Diddy Made Jennifer López Get Arrested: Their Complicated Love Story

We revisit the origin of a tumultuous relationship

377894 22: (FILE PHOTO) Jennifer Lopez and Sean "Puffy" Combs arrive for the 2000 MTV Video Music Awards September 7, 2000 at Radio City Music Hall in New York City. On Valentine's Day, February 14, 2001, Combs'' spokesperson announced that Lopez and Combs were no longer a couple. The announced confirmed months of speculation over demise of the superstars'' relationship. (Photo by George De Sota/Newsmakers)

Sean «Diddy» Combs is at the center of serious legal controversies, with multiple accusations of sexual misconduct, abuse, and other criminal charges. More than 100 individuals have filed lawsuits against him, alleging a range of abuses including sexual assault, drugging victims, and psychological manipulation. These allegations span decades and have been enabled in part by laws like New York’s Gender Motivated Violence Act, which allows victims to file lawsuits regardless of when the abuse occurred

One of the most notable cases is that of Cassie Ventura, Diddy’s ex-girlfriend, who accused him of physical and sexual abuse. Although the case was settled out of court in 2023, it triggered more allegations. Additionally, in 2024, a music producer accused Diddy of sexual harassment and drugging, further damaging his reputation. These accusations, which include sex trafficking and illicit parties, have severely impacted his public image, with the possibility of life imprisonment if convicted.

Diddy’s recent scandals have sparked questions about the celebrities he has been associated with, who may have been aware of his conduct. These include figures like Leonardo DiCaprio, Jay-Z, Beyoncé, Justin Bieber and Jennifer López, with whom he had a romantic relationship.

Natane Adcock, Damon Dash, Aaliyah, Jay Z, Sean «Puff Daddy» Combs and Jennifer Lopez at Puff Daddy’s Fourth of July Party on July 2, 2000 in East Hampton. Patrick McMullan/Patrick McMullan via Getty Images

Natane Adcock, Damon Dash, Aaliyah, Jay Z, Sean «Puff Daddy» Combs and Jennifer Lopez at Puff Daddy’s Fourth of July Party on July 2, 2000 in East Hampton. Patrick McMullan/Patrick McMullan via Getty Images / Patrick McMullan

Natane Adcock, Damon Dash, Aaliyah, Jay Z, Sean «Puff Daddy» Combs and Jennifer Lopez at Puff Daddy’s Fourth of July Party on July 2, 2000 in East Hampton. Patrick McMullan/Patrick McMullan via Getty Images

Natane Adcock, Damon Dash, Aaliyah, Jay Z, Sean «Puff Daddy» Combs and Jennifer Lopez at Puff Daddy’s Fourth of July Party on July 2, 2000 in East Hampton. Patrick McMullan/Patrick McMullan via Getty Images / Patrick McMullan

Diddy and Jennifer López: A Tumultuous Love Story

The relationship between Jennifer López and Sean «Diddy» Combs was one of the most talked-about romances in entertainment in the late 90s. They met in the late 1990s, supposedly on the set of her iconic video ‘If You Had My Love,’ and dated between 1999 and 2001.

Their relationship was intense and controversial, particularly due to suspicions of infidelity on Diddy’s part and a highly publicized arrest following a 1999 shooting incident at New York’s Hot Chocolate Club, which resulted in multiple people being injured. While López was released without charges, the media scrutiny surrounding the case, and Diddy’s eventual trial, contributed to the strain in their relationship.

Sean «Diddy» Combs and Jennifer Lopez attend the after party for the finale of the «JENNIFER LOPEZ: ALL I HAVE» residency at MR CHOW at Caesars Palace on September 30, 2018 in Las Vegas, Nevada. Ethan Miller/Getty Images for Caesars Entertainment

Sean «Diddy» Combs and Jennifer Lopez attend the after party for the finale of the «JENNIFER LOPEZ: ALL I HAVE» residency at MR CHOW at Caesars Palace on September 30, 2018 in Las Vegas, Nevada. Ethan Miller/Getty Images for Caesars Entertainment / Ethan Miller

Sean «Diddy» Combs and Jennifer Lopez attend the after party for the finale of the «JENNIFER LOPEZ: ALL I HAVE» residency at MR CHOW at Caesars Palace on September 30, 2018 in Las Vegas, Nevada. Ethan Miller/Getty Images for Caesars Entertainment

Sean «Diddy» Combs and Jennifer Lopez attend the after party for the finale of the «JENNIFER LOPEZ: ALL I HAVE» residency at MR CHOW at Caesars Palace on September 30, 2018 in Las Vegas, Nevada. Ethan Miller/Getty Images for Caesars Entertainment / Ethan Miller

This marked a key turning point for the couple, who already faced growing internal tensions. Eventually, in 2001, they ended their relationship. In hindsight, López has spoken about this period of her life, acknowledging that her time with Diddy was formative but also filled with a lifestyle that no longer suited her. After their breakup, she reinvented herself both personally and professionally, releasing her hugely successful album J.Lo (2001) and solidifying her acting career in Hollywood.

Despite their romantic split, Diddy has spoken publicly about his respect and affection for López, referring to her as a special person in his life. In 2020, they reunited briefly for a charity livestream during the pandemic, where López participated with her then-fiancé Alex Rodríguez, demonstrating that there are no lingering hard feelings between them.

Their relationship, though brief, left a lasting mark on pop culture at the turn of the century. Although little is known about their current personal interactions, Diddy’s ongoing scandals cast some uncertainty on how these past connections might be viewed today.

Ana Rojas

Periodista en LOS40, coordinando LOS40 USA y colaborando también en El País. Cubro temas de música,...

Escucha la radio en directo

Cadena SER
Directo

Tu contenido empezará después de la publicidad

  • Países

  • Podcasts

    Compartir

    Tu contenido empezará después de la publicidad

    Tu audio se ha acabado.
    Te redirigiremos al directo.

    5 "