Madonna has always been a magnet for controversy, captivating the public for decades. The tabloids have never missed a chance to scrutinize her ever-evolving persona, her provocative statements, and, of course, her love life. With the Queen of Pop, there’s never a dull moment.

She’s been married twice—to Sean Penn and Guy Ritchie—but her list of long and short relationships goes far beyond that. One significant chapter in her romantic history includes her relationship with Carlos Leon, the father of her now-grown daughter, Lourdes.

In recent years, Madonna seems to have lost interest in dating peers her own age, instead opting for relationships with men far younger. Her latest romantic interest? Ahlamalik Williams—a 28-year-old footballer from Jamaica.

The pop icon and the athlete, who is 37 years her junior, have known each other for quite some time. Ahlamalik even made an appearance in Madonna’s 2022 Paper magazine photoshoot. However, rumors of their potential romance didn’t surface until July 2024.

The gossip was fueled by Ahlamalik’s ex, Reagan Rice, who posted a video online with a telling caption: The latest paparazzi shots certainly won’t quash these rumors. The couple was spotted hand-in-hand in Portofino, where Madonna is set to celebrate her 66th birthday. They were seen making their way to one of the town’s local restaurants, sparking a frenzy among tourists.

Madonna, ever the attention magnet, moved ahead with her signature flair, shielding herself from the crowd beneath a chic white umbrella.