Celebrities Who Have Been Engaged More Than Five Times

Hollywood is known for fast-moving romances and famous relationships, often involving multiple engagements. Many iconic actors and actresses are just as well-known for their dating history as they are for their films and performances. These celebrities often go through the ups and downs of commitment with several marriages and public proposals over the years. Following their romantic lives provides a captivating look into the personal experiences of some of entertainment’s biggest stars.

Zsa Zsa Gabor

Zsa Zsa Gabor was a glamorous Hungarian-American actress and socialite, best known for being married nine times. She tied the knot with well-known personalities like hotelier Conrad Hilton and actor George Sanders. Gabor was famous for her lavish lifestyle, witty comments about her husbands, and appearances in films such as ‘Moulin Rouge’ and ‘Lili’. She remained a popular figure in the tabloids throughout her life, and her many marriages largely defined her public image until she passed away in 2016.

Elizabeth Taylor

Elizabeth Taylor was a celebrated actress famous for both her incredible performances and her eventful personal life. Over the years, she married eight times, to seven different husbands, and her relationships – including those with Conrad Hilton Jr. and Michael Wilding – were constantly followed by the media and the public. Her two marriages to fellow actor Richard Burton, which began after they met filming ‘Cleopatra’, were particularly well-known. Taylor’s talent shone in films like ‘Who’s Afraid of Virginia Woolf?’ and ‘Cat on a Hot Tin Roof,’ and she remained a subject of public fascination throughout her long career.

Mickey Rooney

Mickey Rooney was a beloved actor who entertained audiences for nearly nine decades. He was known for starring in iconic films like ‘National Velvet’ and the ‘Andy Hardy’ series, and also for his personal life, which included eight marriages – his first to the celebrated Ava Gardner. Throughout his long career, Rooney’s professional successes and romantic relationships were often public topics of conversation. He continued working and dedicated himself to acting until his death in 2014.

Larry King

Larry King was a famous television host, well-known for his show ‘Larry King Live,’ where he interviewed countless world leaders and celebrities. Throughout his life, he was married eight times to seven different women, including twice to Alene Akins, and his last marriage to Shawn Southwick lasted for more than twenty years. His many marriages and proposals often made headlines, and he is remembered for his lasting impact on broadcasting and journalism.

Lana Turner

Lana Turner was a hugely popular actress and model in the Golden Age of Hollywood, known for her beauty and starring roles in films like ‘The Postman Always Rings Twice’. She was discovered as a teenager and became a symbol of classic glamour. Her personal life was famously dramatic, with eight marriages to seven different husbands, and her relationships with figures like Artie Shaw and Stephen Crane were often splashed across gossip magazines.

Artie Shaw

Artie Shaw was a famous jazz clarinetist and bandleader, well-known for both his music and his personal life. He was married eight times, to women including actresses Lana Turner, Ava Gardner, and Evelyn Keyes. Despite achieving great success with his popular big band and hits like ‘Begin the Beguine,’ Shaw was a restless man who often left the music scene at the peak of his career. His many marriages mirrored his complicated personality and his ongoing search for happiness and intellectual connection.

Stan Laurel

Stan Laurel, famous as one half of the comedy duo Laurel and Hardy, had a complex personal life, marrying eight different women – and some of them more than once. His relationships were often troubled by legal issues. While known for making audiences laugh, especially in films like ‘Way Out West’, Laurel was the driving creative force behind much of the duo’s work. Today, he’s celebrated as a groundbreaking figure in slapstick and cinematic comedy.

Arline Judge

Arline Judge was an American actress best remembered for being married eight times, often to well-known and successful men. She acted in many movies in the 1930s and 40s, including ‘Here Comes the Navy.’ Her husbands included a famous film director, a journalist, and several rich entrepreneurs. The media frequently covered Judge’s divorces and marriage proposals, and she continued to work as a character actress in television and film for many years.

Richard Pryor

Richard Pryor was a hugely influential comedian and actor known for his honest and raw performances, particularly in stand-up specials like ‘Live on the Sunset Strip’ and films like ‘Stir Crazy’ and ‘Silver Streak’. His personal life was complex, and he went through seven marriages with five different women, even marrying two of them twice. His relationships, much like his comedy, were often marked by intense emotion and openness.

