The Complex Dating History Of Rihanna Explained
Lifestyle - News
This story contains discussions of domestic violence.
When it comes to Rihanna’s dating history, gossip abounds. She’s rumored to have dated Leonardo DiCaprio and Shia LaBeouf, and who can forget her years’ long on-and-off dalliance with Drake? Here’s a rundown of her longest relationships.
ASAP Rocky
Rihanna and ASAP Rocky had been friends for years before he told GQ in 2021 that she was the love of his life. Rocky said of Rihanna, "She amounts to probably, like, a million of the other ones [...] She's the One." The two are still dating as of April 21, 2022, though they were recently hit with cheating and breakup rumors.
Hassan Jameel
Hassan Jameel is a billionaire Saudi businessman who was first connected to Rihanna in 2017, when they were photographed kissing in Spain. The two have very different personalities, and they broke up in 2020 because "their lives were too different and it was hard to maintain a relationship," according to People.
Drake and Rihanna denied dating rumors for years, but at the 2016 MTV-VMA Awards, he said of her, "she's someone I've been in love with since I was 22 years old, she's one of my best friends in the world." The two superstars continued their on-and-off relationship and collaborations before finally ending things in 2016.
Chris Brown
Singer Chris Brown was one of Rihanna’s first long-term relationships, and it infamously ended when he physically assaulted her on the day of the 2009 Grammy Awards. Brown was arrested, but never took responsibility for his actions and still enjoys career success, and Rihanna apparently wants the best for him.