Celebrities Who Have Been Engaged More Than Five Times

Hollywood is often characterized by whirlwind romances and high profile relationships that frequently lead to multiple proposals. Many iconic stars have become as famous for their long lists of partners as they have for their celebrated work on screen or stage. These celebrities often experience the joys and challenges of commitment through several different marriages and public engagements over many decades. Tracking these romantic histories offers a fascinating glimpse into the personal lives of some of the entertainment industry most recognizable figures.

Zsa Zsa Gabor

Zsa Zsa Gabor was a Hungarian American socialite and actress who famously married nine different men throughout her life. Her husbands included prominent figures such as hotel magnate Conrad Hilton and actor George Sanders. She was well known for her glamorous public persona and her frequent jokes about her many husbands and expensive tastes. Gabor appeared in notable films like ‘Moulin Rouge’ and ‘Lili’ while maintaining her status as a constant tabloid fixture. Her lengthy romantic history defined much of her public image until her death in 2016.

Elizabeth Taylor

Elizabeth Taylor was an award winning actress who married eight times to seven different men over several decades. Her relationships with figures like Conrad Hilton Jr. and Michael Wilding were closely watched by the media and her fans. She famously married actor Richard Burton twice after they met on the set of the film ‘Cleopatra’. Taylor was known for her immense talent in movies such as ‘Who’s Afraid of Virginia Woolf?’ and ‘Cat on a Hot Tin Roof’. Her personal life remained a subject of intense public fascination throughout her entire career.

Mickey Rooney

Mickey Rooney was a legendary actor whose career spanned nine decades and included eight different marriages. His first wife was the famous actress Ava Gardner and he continued to find love with several other women throughout the years. Rooney was a prolific performer who appeared in classic films like ‘National Velvet’ and the ‘Andy Hardy’ series. His frequent trips to the altar were often discussed in the press alongside his professional achievements. He remained active in the industry and committed to his craft until his passing in 2014.

Larry King

Larry King was a renowned television host who was married eight times to seven different women during his life. He is best known for his long running interview show ‘Larry King Live’ where he spoke with thousands of global leaders and celebrities. King was married to Alene Akins twice and his final marriage to Shawn Southwick lasted over twenty years. His personal life was frequently a topic of discussion due to his many proposals and ceremonies. He left a significant legacy in the world of broadcasting and journalism.

Lana Turner

Lana Turner was a major film star and pin up model who married eight times to seven different men. She was discovered as a teenager and went on to star in iconic movies like ‘The Postman Always Rings Twice’. Her romantic life was often tumultuous and included high profile marriages to figures such as Artie Shaw and Stephen Crane. Turner was considered one of the most beautiful women in Hollywood and her relationships were constantly featured in gossip columns. She remained a symbol of classic Hollywood glamour throughout her life.

Artie Shaw

Artie Shaw was a celebrated jazz clarinetist and bandleader who was married eight different times. His wives included famous actresses like Lana Turner, Ava Gardner, and Evelyn Keyes. Shaw was known for his restless personality and his tendency to quit the music business at the height of his fame. He led one of the most popular big bands of the era and recorded hits like ‘Begin the Beguine’. His frequent marriages were a reflection of his complex personal life and his pursuit of intellectual and romantic fulfillment.

Stan Laurel

Stan Laurel was one half of the legendary comedy duo Laurel and Hardy and he married eight times throughout his life. He was married to some of his wives multiple times and his romantic history was often complicated by legal disputes. Laurel was the creative force behind many of the team short films and features like ‘Way Out West’. Despite his success as a comedian he faced many personal challenges regarding his various domestic arrangements. He is still remembered today as a pioneer of slapstick and cinematic comedy.

Arline Judge

Arline Judge was an American actress who became known for her eight marriages to various prominent men. She appeared in numerous films during the 1930s and 1940s including ‘Are Here Comes the Navy’. Her husbands included a famous director, a newsman, and several wealthy businessmen. Judge was often referred to by the media for her frequent appearances in divorce court and her many proposals. She continued to work in character roles in television and film for several decades.