Jerry Lee Lewis

Jerry Lee Lewis was a groundbreaking musician who helped shape both rock and roll and country music. He was known for his lively piano style and famous songs like ‘Great Balls of Fire’ and ‘Whole Lotta Shakin’ Goin’ On’. While he had seven marriages, one in particular caused a lot of controversy early in his career and affected how the public saw him for years. Despite facing personal and legal difficulties, Lewis continued to make music and perform throughout his life, and his many wives remained a significant part of his life story.

Gregg Allman

Gregg Allman, a founding member of the Allman Brothers Band, was married seven times, with his relationship with Cher in the 1970s being his most well-known. A gifted singer and songwriter, he created memorable songs like ‘Midnight Rider’ and ‘Melissa’. Despite his success, Allman faced challenges with fame and addiction throughout his life. He remained a highly respected musician in the rock and blues world until he passed away in 2017.

Martha Raye

Martha Raye was a beloved American actress and singer famous for her comedic timing and energetic performances. Throughout her life, she married seven times, a fact often covered by the media. She was known for her distinctive features, like her wide smile, and starred in films like ‘Hellzapoppin’ and ‘Monsieur Verdoux’. Beyond her career, Raye tirelessly entertained soldiers during several wars, earning her many honors. She’s remembered as a lively and generous person who dedicated herself to helping others.

Robert Evans

Robert Evans was a highly influential film producer and executive, famous for helping create iconic movies like ‘The Godfather’ and ‘Chinatown’ while working at Paramount Pictures. He was married seven times, to women including well-known actresses such as Ali MacGraw, Camilla Sparv, and Catherine Oxenberg. Known for his distinctive tan and flair for dramatic stories, Evans shared his life experiences in his memoir, ‘The Kid Stays in the Picture’. Both his career and personal life were remarkably legendary.

Billy Bob Thornton

Billy Bob Thornton is an award-winning actor and director, known for both his on-screen talent and his personal life. He’s been married six times, with his relationship with Angelina Jolie receiving a lot of media attention. Thornton gained recognition for writing, directing, and starring in the critically acclaimed film ‘Sling Blade,’ and has since taken on diverse roles in movies like ‘Bad Santa’ and ‘A Simple Plan.’ His interesting personality and numerous relationships have frequently made him a topic of public interest.

Tony Curtis

Tony Curtis was a well-known actor during Hollywood’s peak years, and he was married six times. His first wife was actress Janet Leigh, and they had two daughters who also became successful in the entertainment industry. Curtis is remembered for starring in iconic movies like ‘Some Like It Hot’ and ‘The Defiant Ones,’ for which he received an Academy Award nomination. He continued acting in films and on television for many years, and later in life, he also became a painter. The media frequently focused on his many marriages, as he remained a popular public figure throughout his life.

Hedy Lamarr

Hedy Lamarr was a fascinating Austrian-born actress and inventor, famous for being considered one of the most beautiful women in the world and for her role in films like ‘Samson and Delilah’. But she was more than just a movie star – she co-invented a technology that’s a key part of modern wireless communication. Her personal life, including her six marriages to people like screenwriters and fellow actors, was often the talk of Hollywood. Today, she’s remembered for both her work on screen and her important scientific contributions.

Rex Harrison

Rex Harrison was a celebrated English actor who performed in both plays and movies. He was married six times and is most famous for playing Professor Henry Higgins in ‘My Fair Lady’. He initially achieved success on Broadway and later won an Academy Award for the film adaptation of the musical. Throughout his career, he was married to several well-known women, including actresses Kay Kendall and Rachel Roberts. Harrison was known for his polished style and was a prominent figure in the world of theater.

Georgia Holt

Georgia Holt was a singer and actress best known as the mother of Cher. She had a long career in entertainment, starting as a child performer in films like ‘A Life of Her Own’ and ‘Watch the Birdie’. Throughout her life, Holt experienced six marriages and divorces, which she frequently discussed in interviews. She remained active and lively in the entertainment industry until her death at an old age.

