Their relationship began in 1999 when both were at crucial points in their careers - Lopez was ascending in music and film, while Diddy was already a hip-hop mogul. They quickly became one of Hollywood's most visible power couples, frequently appearing together at high-profile events.

A major turning point occurred in December 1999 with the Club New York shooting incident. After gunshots were fired following an altercation, the couple fled the scene together. While Lopez was cleared of charges, Diddy faced legal troubles but was ultimately acquitted.

The relationship faced significant challenges, primarily due to allegations of Diddy's infidelity. Lopez later revealed she struggled emotionally during this period, describing it as a "crazy, heightened time." His reported ongoing connection with ex-girlfriend Kim Porter and late-night activities created instability in their relationship.

Lopez ended the relationship in early 2001, citing her desire for a more stable family life. Despite their split, they maintained a cordial relationship over the years, occasionally interacting on social media and at industry events.

Their romance, though brief, marked a significant chapter in both their lives, particularly for Lopez, who has spoken about how it shaped her approach to future relationships and public life. Recent controversies surrounding Diddy have led to renewed interest in their past relationship and its dynamics.

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