Inside Bradley Cooper's Relationship History

Hollywood heartthrob Bradley Cooper is just about everyone's dream man. The actor shot to fame in 2009 after starring in the comedy film "The Hangover," and in 2011 he was named People Magazine's "Sexiest Man Alive." He has since starred in hit films like "Silver Linings Playbook," "He's Just Not That Into You," and "Burnt," and he can sing too, in case you missed his riveting performance alongside Lady Gaga in "A Star is Born."

So who is the lucky lady on his arm? There have been quite a few over the years. After his brief marriage in the mid-2000s ended in divorce, he dated a slew of well-known actresses, supermodels, and even a political figure. But the actor doesn't want to be defined by his relationship history. "If you're a single man and you happen to be in this business, you're deemed a player. But I don't see myself as a ladies' man," he told People.

Who has Cooper dated? Here's everything we know about Bradley Cooper's relationship history.

As it turns out, you don't need to be a Hollywood actress or supermodel to date Bradley Cooper. After his divorce from actress Jennifer Esposito, the "Silver Linings Playbook" actor dated CAA talent agent Isabella Brewster, who is the younger sister of "Fast and Furious" actress Jordana Brewster. The pair were photographed sitting courtside watching the Los Angeles Lakers play the Minnesota Timberwolves at the Staples Center in March 2009.

Although Cooper and Brewster reportedly dated for about a year, not much is known about their time together. Although, that's not surprising, considering the "Hangover" actor has always been private about his dating life. "I don't necessarily see the upside of it. You know? I don't," he told The Independent when pressed to share something about his personal life. While it's not clear why their relationship ended, it's rumored Cooper dated Denise Richards and Jennifer Aniston shortly afterward Brewster.

Before Olivia Wilde was making headlines for her relationship with Harry Styles, she was linked to Bradley Cooper. In 2011, Cooper was rumored to be dating the "TRON: Legacy" actress, though their romance was never confirmed. The pair reportedly went on a few dates, including the afterparty for "The Hangover Part II" premiere in May. "Olivia was Bradley's date. He was always taking her hand or putting his hand on her lower back, it was really sweet. He took care of her all night," a source told Glamour, adding, "They were definitely together ... [and] they left together. They seemed really comfortable with each other."

Witnesses also saw the couple getting very close in a booth at New York's Top of the Standard. The pair were reportedly very touchy-feely during their conversation, with Wilde wrapping her arm around Cooper and placing her hand on his leg. At the time, both were newly single. Wilde filed for divorce from her husband of eight years, Italian prince Tao Ruspoli, a few months earlier, while Cooper had recently split from Renee Zellweger.

Apparently, Bradley Cooper has a thing for his co-stars. The actor began dating actress Zoe Saldaña after they met on the set of the film "The Words." It's unclear when their relationship started, but the first time they were spotted together was in January 2011 at LA's supper club Greystone Manor. "They were flirting and talking by the DJ booth," a witness told People, noting that they were also in the company of Paris Hilton and DJ Afrojack.

Cooper and Saldaña split only three months later. A source told E! News that while they had great chemistry, their timing was off. "He dumped her, he just doesn't want to be in a relationship at the moment," said the insider. However, in September of that year, they were back on again, and even posed together at the premiere of "The Words." Just like Cooper's ex Renee Zellweger, Saldaña was spotted shopping with Cooper's mother, while the actor waited outside the Mystic Journey Bookstore with his dog. "The two women were engrossed in deep conversation, it looked very serious, and there was clearly a lot of bonding going on," an onlooker told Radar Online.

Cooper seemed serious about the relationship the second time around, as he reportedly turned down Dita Von Teese when she offered to buy him a drink at Farfalla restaurant. Sadly, their reconciliation was short-lived — the couple had plans to spend the holidays together in Paris with Cooper's family but broke up beforehand.

In the spring of 2015, Bradley Cooper began dating Russian supermodel Irina Shayk. They were first spotted together watching "Finding Neverland" on Broadway. The following month, they got cozy at Rihanna's Met Gala afterparty where they partied until the early hours of the morning. They're clearly supportive of each other's careers, with Shayk flying to London to watch Cooper's play "The Elephant Man," and Cooper supporting Shayk at the Givenchy Paris Fashion Week show. The couple often traveled together, from romantic getaways to the Amalfi coast to London to watch Wimbledon.

The couple made their first public appearance together at the L'Oréal Red Obsession Party in Paris after a year of dating. At the 2016 Victoria's Secret Fashion Show, a six-month-pregnant Shayk debuted her baby bump on the runway. Their daughter Lea De Seine was born in March 2017. Cooper rarely talks about his relationships, but he couldn't resist name-dropping Shayk in 2019 while accepting a BAFTA for "A Star is Born." "Most of all I have to thank Irina, for putting up with me for all the music I was trying to make in our basement for a year," he said (via People).

After four years together, Cooper and Shayk broke up in June 2019 but have managed to stay on good terms while co-parenting their daughter. "He's the best father Lea and I could dream of. It always works, but it always works because we make it work," Shayk told Elle.

In October 2023, Bradley Cooper was spotted getting dinner with Gigi Hadid in New York, who had recently split from Leonardo DiCaprio. A few days later, they were photographed removing overnight bags from a car's trunk, suggesting that they enjoyed a weekend getaway together. Soon after, a source confirmed their relationship to People. "[They have] things in common so it's possible to see it progress," the insider said. "It appears super casual now, but they both have kids, big careers, busy lives and understand what life is like in these circles. It's cute ... and there is an attraction." The source added that Hadid has had a crush on Cooper for a while. (Okay, but who doesn't?)

If you're wondering how they met, the answer might surprise you. It's reported that Cooper met Hadid through his ex, Irina Shayk. While Cooper's ex may be cool with the new relationship, it's rumored that Hadid's ex, "One Direction" star Zayn Malik, isn't. "Zayn has gotten wind of it and he hates it," a source told the Daily Mail.

The couple have since been spotted on multiple dates in New York City, including a trip to the theater to watch "Danny and the Deep Blue Sea." The couple are reportedly smitten with one another. "Their relationship is on steroids. It's getting serious very quickly. They are together every day," a source told Page Six. We'll have to wait and see if Hadid's The One!