Rue McClanahan

Rue McClanahan was a talented actress who won an Emmy and starred in several popular television shows. While she was married six times, she’s most famous for playing Blanche Devereaux on ‘The Golden Girls.’ She also appeared on ‘Maude’ and enjoyed a successful career performing on Broadway. In her memoir, ‘My First Five Husbands,’ she shared stories about her life and relationships. Audiences loved her for her comedic timing and warm personality, making her a cherished figure on television for many years.

Jennifer Lopez

Jennifer Lopez is a world-famous singer and actress who’s been engaged six times and married four times: to Ojani Noa, Cris Judd, Marc Anthony, and Ben Affleck. Her high-profile engagements to Alex Rodriguez and a previous relationship with Ben Affleck also garnered a lot of attention. Lopez has achieved success with films like ‘Selena’ and ‘Hustlers,’ as well as many popular albums. Her love life is often a popular topic in the media and online.

George Foreman

George Foreman is a famous boxer and businessman who’s had six marriages and ten children. He’s a two-time world heavyweight champion and an Olympic gold medalist, remembered for his incredible strength. After boxing, he found huge success promoting the George Foreman Grill. Beyond his career, Foreman is an ordained minister, actively involved in charitable work, and notably, five of his sons are all named George.

Pamela Anderson

Pamela Anderson is a well-known actress and model who gained international fame on the TV show ‘Baywatch’. She’s been married six times – to five different husbands, including musicians Tommy Lee and Kid Rock, with those relationships receiving a lot of media attention. She married Rick Salomon twice and had a short marriage to Jon Peters. Beyond her personal life, Anderson is also a dedicated animal rights activist and continues to work in the entertainment industry.

Danielle Steel

Danielle Steel is a hugely successful author, consistently topping bestseller lists throughout her career. She’s had a dynamic personal life, including five marriages and other public relationships, which have often been compared to the romantic and dramatic storylines in her over one hundred novels, such as ‘The Gift’ and ‘Safe Harbour’. Known for her dedication and fast writing pace, Steel regularly publishes multiple bestselling books each year, and her own life experiences often seem to echo the themes in her fiction. Her husbands have included businessmen and, notably, a convicted criminal.

James Cameron

James Cameron is a celebrated director known for blockbuster films like ‘Titanic’, ‘Avatar’, and ‘The Terminator’. Throughout his career, he’s been married five times, including to fellow Hollywood professionals Gale Anne Hurd, a producer, and Kathryn Bigelow, a director. Cameron is famous for pushing the boundaries of filmmaking technology and has a strong interest in deep-sea exploration. His romantic relationships have frequently overlapped with his work in the film industry.

David Foster

David Foster is a highly successful music producer and composer known for his work with superstars like Whitney Houston and Celine Dion, earning him multiple Grammy Awards. He’s been married five times – to B.J. Cook, Rebecca Dyer, Linda Thompson, Yolanda Hadid, and currently to singer and actress Katharine McPhee, with whom he often performs. Even today, Foster continues to shape the music industry through his songwriting and ability to find and nurture new talent.

Kenny Rogers

I was a huge fan of Kenny Rogers – he was just incredible! He wasn’t just a country singer, he really crossed over into pop culture and sold over 100 million records! Everyone knows hits like ‘The Gambler’ and ‘Islands in the Stream.’ His life wasn’t always easy though; he was married five times while constantly touring and making movies. But beyond the music and the films, he was a really talented photographer and a smart businessman, and he stayed successful for decades. He’s truly remembered as one of the greats – a country music legend who appealed to everyone.

Joan Collins

Joan Collins is a well-known English actress and writer who has had five marriages throughout her career. She’s most famous for playing Alexis Carrington in the 1980s television series ‘Dynasty’. Collins has also acted in numerous films and plays, including ‘The Girl in the Red Velvet Swing’. She has been married to actors Maxwell Reed and Anthony Newley, and is currently married to Percy Gibson. Recognized for her charitable work and contributions to the arts, she was made a Dame, and continues to be admired for her glamorous style.

