The 66-year-old Queen Of Pop sent the speculation into overdrive last week when she flashed a diamond ring on her left hand.

The '80s pop star recently shared a video montage with photos of her four daughters celebrating Christmas and Hanukkah.

The Queen of Pop shared a video montage featuring photos from Wednesday’s festivities, as both Christmas and the start of ...

The intimate affair included four of her six children: Lourdes, 28, Chifundo Mercy James, 18, and twins Stella and Estere, 12 ...

The eye-catching bauble popped up in several photos included in her New Year’s Eve carousel, which she posted on Instagram Thursday.

Pop icon Madonna was spotted arriving in New York City on Tuesday, and she was not alone. She accompanied by her boyfriend, Akeem Morris, amid a flurry of engagement rumors to the ...

The "Queen of Pop," 66, shared several photos alongside Morris, 28, in an Instagram post on Thursday, January 2. One of the ...

In addition to Akeem Morris, Madonna was joined by her daughters: Lourdes Leon, 28, Chifundo “Mercy” James, 18, and twins ...

Madonna shared several photos wearing a diamond ring on that finger, sparking rumors that she might be engaged to Jamaican soccer player Akeem Morris.

Lourdes Leon, 28, Chifundo "Mercy" James, 18, and 12-year-old twins Stella and Estere — and her boyfriend Akeem Morris as ...

The carousel also featured several photos of Madonna and Akeem cuddling up to one another, with the Jamaican soccer player hugging and planting a kiss on the Grammy winner in one snap. While ...

"It was just the greatest event of my life," the Queen of Pop says about the death of her mother, whom she was named after, ...