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Sean ‘Diddy’ Combs makes wild argument for freak-off tapes in court as rapper could be freed from prison
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Sean ‘Diddy’ Combs makes wild argument for freak-off tapes in court as rapper could be freed from prison



Attorneys for Sean “Diddy” Combs argued that their client should be freed from prison immediately because his infamous freak-off tapes were displays of amateur pornography rather than sex crimes.

Combs’ legal team, which was led by Alexandra Shapiro and Nicole Westmoreland, made the surprising argument during an appeal hearing before three federal judges in New York on Thursday.

The disgraced music mogul’s legal team also argued that Combs was treated unfairly at his federal trial last year and that he deserves to be freed under the First Amendment.

Sean “Diddy” Combs (pictured here in a court sketch from October 2025 sentencing hearing) begged to be released from prison during a hearing this week. REUTERS
Attorneys for the disgraced music mogul (seen here in a court sketch from his March 2024 arraignment hearing) returned to federal court on Thursday to appeal his 50-month sentence. Jane Rosenberg

According to Combs’ lawyers, the 56-year-old was wrongfully convicted under the federal Mann Act – which bans the transportation of people across state lines for sex crimes – because he was recording “amateur pornography,” which the US Constitution protects as freedom of speech.

“Freak-offs and hotel nights were highly choreographed sexual performances involving the use of costumes, role play, and staged lighting, which were filmed so Combs and his girlfriends could watch this amateur pornography later,” his lawyers argued, according to TMZ.

“Pornography production and viewing of this sort is protected by the First Amendment and thus cannot constitutionally be prosecuted,” Combs’ legal team added.

Attorneys for Combs (pictured here during his March 2024 arraignment hearing) previously challenged the embattled rapper’s more than four-year sentence. Jane Rosenberg
The imprisoned rapper’s lawyers called his sentence a “perversion of justice” and criticized the judge overseeing the case. Jane Rosenberg

Combs’ attorneys also argued that Judge Arun Subramanian improperly relied on “acquitted conduct,” which refers to when a judge considers behavior associated with charges a defendant was acquitted of.

His team demanded the troubled record exec’s “immediate release” and requested the judge “grant a judgment of acquittal” or “at least vacate and remand for resentencing.”

Combs was convicted of transportation for prostitution in July 2025 following his September 2024 arrest on charges of racketeering conspiracy, sex trafficking by force, fraud or coercion, and transportation to engage in prostitution.

While a single charge carries a maximum of 10 years in prison per count, Combs was convicted on two counts. However, he was acquitted of the higher racketeering and sex trafficking charges.

He was sentenced in October 2025 and moved from the Metropolitan Detention Center in Brooklyn to a low-security federal prison in Fort Dix, New Jersey, that same month.

Combs (pictured here during one of his infamous parties in September 1998) was convicted of two counts of transportation for prostitution in July 2025. Globe Photos/Zuma / SplashNews.com
Combs (seen here during another one of his parties in September 1999) was arrested on charges of racketeering conspiracy, sex trafficking by force, fraud or coercion, and transportation to engage in prostitution in September 2024. Hugh Edwards/Globe Photos/Zuma / SplashNews.com

Judge Subramanian told Combs that his punishment would mean “hard time in prison, away from your family, friends and community” during the imprisoned music mogul’s sentencing hearing, but added that Combs “will have a life afterward.”

“Mr. Combs, you’re being sentenced for the offenses of conviction, not the crimes he was acquitted of,” the judge continued. “However, under law, the court ‘shall consider’ the nature of the offense and characteristics of the defendant.”

As Page Six previously reported, Combs’ release date was pushed up from June 4, 2028, to April 25, 2028, last month.

The surprising development came after Combs was accepted into a drug-abuse rehabilitation program in November 2025, which may often lead to shorter prison sentences.

The disgraced hip-hop star (pictured here in January 2018) had his release date pushed up from June 4, 2028, to April 25, 2028, last month. Getty Images
Combs (seen here in January 2018) had his release date pushed up months after he was accepted into a drug-abuse rehabilitation program in November 2025. Getty Images

“Mr. Combs is an active participant in the Residential Drug Abuse Program and has taken his rehabilitation process seriously from the start,” a rep for Combs said in a statement at the time.

They added, “He is fully engaged in his work, focused on growth and committed to positive change.”

Combs had previously had his release date pushed back from May 8, 2028, to June 4, 2028, after he allegedly violated multiple prison rules.



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