Clark Gable

Clark Gable, often called the King of Hollywood, was a huge star for many years and was married five times. He’s best remembered for playing Rhett Butler in ‘Gone with the Wind,’ but also starred in beloved films like ‘It Happened One Night.’ His relationship with actress Carole Lombard was a famous Hollywood love story, cut short by her untimely death. Gable continued acting until his death and remains a timeless movie icon.

Gary Oldman

Gary Oldman is an award-winning actor celebrated for his ability to play a wide variety of roles. He’s appeared in many popular films, including ‘Darkest Hour’ and the ‘Harry Potter’ movies, and has been married five times. Some of his former wives are well-known actresses, such as Lesley Manville and Uma Thurman. Throughout his career, Oldman has earned praise for convincingly portraying both real historical figures and challenging fictional characters, solidifying his reputation as a highly respected and versatile actor.

Jean-Claude Van Damme

Okay, so Jean-Claude Van Damme… the guy is a legend, right? I grew up watching ‘Bloodsport’ and ‘Universal Soldier’ – his kicks were insane! But it’s been a bit of a rollercoaster for him, not just on screen. He’s been married five times, twice to the same woman, Gladys Portugues. He’s definitely stayed relevant in the action world, even popping up on reality TV shows here and there. It’s been a career full of amazing highs, but also some pretty public struggles, if you follow his story.

Ginger Rogers

Ginger Rogers was a talented actress and dancer who won an Academy Award. She’s most famous for her incredible dancing with Fred Astaire in movies like ‘Top Hat’ and ‘Swing Time’. She also showed she was a skilled actress, winning an Oscar for her performance in ‘Kitty Foyle’. The media frequently covered her five marriages to actors and businessmen. Rogers is still remembered today as a beloved star of classic Hollywood, known for her skill and ability to do many things well.

Judy Garland

Judy Garland was a hugely popular singer and actress, famous for roles in films like ‘The Wizard of Oz’ and ‘A Star Is Born’. She married five times, and her relationships, including those with director Vincente Minnelli and producer Sid Luft, were often difficult due to personal issues. Known for her powerful voice and captivating performances, Garland remains a beloved and iconic entertainer, even after facing many challenges throughout her life.

Dennis Hopper

Dennis Hopper was a highly influential actor and filmmaker, famous for directing and starring in the iconic counterculture film ‘Easy Rider’. Throughout his long career, he also appeared in well-known movies like ‘Blue Velvet’ and ‘Speed’. Hopper was married five times, including a short-lived marriage to singer Michelle Phillips, and had several longer-term relationships. Beyond film, he was a talented photographer and artist, and his work was showcased in galleries internationally.

Lorenzo Lamas

Lorenzo Lamas is an American actor who became famous in the 1980s and 90s with roles in TV shows like ‘Falcon Crest’ and ‘Renegade’. He’s known for action movies and was a popular heartthrob. Over the years, he’s been married five times and has multiple children. Lamas has also been featured in reality TV, often showcasing his family and career. He’s still working in Hollywood as an actor and director today.

Nicolas Cage

Nicolas Cage is a celebrated actor who won an Academy Award and has been married five times. He’s famous for his distinctive acting and memorable roles in movies like ‘Leaving Las Vegas’ and ‘National Treasure’. He’s been married to actresses Patricia Arquette and Lisa Marie Presley, daughter of Elvis. Cage consistently works on many films each year, spanning different types of genres. The media often covers both his personal life and his investments in property.

George C. Scott

George C. Scott was a celebrated actor and director known for his captivating performances. He’s best remembered for playing the lead role in the movie ‘Patton,’ a performance so strong that it earned him an Academy Award he famously declined. Scott had a complex personal life, marrying five times to four different women, including actress Colleen Dewhurst, whom he married twice and with whom he frequently worked in theater. Throughout his career, he left a lasting impression with his powerful and unforgettable roles on both the big screen and stage.