Richard Pryor

Richard Pryor was a groundbreaking stand up comedian and actor who married seven times to five different women. He was married to two of his wives on two separate occasions as he navigated a complicated personal life. Pryor is widely considered one of the most influential comedians in history for his work in specials like ‘Live on the Sunset Strip’. He also starred in popular films such as ‘Stir Crazy’ and ‘Silver Streak’. His marriages were often marked by the same intensity and honesty found in his comedic performances.

Jerry Lee Lewis

Jerry Lee Lewis was a pioneer of rock and roll and country music who married seven different times. His most controversial marriage occurred early in his career and significantly impacted his public standing for many years. Lewis was known for his energetic piano playing and hits like ‘Great Balls of Fire’ and ‘Whole Lotta Shakin’ Goin’ On’. He continued to perform and record music throughout his life despite his many personal and legal struggles. His long list of wives remained a notable part of his storied biography.

Gregg Allman

Gregg Allman was a founding member of the Allman Brothers Band and was married seven different times. His most famous marriage was to the iconic singer and actress Cher during the mid 1970s. Allman was a talented singer and songwriter known for classic tracks like ‘Midnight Rider’ and ‘Melissa’. His personal life often struggled with the pressures of fame and substance abuse issues. He remained a respected figure in the rock and blues community until his death in 2017.

Martha Raye

Martha Raye was an American comic actress and singer who was married seven different times throughout her life. She was known for her large mouth and physical comedy in films like ‘Hellzapoppin’ and ‘Monsieur Verdoux’. Raye also dedicated much of her time to entertaining troops during multiple wars which earned her several honorary awards. Her numerous marriages were a frequent topic for columnists who followed her career in film and television. She is remembered for her boisterous personality and her commitment to charitable work.

Robert Evans

Robert Evans was a powerful film producer and studio executive who was married seven different times. He was instrumental in the production of cinematic masterpieces like ‘The Godfather’ and ‘Chinatown’ during his time at Paramount Pictures. His wives included famous actresses like Ali MacGraw, Camilla Sparv, and Catherine Oxenberg. Evans was known for his tanned appearance and his dramatic storytelling style which he showcased in his memoir ‘The Kid Stays in the Picture’. His romantic life was as legendary as his career in the movie business.

Billy Bob Thornton

Billy Bob Thornton is an Academy Award winning actor and filmmaker who has been married six times. His most publicized marriage was to actress Angelina Jolie with whom he frequently appeared in the tabloids. Thornton gained critical acclaim for his work in the film ‘Sling Blade’ which he also wrote and directed. He has appeared in a wide variety of roles in movies such as ‘Bad Santa’ and ‘A Simple Plan’. His personal life has often been a subject of interest due to his unique personality and various relationships.

Tony Curtis

Tony Curtis was a popular leading man during the Golden Age of Hollywood who was married six times. His first marriage to actress Janet Leigh produced two daughters who also became successful performers. Curtis starred in classic films like ‘Some Like It Hot’ and ‘The Defiant Ones’ which earned him an Oscar nomination. He continued to act in film and television for several decades and also pursued a career as a painter. His numerous marriages were often highlighted by the press as he remained a public figure throughout his life.

Hedy Lamarr

Hedy Lamarr was an Austrian born actress and inventor who was married six different times. She was often called the most beautiful woman in the world and starred in films like ‘Samson and Delilah’. Beyond her acting career she co invented a frequency hopping spread spectrum technology that paved the way for modern wireless communication. Her marriages to various men including screenwriters and actors were frequently discussed in Hollywood circles. She remains a fascinating figure for both her cinematic roles and her scientific contributions.

Rex Harrison

Rex Harrison was an English actor of stage and screen who was married six times throughout his career. He is perhaps best known for his iconic role as Professor Henry Higgins in the musical ‘My Fair Lady’. Harrison won an Academy Award for the film version of the story after previously finding success on Broadway. His marriages included several notable women such as actress Kay Kendall and Rachel Roberts. He was known for his sophisticated manner and his long standing presence in the international theater community.

