So how did two of the biggest names of the 1990s get together? The meeting was pretty much like you'd imagine, with Madonna reportedly attending one of Dennis Rodman's games when he played for the Chicago Bulls (via Marie Claire). The forward noticed the singer during the action, but it was later that they would first talk — when she gutsily barged into the locker room. Rodman reportedly went home with Madonna that very night.

By his account, things got serious fast. The star player opened up about dating Madonna in his memoir, "Bad As I Wanna Be." He would characterize the romance as far less dramatic than fans might envision, writing, "We never had any problems. It was one of the easiest relationships I'd ever been in" (via People).

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.