Madonna, 66, Spotted With Boyfriend Akeem Morris, 28

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Madonna and her 28-year-old boyfriend, Akeem Morris, are proving that love knows no age.

The pop icon, 66, and the Jamaican soccer player were spotted on the Upper West Side on Saturday, February 22, per images obtained by Page Six.

Despite chilly temperatures, Madonna bundled up in style, wearing a black puffer coat, scarf, and oversized black sunglasses. Morris, who is 38 years younger than Madonna, kept it casual but coordinated with his girlfriend, sporting a white windbreaker jacket. The couple was photographed getting out of a black SUV together and crossing the street.

Earlier this year, Madonna sparked engagement rumors when she posted a picture of herself wearing a diamond ring on her ring finger, celebrating New Year’s Eve with a caption about “magical thinking” and “eternal blessings.” In the photo, Morris smiled proudly as Madonna flaunted the sparkling ring, fueling speculation from fans about their relationship status –– though the “Material Girl” hitmaker has not disclosed any updates.

The superstar previously shared a video montage to Instagram for celebrating the holidays in December 2024 which featured Morris and her children. Set to the festive tune of “It’s the Most Wonderful Time of the Year” by Andy Williams, the Reel featured over 20 photos of her large family over Christmas and Hanukkah.

In the vid, Madonna was seen with her eldest daughter, Lourdes Leon, whom she shares with ex Carlos Leon, as well as her adopted daughter Mercy James, plus twins Stella and Estere Mwale. In the images, Lourdes, 28, Mercy, 19, and Madonna herself wore elegant black dresses, while the 12-year-old twins were dressed in matching red outfits. Morris, also featured in the montage, appeared both shirtless and dressed in a cozy grey turtleneck. Madonna captioned the post, “The most wonderful day of the year ………..X-mas and Hanukkah all at once. 🎄🕎 🎁 ♥️!!”—a reflection of the joy she shared with her loved ones during the holidays.

In addition to her four daughters, Madonna shares 24-year-old son Rocco Ritchie – whom she shares with director Guy Ritchie – and 19-year-old David Banda, whom she officially adopted in 2008.