Inside Madonna And Dennis Rodman’s Relationship

Michael Ochs Archives/Getty Images By Melissa Willets/Oct. 22, 2022 8:53 am EST

Madonna has dated a virtual who’s who of famous men (and women), from actors to athletes. The pop star famously paired off with Alex Rodriguez around 2008, after she ended her decade-long marriage to director Guy Ritchie (via Ranker). Of course, you probably remember how the singer also dated Carlos Leon, with whom Madonna had a daughter, Lourdes. The list goes on, with the star having also been married to actor Sean Penn, and rumored to have gotten cozy with the likes of Tupac Shakur, Michael Jackson and even John F. Kennedy Jr.

But we’d be remiss in not exploring what was one of the star’s reportedly most passionate romances with former pro basketball player Dennis Rodman. For his part, the larger-than-life athlete has been wed three times, most famously to Carmen Electra (via PopSugar). The year was 1994 when Madonna and Rodman got together (via Marie Claire). This would have been before the former Chicago Bulls player said “I do” to Electra in Las Vegas (via People). The relationship that fans are still dissecting decades later also happened after Madonna’s marriage to Penn and before she took another trip down the aisle with Ritchie.

Inside Madonna And Dennis Rodman’s Relationship

Michael Ochs Archives/Getty Images

By Melissa Willets/Oct. 22, 2022 8:53 am EST

Madonna has dated a virtual who’s who of famous men (and women), from actors to athletes. The pop star famously paired off with Alex Rodriguez around 2008, after she ended her decade-long marriage to director Guy Ritchie (via Ranker). Of course, you probably remember how the singer also dated Carlos Leon, with whom Madonna had a daughter, Lourdes. The list goes on, with the star having also been married to actor Sean Penn, and rumored to have gotten cozy with the likes of Tupac Shakur, Michael Jackson and even John F. Kennedy Jr.

But we’d be remiss in not exploring what was one of the star’s reportedly most passionate romances with former pro basketball player Dennis Rodman. For his part, the larger-than-life athlete has been wed three times, most famously to Carmen Electra (via PopSugar). The year was 1994 when Madonna and Rodman got together (via Marie Claire). This would have been before the former Chicago Bulls player said “I do” to Electra in Las Vegas (via People). The relationship that fans are still dissecting decades later also happened after Madonna’s marriage to Penn and before she took another trip down the aisle with Ritchie.

But we’d be remiss in not exploring what was one of the star’s reportedly most passionate romances with former pro basketball player Dennis Rodman. For his part, the larger-than-life athlete has been wed three times, most famously to Carmen Electra (via PopSugar).

The year was 1994 when Madonna and Rodman got together (via Marie Claire). This would have been before the former Chicago Bulls player said “I do” to Electra in Las Vegas (via People). The relationship that fans are still dissecting decades later also happened after Madonna’s marriage to Penn and before she took another trip down the aisle with Ritchie.

Madonna and Dennis Rodman got serious fast

Mitchell Layton/Getty Images

But the fling wasn’t without stories that still make jaws drop years later. Specifically, Rodman wrote in his book about the pop princess wanting to go all the way with him. “Madonna talked all the time about having a baby,” he penned. “I think she wanted every bit of Dennis Rodman—marriage, kids, everything.”

One particular story is definitely for the ages.

The relationship fizzled as quickly as it began

Ron Wolfson/Getty Images

“I picked up the phone and Madonna was like, ‘I’m ovulating, I’m ovulating,’” Rodman recounted, adding that she wanted him to fly across the country to her. “So I left my chips on the table, flew five hours to New York and did my thing,” Rodman said. He would then fly back to Las Vegas to resume his game of craps.