There isn’t a bigger artist in the history of Hip-Hop music than 2Pac. Everything about him was bigger than life. His voice, persona, music, and activism – everything he stood for and did was iconic. This also extended to his love life.

Back in the early nineties Pac had a brief romance with another legendary musician, one of the biggest pop stars in history… Madonna. And while that was public knowledge to anyone paying attention, the reason for their split wasn’t. One of the biggest factors in the break, race.

In a letter Pac sent to Madonna while he was in jail in 1995, obtained by editors, he explained why he ended their relationship.

“For you to be seen with a black man wouldn’t in any way jeopardize your career, if anything it would make you seem that much more open and exciting. But for me at least in my previous perception I felt due to my ‘image’ I would be letting down half of the people who made me what I thought I was. I never meant to hurt you.”

Check out more of the letter on Page 2…