Pop sensationMadonna has had quite the relationship historyover the course of her decades-long career.

But the Ice Man is hardly the only rapper Madonna has dated.

In fact, she once had a secret two-year relationship with none other than late hip-hop legend Tupac Shakur.

Madonna performing onstage

Madonna and Shakur met in March 1993, and the two began seeing each other not long after.

“I was feeling very gangster,” she told Stern (viaEntertainment Tonight).

Snoop says he invited Shakur backstage, and was shocked when Madonna came with him.

Rosie Perez black dress

Double G had kept the interaction a secret for nearly 25 years.

He expressed as much in a 1995 breakup letter he wrote to Madonna while in prison.

The letter surfaced online viaTMZin 2017.

As it turns out, it was actuallyformer “The View” co-hostRosie Perez who introduced the two.

Y’all are together?'

And I said, ‘No,’ she goes, ‘Really?’

I go, ‘Yeah,’ she goes, ‘Hook me up.

I said, ‘You got it,'" Perez revealed.