Bela Lugosi

Bela Lugosi, a Hungarian-American actor, was married five times. He’s best known for playing Dracula in the 1931 film of the same name, a role that made him a horror legend. Despite his early success, Lugosi had trouble finding work outside of horror and often struggled with money. His marriages happened at different points in his life as he built his career, moving from Europe to Hollywood. Even today, he’s one of the most famous faces in horror movie history.

Boris Karloff

Boris Karloff was a celebrated English actor with a career spanning many years and five marriages. He became internationally famous for playing the Frankenstein monster in the 1931 film ‘Frankenstein’ and went on to star in countless other horror movies, becoming a defining figure in the genre. Beyond horror, he was also well-known for narrating and voicing the title character in ‘How the Grinch Stole Christmas!’, all while consistently working in the film industry.

Gig Young

Gig Young was a talented actor who won an Academy Award for his performance in ‘They Shoot Horses, Don’t They?’ He’d been nominated several times before finally winning. Known for playing smooth and likable characters, Young often appeared in romantic comedies and dramas. He was married five times, including to actress Elizabeth Montgomery. Sadly, his life ended prematurely in 1978, not long after he began his last marriage.

Cary Grant

Cary Grant was a hugely popular and long-lasting leading man in Hollywood, marrying five different women throughout his life. Famous for his charming personality and starring in iconic films like ‘North by Northwest’ and ‘The Philadelphia Story’, he was married to well-known figures such as Barbara Hutton and Dyan Cannon. Surprisingly, he chose to retire from acting while still incredibly famous, preferring to concentrate on his family and other business interests. Even today, Cary Grant is remembered as the epitome of Hollywood sophistication and is consistently ranked among the greatest movie stars ever.

Martin Scorsese

Martin Scorsese is a celebrated and influential film director responsible for iconic movies like ‘Raging Bull’ and ‘Goodfellas’. Throughout his successful career, he’s been married five times, to women including producer Julia Cameron and actress Isabella Rossellini. After decades of groundbreaking work, he finally won an Academy Award for ‘The Departed’. Even today, Scorsese remains a prominent figure in filmmaking and passionately champions the importance of preserving classic films.

Geena Davis

Geena Davis is an Oscar-winning actress famous for roles in films like ‘Thelma & Louise’ and ‘A League of Their Own’. She won the Academy Award for ‘The Accidental Tourist’ and has also worked in television. Beyond her acting career, Davis is a strong voice for gender equality in media, dedicating her efforts through the Geena Davis Institute on Gender in Media. Her personal relationships have often been as publicized as her professional successes.

Sean Bean

Sean Bean is a popular English actor known for roles in major franchises like ‘The Lord of the Rings’ and the hit series ‘Game of Thrones’. He’s often cast as tough, strong characters, and is somewhat famous for his characters dying in many of his projects. Throughout his personal life, Bean has been married five times, to both actresses and other women outside of the entertainment world. He continues to work steadily, appearing in everything from small independent films to large blockbuster movies.

Rita Hayworth

Rita Hayworth was a hugely popular actress and dancer during Hollywood’s Golden Age, known to many as the “Love Goddess.” She starred in the iconic film ‘Gilda’ and was married five times, including to filmmaker Orson Welles and Prince Aly Khan, which made her famous around the world. A major box office draw in the 1940s, Hayworth was celebrated for both her stunning looks and her talent, though her fame often made her personal life difficult.

Richard Burton

Richard Burton, a celebrated actor from Wales, was married five times to four different women. He’s best known for his two marriages to Elizabeth Taylor, whom he met while filming ‘Cleopatra’. Throughout his career, Burton received seven Academy Award nominations for films like ‘The Spy Who Came in from the Cold’. He was renowned for his powerful voice and captivating stage and film presence, and his often-publicized love life remained a significant part of his image for many years.

Paris Hilton

Paris Hilton is well-known as a socialite and personality in the media. She first became famous on the reality TV show ‘The Simple Life’ and has since built a successful career as both a businesswoman and a DJ. Over the years, she’s been engaged five times, including relationships with Jason Shaw, Paris Latsis, and Chris Zylka. Currently, she is married to Carter Reum, a venture capitalist, following a widely publicized proposal and wedding. She remains a prominent figure in pop culture.

2026-03-13 22:24