Georgia Holt

Georgia Holt was an American singer and actress who was married six different times to several men. She was the mother of the legendary performer Cher and often appeared alongside her daughter in later years. Holt began her career as a child performer and appeared in films like ‘A Life of Her Own’ and ‘Watch the Birdie’. Her personal life included multiple marriages and divorces that she often spoke about in television interviews. She remained a vibrant figure in the entertainment world until her passing at a very advanced age.

Rue McClanahan

Rue McClanahan was an Emmy Award winning actress who was married six times during her life. She is best remembered for her role as Blanche Devereaux on the hit sitcom ‘The Golden Girls’. McClanahan also found success in the series ‘Maude’ and had a long career on the Broadway stage. She wrote a memoir titled ‘My First Five Husbands’ which detailed her various romantic experiences and marriages. Her comedic talent and charming personality made her a beloved figure to television audiences for decades.

Jennifer Lopez

Jennifer Lopez is a global superstar known for her music and film career who has been engaged six times. She has been married to Ojani Noa, Cris Judd, Marc Anthony, and Ben Affleck over the years. Her engagements to professional athlete Alex Rodriguez and a prior engagement to Ben Affleck also made significant headlines. Lopez has starred in successful films like ‘Selena’ and ‘Hustlers’ while releasing numerous hit albums. Her romantic history is frequently a topic of discussion in celebrity news and social media.

George Foreman

George Foreman is a legendary boxer and entrepreneur who has been married six times throughout his life. He is a two time world heavyweight champion and an Olympic gold medalist known for his immense power. Outside of the ring he became extremely successful as the face of the George Foreman Grill. His personal life includes several marriages and he has ten children including five sons all named George. He is also known for his work as an ordained minister and his various philanthropic efforts.

Pamela Anderson

Pamela Anderson is an actress and model who has been married six times to five different men. She rose to international fame on the television series ‘Baywatch’ and appeared on numerous magazine covers. Her marriages to musicians Tommy Lee and Kid Rock were high profile events covered extensively by the media. She was also married to Rick Salomon twice and had a brief marriage to Jon Peters. Anderson is known for her animal rights activism and her continued presence in the entertainment industry.

Danielle Steel

Danielle Steel is one of the best selling authors of all time and has been married five times with additional public engagements. She has written over one hundred novels including popular titles like ‘The Gift’ and ‘Safe Harbour’. Her marriages to various businessmen and a convicted felon have often been discussed in relation to the romantic themes of her books. Steel is known for her incredible work ethic and her ability to release multiple bestsellers every year. Her personal life has frequently mirrored the dramatic narratives found within her own fiction.

James Cameron

James Cameron is a highly successful filmmaker who has been married five times during his career. He is the director behind record breaking films such as ‘Titanic’ and ‘Avatar’ as well as the action classic ‘The Terminator’. His wives include producer Gale Anne Hurd and director Kathryn Bigelow who are both prominent figures in Hollywood. Cameron is known for his technical innovation in cinema and his passion for deep sea exploration. His personal relationships have often been intertwined with his professional collaborations in the film industry.

David Foster

David Foster is a prolific music producer and composer who has been married five different times. He has won numerous Grammy Awards for his work with legendary artists like Whitney Houston and Celine Dion. His marriages include relationships with B.J. Cook, Rebecca Dyer, Linda Thompson, and Yolanda Hadid. He is currently married to singer and actress Katharine McPhee with whom he frequently performs. Foster remains one of the most influential figures in the modern music industry through his songwriting and talent discovery.

Kenny Rogers

Kenny Rogers was a celebrated country music singer and actor who was married five times throughout his life. He sold over one hundred million records and had numerous hits such as ‘The Gambler’ and ‘Islands in the Stream’. His marriages were a recurring part of his personal history as he balanced a massive touring schedule and a film career. Rogers was also a talented photographer and businessman who maintained a high level of success for several decades. He is remembered as one of the most successful crossover artists in the history of country music.

Joan Collins

Joan Collins is an English actress and author who has been married five times during her long career. She is best known for her role as Alexis Carrington on the popular 1980s soap opera ‘Dynasty’. Collins has appeared in many films and stage productions including ‘The Girl in the Red Velvet Swing’. Her husbands include actor Maxwell Reed and singer Anthony Newley as well as her current husband Percy Gibson. She was made a Dame for her services to charity and the arts and remains a symbol of glamour.

