Celebrity cheating scandals aren’t out of the norm, but when you bring a much younger partner into the equation, people are even more fascinated and outraged. These situations bring to light unethical power imbalances, with the older (often wealthier) star using their influence and status to control their younger partner. And when a famous person cheats with a younger person, it can feel like years of shared history are being thrown in the garbage to upgrade to a newer, more exciting model. Here are the top celebrities who allegedly cheated on partners who are much younger than they are.
Kris Jenner
Kris’s affair with Todd Waterman back in 1989 will live on in reality TV history forever. Kris admitted that it was a major mistake to have an affair with the younger soccer player, but said it made her feel “young, attractive, sexy, and alive.” In 2012, Waterman called their affair a “wild” and “magical” whirlwind, but Kris has clearly expressed her regrets about it over the years, saying she was “really young and dumb” on an episode of “The Kardashians.”
Jada Pinkett Smith
Jada and Will have had their ups and downs over the years, but jaws dropped when she admitted on “Red Table Talk” that she got into her now-famous situationship with R&B singer August Alsina, calling it an “entanglement.” For August, the relationship wasn’t casual. He said he “deeply loved” Jada and even claimed that Will had given his blessing to their affair.
Madonna
Gossip has swirled over the years that, when Alex Rodriguez’s marriage collapsed in 2008, Madonna was involved. At the time, she was 50 and married to Guy Ritchie, but linked to the 33-year-old athlete who was wed to Cynthia Scurtis. That summer, Scurtis’s reason for filing for divorce was “extramarital affairs” and “marital misconduct.”
Ben Affleck
Ben Affleck and Jennifer Garner announced their breakup in 2015, and days later, it was revealed that Ben had a secret affair with the couple’s 28-year-old nanny, Christine Ouzounian. While he initially denied it, Ouzounian called it “true love” and even shared photographic proof. People magazine alleged that Garner found out about the affair while in the Bahamas with the whole family.
Hugh Grant
In 1995, this actor was arrested in LA for a “lewd conduct” charge with 23-year-old sex worker Divine Brown. At the time, he was in a relationship with fellow actor Elizabeth Hurley, who was much closer to his age than Divine. Grant was fined, sentenced to probation, and issued a public apology, calling himself an idiot, and Hurley said it “felt like she had been shot” when the news came out.
Ashton Kutcher
In her candid memoir, Demi Moore revealed that her ex-husband Ashton Kutcher had been unfaithful multiple times during their marriage, including once with a 21-year-old during a movie shoot. In the book, she revealed they had a threesome, which was her attempt to please him and “put him first,” but she said the threesomes ultimately were a way to justify future infidelity.
Ozzy Osbourne
Ozzy cheated on his long-time wife Sharon with hairstylist Michelle Pugh—an affair that started in 2012 and was kept secret until 2016. Pugh was 20 years Ozzy’s junior and spoke of how serious their relationship was and how cherished the rock star made her feel. Ozzy, on the other hand, called their relationship “purely physical” and a result of his sex addiction.
Arnold Schwarzenegger
The former bodybuilder’s affair with Mildred Baena was more than a scandal. It led to the birth of a child. He was married to Maria Shriver and managed to keep the secret for over 10 years until his wife confronted him in a counseling session. He admitted that he had another son, Joseph, by a former housekeeper. According to Baena, Shriver handled the moment with grace. Arnold’s love child is a mini-me of his father, looking startlingly similar and sharing the same passion for bodybuilding.
