The Most Famous Hollywood Romances, Part 2

Some started strong and quickly fizzled out. Others began and ended in a cloud of scandal and controversy. But a few managed to navigate the romantic pitfalls of Hollywood and remained steadfast in their love for one another to their dying day. Here is our second installment of the most famous Hollywood romances.

1. Ossie Davis and Ruby Dee

Ruby Dee and Ossie Davis on Name Dropping

Ossie Davis first met Ruby Dee in 1945 when they both auditioned for a stage production entitled “Jeb.” Their romance is the longest one on our list, lasting 63 years until Davis’s death in 2008. Davis and Dee were as famous for their romance as they were for their acting, a testament to the profound love they both shared. Along with their acting, they were also both heavily involved in the fight for civil rights. They hosted a radio show called “The Ossie Davis and Ruby Dee Story Hour,” which addressed African-American themes and political activism. They were even arrested together in 1999 while protesting the death of an unarmed African-American immigrant named Amadou Diallo.

Davis and Dee were inseparable and were seen perhaps more as one pair than as two individuals. In fact, in 1995 both of them were awarded the national medal of the arts for their body of work on stage and screen. After Ossie’s death, Ruby shared this sentiment: “I’ve had time to realize there is no such thing as death. When I’m reincarnated, I hope Ossie and I continue this journey together.” Rudy Dee passed away in 2014 at the age of 91.

2. Ben Affleck and Jennifer Lopez

Ben Affleck and Jennifer Lopez on Name Dropping

These two actors met when they were both cast opposite each other in the movie “Gigli.” As bad as the film is, however, one good thing came out of it: the love affair between Ben Affleck and Jennifer Lopez. Their chemistry in the movie is undeniable, and anyone could see that the two would eventually end up together. They would go on to star in another film, “Jersey Girl,” and Affleck would appear in Lopez’s music video for her single “Jenny from the Block.” But it was their romantic relationship that fans were most interested in.

They were two high-profile celebrities in love doing everything they could to avoid the paparazzi. Perhaps the pressure of trying to live up to everyone else’s expectations was too much for them because shortly after getting engaged, they called it off and called it quits. Lopez would later find comfort in the arms of fellow singer Marc Anthony, and Ben would find love with another Jennifer (Garner), whom he would go on to have two kids with.

3. Kristen Stewart and Robert Pattinson

Kristen Stewart and Robert Pattison on Name Dropping

Kristen Stewart and Robert Pattinson shot to super stardom when they were cast in the “Twilight” series. Besides launching their careers, these films also sparked their romance. Their relationship, however, would have a huge bite taken out of it when Stewart was photographed canoodling with her “Snow White and the Huntsmen” director Rupert Sanders, who was married. Devoted fans of the “Twilight” series were devastated by the news of her infidelity and went after her on social media. Regretful over what she’d done to Robert, Kristen issued a public apology, asking his forgiveness.

The plea worked — temporarily, anyway. She and Pattinson had a short reconciliation, but the damage had already been done. Before long, the two split up for good and the sun finally set on their romance.

In an SNL opening monologue in 2017, Stewart came out as gay but later clarified that she was bisexual. She is currently dating model Stella Maxwell. However, she was also recently spotted with her old flame Robert Pattinson. Who knows? Maybe there’s still some sparkle left in that relationship.

4. Spencer Tracy and Katharine Hepburn

Katharine Hepburn and Spencer Tracy on Name Dropping

For over 25 years, Spencer Tracy and Katharine Hepburn shared a love affair on and off the screen that most people would envy. It’s been said that their on-screen chemistry is the most convincing in movie history, which makes sense seeing as the two were very much in love. However, despite their intense romance, the two never tied the knot. Instead, Spencer Tracy was married for 46 years to Louise Treadwell. They met when both were carving out Hollywood careers for themselves and married soon after. However, Tracy had numerous affairs with his leading ladies. It is believed that Tracy and his wife had an unspoken understanding that he could see whomever he wanted as long as he provided for her and the kids, one of whom was deaf and reportedly received all of Treadwell’s attention.

Enter Katharine Hepburn.

Tracy and Hepburn both first starred opposite each other in 1941’s “Woman of the Year” and would go on to make eight more films together. Each had numerous affairs, but theirs was the most consistent one in both of their lives. Hepburn, who always denied the rumors about their relationship, finally admitted to it in 1983 after the death of Tracy’s wife, writing about it in her memoir entitled “Me: Stories of my Life.”

5. Richard Burton and Elizabeth Taylor

Elizabeth Taylor and Richard Burton on Name Dropping

Perhaps the most epic of all Hollywood romances is the one between Hollywood icons Richard Burton and Elizabeth Taylor. When they met during the filming of the 1963 film “Cleopatra,” they were both married to other people. Most notably, Taylor was in her fourth marriage to singer Eddie Fisher, whom she’d stolen from good friend Debbie Reynolds. The scandal that set Hollywood spinning would spawn a sequel when Taylor and Burton were photographed spending time together alone on a yacht shortly after shooting for “Cleopatra” was completed. It spelled the end for Fisher and the beginning for what became Hollywood’s greatest love story.

Few people can say that their first kiss is forever immortalized on film, but that’s exactly the case for Burton and Taylor. The first time these lovers pressed their lips together, it was on celluloid, and every person who watches “Cleopatra” is witness to it. As soon as both their divorces were finalized, Burton and Taylor married and spent the next 10 years together. Unfortunately, they were both heavy drinkers and were constantly at each other’s throats. As much as they loved each other, they hated what being with one another did to them.

If “Cleopatra” is a record of what their life was like when they were at their best, then “Who’s Afraid of Virginia Woolf” is a record of it at its worst. They divorced in 1974 only to remarry in 1975 to divorce again in ’76. Even though they ultimately couldn’t make their marriages work, they remained friends their entire lives. In fact, had Richard lived longer, there might have even been a third marriage (bringing Taylor’s total to 9). There’s no argument to the fact that Richard Burton was the love of Elizabeth’s life and vice-versa. She may have married six other men, but he’s the only one she married twice.

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  • Kate
    Posted at 00:00h, 05 March Reply

    Lovely piece on Richard Burton and Elizabeth Taylor. Particularly loved the part about them being the love of each others lives and the possibility of them marrying again for the third time.

  • Jesus Reyna
    Posted at 15:18h, 09 March Reply

    Thank you so much. We’re so glad you enjoyed reading it and I am strong believer that had Richard lived longer they probably would have given it a third try, this was a sentiment shared by Elizabeth herself. Thank you for your comment Kate and we hope you enjoy our future posts as well.

  • Leslie fine
    Posted at 20:11h, 30 March Reply

    They were never really separated, they couldn’t live together. The love lasted forever. It really never mattered who they married or why, their hearts always belonged to each other. When Richard passed away, Elizabeth was treated as the widow, and rightfully so. I think the love they had for each other was more important than anyone or anything else.

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