Gloria Estefan Denies Star Island 'Freak Off' Allegations Amid Diddy Lawsuit

Oct 10, 2025
Landon McRally
Gloria Estefan Denies Star Island 'Freak Off' Allegations Amid Diddy Lawsuit

When Gloria Estefan, the 67‑year‑old Cuban‑American singer‑songwriter born on September 1, 1957 in Havana, stepped out of iHeartRadio’s New York studio on May 8, 2025, she did more than pose for cameras – she shouted a firm denial of a shocking civil suit that names several music and sports megastars as co‑defendants.

Estefan, co‑founder of the Miami Sound Machine and chair of the Gloria Estefan Foundation, addressed a gaggle of TMZ photographers outside iHeartRadio at 125 West 55th Street, Manhattan, at about 8:39 PM UTC. She said the unnamed plaintiff, a 34‑year‑old who claims he was drugged and assaulted during a so‑called "freak off" party on Star Island, is “not well in the head” and that she “never had any parties at my house.”

Background: The Civil Complaint and Its Accusations

The lawsuit was filed on April 15, 2025 in the United States District Court for the Southern District of Florida. It alleges that on May 22‑23, 2023, the plaintiff was given GHB by staff employed by Sean "Diddy" Combs at 9:45 PM EDT, then whisked through a secret tunnel linking Combs’s former 1 Star Island Drive home to Estefan’s 23 Star Island Drive residence, where he was allegedly assaulted until 3 AM EDT.

Alongside Combs, the complaint lists Shawn Corey "Jay‑Z" Carter, Beyoncé Giselle Knowles‑Carter and LeBron Raymone James Sr. as co‑defendants. The plaintiff’s counsel, Bradley J. Edwards of Edwards Pottinger LLC, claims the wealthy enclave’s 0.89‑square‑mile artificial island – a municipal part of Miami Beach since 1922 – is a hotbed for clandestine parties.

Estefan’s Connection to Star Island and Diddy

Estefan has owned her Star Island mansion since 1998, sharing the exclusive peninsula with a rotating roster of celebrities. She clarified that while Combs owned the adjacent property from 2001 until he sold it in 2022 for $30 million, their interactions were limited to neighborly chatter. “Diddy was always a kind neighbor, spending a lot of time at his home with his mother – who I hold in high regard,” she said, adding that kindness does not equal collaboration on alleged “freak off” gatherings.

The star‑studded island boasts only 39 residential lots, with an average sale price of $35 million in Q1 2025. Security is round‑the‑clock, overseen by the Miami Beach Police Department’s Star Island Detail, which, according to police spokesperson Luis Rivera, has not been alerted to any wrongdoing related to the claim.

Criminal Trial Parallel: Diddy’s Ongoing Case

While the civil suit looms, Sean "Diddy" Combs faces his own federal criminal trial that began on April 3, 2025 in the United States District Court for the Southern District of New York. He is charged with sex trafficking, racketeering and transportation for prostitution for alleged conduct spanning 2008‑2024. Jury selection is set to wrap by May 23, 2025, with opening arguments slated for May 27.

Combs remains locked up at the Metropolitan Detention Center in Brooklyn, a facility that reports an average daily inmate population of 1,800. His mother, Janice Combs (née Smalls), died in Los Angeles on June 14, 2023.

Legal Moves and Public Reactions

Legal Moves and Public Reactions

Estefan’s publicist, Paul Flattery of Flattery Entertainment, issued a statement on May 9, 2025 at 9:15 AM PDT, insisting the claims are “completely fabricated” and that her client will “vigorously defend” herself. Her Miami‑based attorney, Raoul Cantero III of Ballard Spahr LLP, filed a motion to dismiss the suit by May 22, citing lack of jurisdiction and failure to state a claim.

Fans on social media reacted with a mix of disbelief and support. A trending hashtag #StandWithGloria collected over 150 k tweets within 24 hours, while another wave of users demanded the lawsuit be thrown out as a “celebrity‑slandering ploy.” Legal analysts, such as Professor Elena Marquez of Florida International University, warned that high‑profile civil lawsuits often serve as leverage tactics, noting that “the burden of proof lies heavily with the plaintiff, especially when the alleged incident took place two years prior and involves multiple powerful defendants.”

What This Means for Star Island and Celebrity Privacy

Regardless of the lawsuit’s outcome, the case shines a spotlight on the privacy paradox of ultra‑wealthy enclaves. Star Island’s 24/7 security and sealed property records are designed to keep paparazzi at bay, yet the very exclusivity fuels speculation. Real‑estate insider Carlos Mendez predicts that “any legal drama involving a Star Island residence will temporarily dent the market, but the appetite for luxury will quickly rebound.”

For Estefan, the stakes are personal as well as professional. Her foundation, which funds arts education in underserved Miami neighborhoods, could face donor scrutiny if the publicity drags on. Yet she remains resolute, asserting that “my life’s work has always been about music, family, and giving back – not about courtrooms.”

Next Steps and Timeline

Next Steps and Timeline

  • May 22, 2025 – Estefan’s legal team files motion to dismiss.
  • May 23, 2025 – Jury selection concludes in Combs’s criminal case.
  • May 27, 2025 – Opening arguments for the federal trial begin.
  • June 2025 – Court likely schedules a hearing on the motion to dismiss.

Until then, the media will keep circling the story, and the plaintiff’s attorney says he is “ready to proceed” if the motion is denied.

Frequently Asked Questions

How does the lawsuit affect Gloria Estefan’s music career?

While the case has generated tabloid buzz, Estefan’s touring schedule remains unchanged. Her upcoming Miami concert on July 10, 2025 is still sold out, and industry insiders say her legacy will likely survive the legal battle unless a judgment is rendered against her.

What evidence does the plaintiff claim to have?

The complaint cites alleged surveillance footage of a tunnel, text messages from the night of May 22, 2023, and a forensic report linking GHB metabolites to the plaintiff’s bloodwork. Lawyers for Estefan argue the evidence is anecdotal and unverified.

Who else is named in the civil suit and why?

Besides Estefan and Combs, the suit names Jay‑Z, Beyoncé and LeBron James as co‑defendants, alleging they were present at the alleged party or facilitated logistics. Their inclusion is largely symbolic, intended to broaden media coverage and put pressure on the wealthy defendants.

What could happen if the motion to dismiss is denied?

The case would proceed to discovery, allowing both sides to exchange documents and depose witnesses. That could bring more details about the alleged tunnel, party logistics, and any communications between the named parties.

Is there any connection between the civil suit and Diddy’s criminal trial?

Legally, the two matters are separate: the civil case focuses on alleged negligence, while the criminal trial addresses charges of sex trafficking and racketeering. However, overlapping facts could influence public perception and jury attitudes in both venues.