Clark Gable

Clark Gable was known as the King of Hollywood and was married five different times during his life. He is most famous for his iconic portrayal of Rhett Butler in the film ‘Gone with the Wind’. Gable was a major box office draw for decades and starred in other classics like ‘It Happened One Night’. His marriage to actress Carole Lombard was considered one of the great Hollywood romances before her tragic death. He continued to act until his passing and remains one of the most enduring stars of the silver screen.

Gary Oldman

Gary Oldman is an Academy Award winning actor who has been married five times throughout his career. He is known for his incredible range and his work in films like ‘Darkest Hour’ and the ‘Harry Potter’ series. His past wives include actress Lesley Manville and the famous performer Uma Thurman. Oldman has received critical acclaim for his portrayals of historical figures and complex fictional characters. He remains one of the most respected and versatile actors working in the film industry today.

Jean-Claude Van Damme

Jean-Claude Van Damme is a famous martial artist and action film star who has been married five times. He is known for his roles in popular movies like ‘Bloodsport’ and ‘Universal Soldier’ where he showcased his physical abilities. He was married to Gladys Portugues twice and has navigated several other high profile relationships. Van Damme has remained a popular figure in the action genre and has also appeared in various reality television projects. His personal life and career have been marked by both significant success and public struggles.

Ginger Rogers

Ginger Rogers was an Academy Award winning actress and dancer who was married five different times. She is best remembered for her legendary dance partnership with Fred Astaire in films like ‘Top Hat’ and ‘Swing Time’. Rogers also proved her acting talent by winning an Oscar for her role in the movie ‘Kitty Foyle’. Her marriages to various actors and businessmen were often chronicled in the entertainment news of the era. She remains a celebrated icon of the Golden Age of cinema for her talent and versatility.

Judy Garland

Judy Garland was a legendary singer and actress who married five times during her high profile career. She became an international star as a teenager in ‘The Wizard of Oz’ and continued to dazzle audiences in ‘A Star Is Born’. Her marriages to figures like director Vincente Minnelli and producer Sid Luft were often complicated by her personal struggles. Garland was known for her incredible voice and her dramatic performances on both stage and screen. Despite her challenges she remains one of the most iconic and beloved performers in history.

Dennis Hopper

Dennis Hopper was an influential actor and filmmaker who was married five different times throughout his life. He is best known for directing and starring in the counterculture classic ‘Easy Rider’. Hopper appeared in many other notable films such as ‘Blue Velvet’ and ‘Speed’ during his lengthy career. His marriages included a very brief union with singer Michelle Phillips and several longer relationships. He was also a respected photographer and artist whose work was exhibited in galleries around the world.

Lorenzo Lamas

Lorenzo Lamas is an American actor known for his roles in television series like ‘Falcon Crest’ and ‘Renegade’. He has been married five times and has several children from his various relationships. Lamas gained fame for his work in action films and his status as a television heartthrob during the 1980s and 1990s. He has also appeared on several reality television shows that focused on his family life and career transitions. He continues to work in the entertainment industry as both an actor and a director.

Nicolas Cage

Nicolas Cage is an Academy Award winning actor who has been married five times and had additional public engagements. He is known for his unique acting style and his roles in films like ‘Leaving Las Vegas’ and ‘National Treasure’. His past wives include actress Patricia Arquette and the daughter of Elvis Presley Lisa Marie Presley. Cage has a prolific career and often appears in multiple films every year across various genres. His personal life and real estate ventures have frequently been the subject of media attention.

George C. Scott

George C. Scott was a highly respected actor and director who was married five times to four different women. He is most famous for his powerful performance in the title role of the film ‘Patton’. Scott famously refused his Academy Award for the role which made him a controversial figure in the industry. He was married to actress Colleen Dewhurst twice and they often collaborated on stage productions. He left behind a legacy of intense and memorable performances in both film and theater.

