Another one of Jennifer Lopez's popular relationships was with hip hip superstar, P. Diddy (at that time, known as Puff Daddy). They started out when Jennifer was barely climbing to fame and the relationship cause her to become a household name. To many, the relationship was a surprise because they were from two completely worlds. Even though the relationship was surprising, it really seemed to work. They were very much a hip hop icon team with their outfits resembling the music. Another key feature of their relationship is the time when Jennifer wore the sheer, deep v-neck dress to a Hollywood event. It was a beautiful dress and she wore it wonderfully- but it was shocking because no woman had ever dared to wear a dress like that to a big event.
Jennifer and P.Diddy's relationship lasted a while before it finally came to an end. According to both parties, the split was mutual and they still remain good friends. They were a very fun couple to watch and really seemed to enjoy each other's company, so they were a good match for a short period of time.