Tony Curtis


Tony Curtis was one of the most successful actors of his time. He had a career that spanned six decades, dominating the entertainment scene from the 1950s to the 1960s. He had acting credits in more than 100 movie roles, featuring different genres, from comedy to drama. With these feats, Curtis had been linked and had a relationship with several women in the business.

He had been married six times. His first wife was Janet Leigh, followed by Christine Kaufmann, Leslie Curtis, Andrea Savio, Lisa Deutch, and Jill Vandenberg Curtis. He also had relationships with Suzan Ball, Anita Ekberg, Gloria DeHaven, Natalie Wood, and Debee Ashby. He also had a romance with the icon Marilyn Monroe, and he once said she carried his baby.

Justin Timberlake


Justin Timberlake wowed everyone with his moves and grooves in the late 1990s to early 2000s as a member of the all-boys band, NSYNC. Known as JT, he is also an actor, record producer, and businessman who has a lot of investments in different businesses. Surely, he can make women fall for him when he was still single.

Timberlake dated Jessica Biel for five years before they tied the knot in 2012. But before she settled down, he had been in several relationships. He and Cameron Diaz became an A-list couple when they started dating in 2003. However, after four years, they decided to part ways. The other girls he dated were Tatyana Ali, Alyssa Milano, Jenna Dewan, Veronica Finn, Fergie, and of course, Britney Spears.

Brigitte Bardot


Indeed, Brigitte Bardot has one of the most beautiful faces back in the early days, but her looks also come with great controversy. She is the cinema darling of the French New Wave. She is a model, actress, singer who has captured the hearts of many men.

She has been in a slew of relationships, even if she’s still married. Rumors have it she dated her And God Create Men co-star, Jean-Louis Trintignant, even if they were still married to their respective partners. However, their relationship didn’t even last for a year, and they ended up parting ways. After that, Bardot reportedly had a romance with the musician Gilbert Bécaud. To some degree, she, too, was romantically linked to the singer Serge Gainsbourg and writer John Gilmore. Other guys she had reportedly dated were Warren Beatty and Laurent Vergez.

Rita Hayworth


Rita Hayworth possessed one of the most beautiful faces in American cinema in the 1940s. She was one of the said era’s top stars, receiving 61 film credits in just over 37 years. She was named The Love Goddess for being the most glamorous screen idol of the 1940s, and she wouldn’t get this title if she had not had made a lot of men fell in love with her.

Hayworth tied the knot with Edward Judson in 1937 after dating for about 16 months. However, after five years, their relationship ended, and she started dating several other men. She had romantic relationships with Anthony Quinn, Victor Mature, Orson Welles, Errol Flynn, Tony Martin, David Niven, Teddy Stauffer, Prince Aly Khan, Glenn Ford, Stephen Crane, and Kirk Douglas.

Jude Law


Surely, fans will know Jude Law as an award-winning actor, receiving different accolades from the most prestigious award-giving bodies. He has received an Honorary César and declared a knight of the Order of Arts and Letters by the French government. But aside from these credits and numerous TV and movie projects, he is also known for being in several relationships.

Before he tied the knot and settled down with the psychologist Phillipa Coan, he had dated several pretty women. His friendship with the French journalist Rachel Bourlier reportedly turned into something romantic in 2015. He also had a romance with Catherine Harding and they had a child. Other women that he went out with were Alicia Rountree, Ruth Wilson, Sienna Miller, Lily Cole, Kimberly Stewart, and Samantha Burke.

Sienna Miller


Sienna Miller started in the business as a photography model. She got credits for appearing in the pages of posh magazines, like Italian Vogue. In 2004, she finally received her acting breakthrough in the movies, Layer Cake and Alfie. From here, she started dating a lot of A-list stars, like Orlando Bloom.

Bloom and Miller were in a relationship for four years. When things between them ended, she started to have a romance with Jude Law for four years, too. She then went on to date Leonardo DiCaprio and Jamie Dornan until she had a two-year affair with Josh Hartnett. Other guys she had dated were P. Diddy, Jamie Burke, Matthew Rhys, Balthazar Getty, Rhys Ifans, Tom Sturridge, and Brad Pitt. She is currently in a relationship with Lucas Zwirner.

Kate Hudson


To some degree, Kate Hudson has been in the middle of the spotlight almost all her life. Hence, a lot of people are watching her, waiting on who she will date next. Although she tries her best to be very private about her love life, there is nothing that the public’s prying eyes can’t see.

Hudson had dated Chris Robinson in 2000 and Owen Wilson in 2006. She and Wilson worked in the movie You, Me, and Dupree together but eventually called it off after a year. However, in 2008, they rekindled their romance only to end it in 2009. She also had a thing with Dax Shephard, Heath Ledger, Lance Armstrong, Adam Scott, Alex Rodriguez, Matthew Bellamy, Derek Hough, Nick Jonas, J.J. Watt, and Diplo. She is currently in a relationship with Danny Fujikawa for three years now.

Alyssa Milano


Aside from rising to prominence due to her roles in Who’s the Boss?Melrose Place, and Charmed, people also talked about Alyssa Milano’s love life to a certain degree. She had dated a lot of men throughout the years, although she’s now happily married to Dave Bugliari since they tied the knot in 2009, sharing two kids.

Some of the guys Milano dated were Brad Penny in 2005, Tom Glavine in the mid-2000s, Barry Zito in 2004, Carl Pavano in 2003, and Eric Dane in the same year. She also had a thing with Fred Durst for a year, Brian Krause, Mark Wahlberg, Scott Wolf, Erick Nies, Jonathan Silverman, David Arquette, Kirk Cameron, Greg Vaughan, and Jimmy Federico, among others. Milano also went for a date with Timberlake after breaking up with Britney Spears, although some said it was only a friendly one.

Larry King


Larry King remains to be a significant figure in the entertainment industry, credits to his long-running career as a TV and radio host. He has been in the business since the 1950s, and he continuously blesses everyone with his incredible talent. Being in the spotlight for almost seven decades, fans have watched King’s every move.

They see him get married, break up with a lover, have kids, and more. He has been married nine times. He previously tied the knot with Shawn Orga Engemann, Julie Alexander, Mickey Sutphin, Alene Akins, Annette Kaye, and Fred Miller. Sadly, these all ended. He, too, was once engaged with Deanna Lund and had relationships with Cyndy Garvey, Gloria Leonard, Sharon Lepore, and Angie Dickinson.

John F. Kennedy


John F. Kennedy reportedly had numerous affairs throughout his lifetime. There were even accusations that he used his assistant to meet all the willing women he wanted. Some of the women he had a relationship with had the biggest names in entertainment, and on the top of the list was Marilyn Monroe. The degree of rumors about Kennedy and Monroe’s affair had been high in the early days. Allegedly, they had an 18-month affair while the former president was married to Jacqueline Kennedy Onassis.

Aside from Monroe, there were many women he had been with, like Blaze Starr, who admitted in a magazine interview she had a thing with the POTUS. Marlene Dietrich’s daughter also revealed her mother had a romance with Kennedy.

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