The Most Scandalous Celebrity Affairs of All Time (2025)

Princess Diana with James Gilbey

In 1992,The Sunreleased a transcript of a recorded conversation the princess had with heralleged lover, James Gilbey, in which he called her "Squidgy." At the time, she was still married to the Queen of England's oldest son, Prince Charles, who was having an affair of his own with future second wife Camilla Parker Bowles.

Arnold Schwarzenegger with Mildred Baena

Schwarzenegger's affair with his housekeeper, Mildred Baena, was kept a secret for 14 years—even after he fathered a childwho looks exactly like himwith her. "You can't go back—if I could, in reality, be Terminator, of course I would go back in time and would say, 'Arnold...no,'" he toldMen's Journal."You know, it's always easy to be smart in hindsight. That's not the way it works."

Alex Rodriguez with Madonna

While married to Cynthia Scurtis, the Yankees player had an affair with Madonna. A source close to Scurtis toldPeoplein 2008, “The embarrassment over Madonna was the last straw [for Scurtis]. She flew to Paris to get out of town before everything blew up between them." A-Rod wound up paying Scurtis adivorce settlement of $26 million.

Jesse James with...many women

In 2010, at least four women came forward to say they had affairs with James while he was still married to Sandra Bullock. In an interview with theDaily Mail,James admitted to cheating. “Yeah, I did cheat on my wife, yeah, I stood up and took accountability for it and apologized. And that's the end of story," he said.

Livia Firth With a Childhood Friend

In March 2018, Colin Firth's wife Livia Giuggioli came forward saying thatshe'd had an affairwith a childhood friend, journalist Marco Brancaccia, while she and her husband were briefly separated. The Firths have now accused Brancaccia of stalking Livia, alleging that he has "carried out a frightening campaign of harassment over several months, much of which is documented,"according to The Times.

James Cameron with Suzy Amis

While filming the movieTitanic,Cameron fell for actress Suzy Amis, who played Lizzy Calvert at the beginning of the movie. The director lived with girlfriend Linda Hamilton at the time, and reportedly began going back and forth between Hamilton and Amis, but ultimately decided to marry Hamilton. Themarriage lasted only eight monthsbefore he went back to Amis.

Prince Charles with Camilla Parker Bowles

Soon after Princess Diana's affair was made public, so was Prince Charles' own daliance with hislifelong friend Camilla Parker Bowles. An Australian magazine released a transcript of their sexy bedtime phone calls, which memorably featured the two discussingwhat it would be like if Charles were to be Camilla's tampon(really). The scandal contributed to Diana and the Prince of Wales finally getting divorced. He married Bowles in 2005.

Kristen Stewart with Rupert Sanders

Fans were very disappointed when photos surfaced of Stewart and Sanders getting a little too close. She was very famously dating herTwilightco-star Robert Pattinson, and they ended their relationship over the affair.

“I lit my universe on fire and I watched it burn,” she said inan interview.“Speaking very candidly, it was a really traumatic period in my early 20s that kick-started something in me that was a bit more feral.”

Hugh Grant with Divine Brown

In 1995, Hugh Grant wascaught with a sex workernamed Divine Brown and arrested for "lewd conduct" in a public place. At the time, he was with his longtime partner, Elizabeth Hurley, who tried to work through the incident. She ended up leaving Grant five years later.

Meg Ryan with Russell Crowe

Ryan had an affair with herProof of Lifeco-star Russell Crowe while still married to her husband Dennis Quaid—and people couldn't help but notice thesimilarities between the movie's plot and her IRL affair.

Tiger Woods with multiple women

Things were already going downhill in Woods' marriage with Elin Nordegren when—shortly after he crashed their car in 2009—reports of Woods'affairs with multiple womencame out. Allegedly, he had 13 different partners.

Tori Spelling with Dean McDermott

Both Spelling and McDermott were married when they started their affair. Spelling toldEntertainment Tonightthat the twohad sex the first night they met.Their relationship started when they worked together on the TV movieMind Over Murder.

Brad Pitt with Angelina Jolie

One of Hollywood's most earth-shattering affairs. Jolie fell hard for Pitt while they wereworking on the set ofMr. and Mrs. Smith—though she claimed nothing happened before Pitt's separation from Jennifer Aniston.

