disclosed that he was heartbroken when Schoelen left him for a film director. The actor had supposedly spent all but $200 of his life savings to fly to Hungary to see his lady love, only for her to dump him. Ouch. He needn't have worried, however, as another '80s lover was waiting right around the corner...

Elizabeth Daily defended her ex

Following his 1989 split from Jill Schoelen, Brad Pitt quickly moved on to actor Elizabeth Daily (also known as E.G. Daily). Appearing in Pitt's "E! True Hollywood Story" (via Hollywood Life), Daily reflected fondly on her former boyfriend. "My first impression of Brad [Pitt] was that he was a very deep-souled guy," she said. "He was very up and coming. I just knew that he was super cute, and there were a lot of things that we connected on."

In 2016, she passionately defended her ex during a sit-down with the Daily Mail. At the time, Pitt was facing accusations of domestic violence following an alleged violent altercation with his young son, Maddox, and then-wife Angelina Jolie on a plane. However, Daily claimed that Pitt couldn't possibly be guilty of the claims levied at him. "Brad isn't an aggressive man. Not at all. ... I know Brad doesn't behave in that kind of manner," she asserted. Though she admitted that she hadn't spent time with Pitt in many years and didn't know the precise circumstances of the allegations, Daily insisted that violence was antithetical to the A-lister's character. "He's very laid back, very earthy. ... He was never someone that was super Hollywood, he was a very calm and gentle guy," she added. 

Moreover, Daily suggested that Jolie may have provoked Pitt. But as domestic abuse campaigners highlight, the notion of women provoking men into violence is a dangerous myth propagated to absolve abusers of their actions.

If you or someone you know is dealing with domestic abuse, you can call the National Domestic Violence Hotline at 1−800−799−7233. You can also find more information, resources, and support at their website.

Juliette Lewis said her romance with the actor was sophomoric

When Juliette Lewis began dating Brad Pitt, she was reportedly just 16, while he was a decade older. In a 1993 interview with the Los Angeles Times, she revealed that she met Pitt when they filmed the TV movie "Too Young to Die?" three years earlier. "I already liked him as an actor, plus you gotta respect somebody who's in the same field as you," she said of her beau. At the time, they had completed filming their second project together, "Kalifornia." However, the pair split up soon after.

Opening up about the relationship to The Guardian, Lewis admitted that she looks back on it as little more than youthful folly. Nevertheless, she only had fond memories of Pitt, whom she said she genuinely loved. "He's not in my universe at all now," she admitted. "It seems like a high-school relationship because now he's a very famous person." Although initial reports suggested that the couple dated for three years, she said that they were actually together for four years, seemingly corroborating claims that she was 16 when she met the older actor. She also stated that the media attention she and Pitt generated had a negative effect on their relationship.

Chatting to the Daily Mail in 2010, she confirmed that she was still in high school when she dated the star. "I was a teenager at the time," she disclosed. "It's a lifetime away. I was in my high-school years and it was a wonderful, loving relationship."

Gwyneth Paltrow has nothing but love for her ex

Brad Pitt and Gwyneth Paltrow began dating when they made "Seven" circa 1994. Chatting to the Los Angeles Times in 1996, Paltrow admitted that she was initially oblivious to Pitt's attraction to her. "When Brad and I met, he says, it was obvious that he liked me and that I was an idiot," she joked. "But I had no idea. I thought he was just really friendly. And then I started getting a crush on him."

The pair got engaged that year. In a joint Goop interview, she recalled how her father, the late director Bruce Paltrow, wept when the couple announced their engagement, as he saw Pitt as a second son. Although the duo split up soon after, Gwyneth Paltrow told ET Canada that she has nothing but love for her ex-fiancé, with whom she had a happy relationship. Accordingly, the pair remain great friends.

Sadly, as loving as their romance may have been, it was also blighted by trauma. In 2017, Paltrow opened up about being sexually harassed by Harvey Weinstein. Speaking to Howard Stern in 2018, she revealed that she told Pitt about Weinstein's alleged inappropriate advances, and he confronted the movie mogul, threatening him to leave his girlfriend alone otherwise he would kill him. "I love him for this. ... It was so fantastic because what he did was he leveraged his fame and power to protect me at a time when I didn't have fame or power yet," she said. Thereafter, Paltrow noted, Weinstein left her alone.

If you or anyone you know has been a victim of sexual assault, help is available. Visit the Rape, Abuse & Incest National Network website or contact RAINN's National Helpline at 1-800-656-HOPE (4673).

Jennifer Aniston was devastated by her split from Brad Pitt

Undoubtedly one of the biggest celeb power couples of the turn of the millennium, Brad Pitt and Jennifer Aniston had a much publicized marriage. The couple tied the knot in 2000 and quickly became a tabloid staple.

When discussing Pitt, Aniston was hesitant to gush over her husband. In fact, in a 2003 interview with W magazine, she dismissed the notion that her hubby was the love of her life. "Is he the love of my life?" she pondered. "I think you're always sort of wondering, 'Are you the love of my life?' I mean, I don't know, I've never been someone who says, 'He's the love of my life.' He's certainly a big love in my life."

In 2005, Aniston filed for divorce, citing irreconcilable differences. At the time, there was considerable speculation as to whether Pitt had embarked on an affair with his "Mr and Mrs Smith" co-star, Angelina Jolie. Speaking to Vanity Fair the following year, Aniston admitted that she was devastated by the divorce, with the outlet noting that she cried during the interview. However, she acknowledged that Pitt did not mean to hurt her by cavorting publicly with Jolie. "Brad is not mean-spirited," Aniston said. "He would never intentionally try to rub something in my face. ... There's a sensitivity chip that's missing." However, any lingering bad blood between the exes has since dissipated, with Aniston telling Howard Stern (via People) in 2021 that she and Pitt are pals.

Angelina Jolie expressed ambivalent feelings toward her ex-husband

Chatting to Vogue (via Jolie-Pitt Press) in 2007, Angelina Jolie said that neither she nor Brad Pitt were looking for a new relationship when they met on the set of "Mr and Mrs Smith" in 2003. But in time, she found herself falling for her co-star, with whom she went public in 2005. "We push each other to be better," she said. "Even if it's just a better bike rider or a better pilot. ... He's somebody I admire based on the way he lives his life. And that's why I'm with him."

The couple welcomed six children but didn't tie the knot until 2014 (they previously said they would not get married until same-sex marriage was legalized in the U.S.). In 2013, Jolie wrote an essay for The New York Times, in which she revealed she had undergone a preventative double mastectomy due to a genetic predisposition for breast cancer, praising Pitt for supporting her throughout her health scare.

Since the couple's split in 2016, Jolie has seemingly reassessed her thoughts on Pitt. Speaking to The Guardian in 2021, she hinted at the pair's relationship being troubled for a long time, possibly a reference to the aforementioned domestic violence allegations she would go on to make against her ex-husband. "There's a lot I can't say," Jolie reflected. "I think at the end of the day, even if you and a few people you love are the only people who know ... what you've suffered, you come to be at peace with that."

If you or someone you know is dealing with domestic abuse, you can call the National Domestic Violence Hotline at 1−800−799−7233. You can also find more information, resources, and support at their website.