Celebrities who always date multiple people without being single.

Dated A-listers in Hollywood.

June 16th 2024.

Celebrities who always date multiple people without being single.
Celebrities may lead busy lives, with packed schedules and constant travel for work, but that doesn't stop them from finding time for love. In fact, when it comes to dating, many stars waste no time in finding their next suitor. Take Madonna, for example. Just days after ending things with her boxer boyfriend, she was already getting close to another British boxer, Richard Riakporhe. But she's not the only one in Hollywood who struggles to stay single - there seem to be plenty of serial daters in Tinseltown.

According to Jacob Lucas, from AltIndex, an industry data platform, there are various reasons why some people may jump from one relationship to the next. It could be because they get bored easily and don't consider other people's feelings, or maybe they tie their self-worth to their relationship status and feel more valuable when they're in a partnership. Others may simply enjoy physical intimacy and want to always have someone to share it with. And for celebrities, whose lives can be isolating and chaotic, a relationship can offer stability and a listening ear.

Madonna, who has dated some of the biggest names in Hollywood, has proven that age is just a number. Despite being 65 years old, she has developed a fondness for younger men. And in a world where men are known for dating much younger women, Madonna doesn't feel the need to justify her love for younger men. She doesn't wait around either - when a relationship ends, she quickly moves on to the next fit guy. In the past decade alone, she has barely been single. From her marriage to Guy Ritchie to her most recent relationship with boxer Joshua Popper, Madonna has had a string of romances, never staying single for long.

But she's not the only one who seems to have a revolving door of partners. Leonardo DiCaprio, who has been a heartthrob since his breakout role in Romeo and Juliet, has also been linked to numerous women in the past decade. From models to singers, Leo has never been short of a beautiful woman on his arm. Just a few weeks after ending things with model Toni Garrn in 2014, he was already being linked to singer Rihanna. And the pattern continued - after splitting with one model, Leo would quickly move on to the next, rarely spending a day without a stunning woman by his side.

It seems that for these celebrities, their love lives are always in the spotlight. And with their hectic schedules and constant travel, it's no wonder they may struggle to maintain long-term relationships. But as the saying goes, when you're Madonna or Leonardo DiCaprio, "bitch, you're Madonna" or "you must be knackered."
It's hard to imagine how celebrities can maintain their romantic lives with grueling schedules that have them constantly traveling for tours, press events, and photo shoots. But somehow, they still find the time to pursue love and it seems like some of them have a talent for quickly moving on to the next suitor.

Take Madonna, for example. At 65 years old, she has dated some of the biggest names in Hollywood, including Sean Penn and Guy Ritchie. But age is just a number for her as she has developed a fondness for younger men. And while it's common for men in the industry to date younger women, Madonna doesn't need to justify her love. She doesn't wait around when a relationship ends, quickly moving on to the next fit guy. In fact, she has barely been single in the last decade.

She had a brief romance with Dutch dancer Timor Steffens in 2014, followed by a marriage to Guy Ritchie from 2000 to 2008. After that, she was linked to former Harrods worker Aboubakar Soumahoro, but that ended in 2017 when she started dating Portuguese model Kevin Sampaio. By 2019, she was dating dancer Ahlamalik Williams and then model Andrew Darnell after their split. And just days after her breakup with boxer Joshua Popper, she was already being linked to fighter Richard Riakporhe. As her hit single says, "Bitch, I'm Madonna."

Another notorious serial dater is Leonardo DiCaprio. Since his heartthrob days in Romeo and Juliet, he has become known for his love of younger women. In the past decade, he has hardly been single, always having a beautiful model by his side. He ended an 18-month romance with model Toni Garrn in 2014 and was soon linked to singer Rihanna. But that must have fizzled out because he started dating model Kelly Rohrbach in June 2015, only to split in January 2016. And just like Madonna, he didn't waste any time getting back out there. He went on dates with presenter Laura Whitmore and model Roxy Horner in February, followed by Dutch Victoria's Secret model Chelsey Weimar and model Ela Kawalec in April and May. In July of 2016, he started dating model Nina Adgal. And even after their split in 2017, he spent the summer being linked to a handful of top models.

It's no wonder Leonardo DiCaprio must be exhausted with his high-profile love life since the 90s. But hey, at least he's not afraid to put himself out there and keep trying to find love. Maybe one day he'll finally find the one who will make him settle down.

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