Jude Law with the nanny

During hisengagement to Sienna Miller, Law reportedly cheated with his children's nanny (he has three kids with his ex wife, Sadie Frost). Turns out Miller was also having her own affair with herLayer Cakeco-star, Daniel Craig.

Frank Sinatra with Ava Gardner

Sinatra becameinfatuated with Gardnerwhen he first met her, but it took her some time to come around to him. They eventually fell in love while the singer was still married to his wife Nancy Barbato, whom he divorced for Gardner.

Josh Duggar with a woman from Ashley Madison

The former19 Kids and Countingstar actually paid for an "affair guarantee" through the cheating website Ashley Madison. He and wife Anna remained together through the incident.

Harrison Ford with younger women

Harrison reportedly was seeing younger women while he was with Melissa Mathison. Before deciding to officially separate, they released aa joint statementthat said they had been living apart for a while. "We sincerely hope that we can work out our differences." When it didn't work, theyseparated in 2004.

Sarah Ferguson with John Bryan

"Fergie" (as she is often called) took a trip with American financial advisor John Bryan, and he was spottedinfamously nibbling on her toes. She was still married to Prince Andrew, the Queen's second son, at the time. They divorced in 1996, just one month before Princess Diana and Prince Charles did.

Spencer Tracy with Katharine Hepburn

During theirinfamous 25-year love affair, Tracy remained married to his wife Louise. The couple co-starred in nine movies together, but always lived separately. Only after Tracy's wife passed away did Hepburn come forward about their relationship.

Mark Phillips with Heather Tonkin

While still married to the Queen's only daughter, Princess Royal Anne, Mark Phillipsfathered a love childwith a New Zealand woman named Heather Tonkin. The news of the affairled to his and Anne's divorce in 1989.

Donald Trump with Marla Maples

Before he was with Melania, the current POTUS was married twice. His first marriage to Ivana Trump endedafter reports of his affairwith Maples (she became his second wife).

Marilyn Monroe with Arthur Miller

Monroe had an affair with playwright Arthur Miller, whowrote her lustful lettersduring her marriage to Joe DiMaggio. She filed for divorce from DiMaggio in 1954 and he wrote her his own letter, begging her to come back. Monroe eventually married Miller.

Peter Townsend with Princess Margaret

TheRoyal Air Force Officerspent a lot of time behind closed doors with the princess—because he was already married. Townsend went on to leave his wife for Margaret, but being in the spotlight kept them from ever marrying.

John F. Kennedy with Marilyn Monroe

Monroe's sultry "Happy Birthday" to the presidentspurred rumors of an affair between the two. Monroe was also rumored to have had relations with JFK's brother, Robert F. Kennedy.

David Letterman with employees of his show

Six months after he married his longtime girlfriend Regina Lasko,Letterman admitted(after being threatened with blackmail) that he "had sex with women who worked for [him] on the show."

Humphrey Bogart with Lauren Bacall

One ofHollywood's greatest love stories, began as a marital affair. Bogart, who was 25 years older than Bacall, fell in love with her while working on their filmTo Have or Have Notin 1944. His relationship with his alcoholic wife was slowly falling apart, and right after his divorce was finalized, the co-stars were married.

Eddie Fisher with Elizabeth Taylor

In the 1950s, Fisher and Taylor had one of the most scandalous affairs in Hollywood history. He was married to Debbie Reynolds at the time, and divorced her for Taylor.

Elizabeth Taylor with Richard Burton

Taylor's marriage to Eddie Fisherended the same way it started—with an affair. The actress left her husband for herCleopatraco-star Burton.

Woody Allen with Soon-Yi Previn

Allen began an affair with his longtime girlfriend Mia Farrow'sadoptive daughterin 1992. The scandal was revealed when Farrow found nude photos of Previn that were taken by Allen. Though he was highly criticized, the director still decided to marry Previn in 1997.

Ingrid Bergman with Roberto Rossellini

Back in the '40s, the Italian director received a letter from Bergman suggesting that theirwork should be more flirty. Despite being married to other people, their affair started soon after she was cast in his filmStromboli.

Hulk Hogan with Christiane Plante

The professional wrestler's wife, Linda Claridge, divorced him after finding out about Hogan's relations with Christiane Plante. Claridge walked out of the marriage with$30 million.