Besides being a prolific rapper during his legendary career, Pac was quite suave with the opposite sex. Underneath his brash and hard exterior was a charming ladies man. Rosie Perez, Jada Pinkett, Madonna all raved about Pac’s smoothness and ability to woo the women. Talking to women was second nature to him. That’s why he was able to have any and every woman under his claw, especially this iconic singer.