Bela Lugosi

Bela Lugosi was a Hungarian American actor who was married five times throughout his life. He became a horror icon for his portrayal of the title character in the 1931 film ‘Dracula’. Lugosi struggled to find diverse roles after his massive success in the horror genre and often faced financial difficulties. His various marriages occurred during different stages of his career as he moved from Europe to Hollywood. He remains one of the most recognizable figures in the history of horror cinema.

Boris Karloff

Boris Karloff was an English actor who was married five different times during his long and storied career. He achieved worldwide fame for his portrayal of Frankenstein monster in the 1931 horror classic ‘Frankenstein’. Karloff appeared in numerous other horror films and became a staple of the genre for several decades. He was also known for his voice work as the narrator and title character in ‘How the Grinch Stole Christmas!’. His personal life included several marriages that he maintained while working steadily in the film industry.

Gig Young

Gig Young was an Academy Award winning actor who was married five times throughout his life. He won an Oscar for his role in the film ‘They Shoot Horses Don’t They?’ after several previous nominations. Young often played sophisticated and charming characters in romantic comedies and dramas. His marriages included a relationship with actress Elizabeth Montgomery and several other women in the industry. His life ended tragically in 1978 shortly after his final marriage began.

Cary Grant

Cary Grant was one of the most popular and enduring leading men in Hollywood history and was married five times. He was known for his suave demeanor and his roles in classics like ‘North by Northwest’ and ‘The Philadelphia Story’. Grant married several notable women including heiress Barbara Hutton and actress Dyan Cannon. He retired from acting at the height of his fame to focus on his family and business ventures. He remains a symbol of cinematic elegance and is often cited as one of the greatest stars of all time.

Martin Scorsese

Martin Scorsese is a legendary filmmaker who has been married five times throughout his career. He is the director behind many of the most acclaimed films in cinema history including ‘Raging Bull’ and ‘Goodfellas’. His wives have included producer Julia Cameron and actress Isabella Rossellini during his rise to fame. Scorsese has won numerous awards including an Academy Award for ‘The Departed’ after decades of influential work. He continues to be a major force in the film industry and an advocate for film preservation.

Geena Davis

Geena Davis is an Academy Award winning actress who has been married four times and has been engaged on other occasions. She is known for her roles in iconic films like ‘Thelma and Louise’ and ‘A League of Their Own’. Davis won an Oscar for her performance in ‘The Accidental Tourist’ and has appeared in various television series. She is also a vocal advocate for gender equality in the media through her work with the Geena Davis Institute on Gender in Media. Her professional accomplishments have often shared the spotlight with her public relationships.

Sean Bean

Sean Bean is a well known English actor who has been married five times throughout his life. He has appeared in major film franchises like ‘The Lord of the Rings’ and played a lead role in the series ‘Game of Thrones’. Bean is often recognized for his rugged characters and his frequent on screen deaths in various projects. His marriages have included relationships with fellow actors and several women outside of the industry. He remains a popular and busy actor working in both independent films and large scale productions.

Rita Hayworth

Rita Hayworth was a major star and dancer who was married five different times during the Golden Age of Hollywood. She was famously known as the Love Goddess and starred in the classic film noir ‘Gilda’. Her husbands included the brilliant filmmaker Orson Welles and the Prince Aly Khan which brought her international attention. Hayworth was one of the top box office attractions of the 1940s and was celebrated for her immense beauty and talent. Her personal life was often complicated by the pressures of her immense stardom.

Richard Burton

Richard Burton was a highly acclaimed Welsh actor who was married five times to four different women. He is famously remembered for his two separate marriages to actress Elizabeth Taylor whom he met on the set of ‘Cleopatra’. Burton was nominated for seven Academy Awards during his career for films such as ‘The Spy Who Came in from the Cold’. He was known for his booming voice and his commanding presence on both the stage and the silver screen. His romantic life remained a central part of his public image for decades.

Paris Hilton

Paris Hilton is a socialite and media personality who has been publicly engaged five times throughout her life. She first gained fame on the reality series ‘The Simple Life’ and has since become a successful businesswoman and DJ. Her past engagements include relationships with Jason Shaw, Paris Latsis, and Chris Zylka. Hilton is now married to venture capitalist Carter Reum after a high profile proposal and ceremony. She continues to be a