Diddy and Sebastian Telfair Spotted Conversing in Prison as Appeal Advances

Even though Diddy is expected to spend a few more years behind bars, he seems to be adjusting well to life at his new facility. Since being moved to a safer location than the MDC in Brooklyn, the music mogul has appeared noticeably happier. That much is clear from the new photos shared by TMZ.

In the pictures taken on the prison grounds, Diddy is seen standing with several men, smiling and chatting. According to the outlet, one of those men was none other than former NBA player Sebastian Telfair. The athlete’s publicist later confirmed their friendship, saying the two have known each other for years.

It’s likely that Telfair was introducing Diddy to other inmates. The former 10-year basketball veteran reportedly has about three months left in the lower-security facility. He’s been serving time there since August after violating his supervised release terms in a healthcare fraud case.

Aside from his laundry duties, Diddy seems to be doing fairly well considering his circumstances.

Where Is Diddy Serving His Sentence?

WASHINGTON, DC - SEPTEMBER 21: Sean "Diddy" Combs speaks during the Congressional Black Caucus Foundation Annual Legislative Conference National Town Hall on September 21, 2023 in Washington, DC. (Photo by Jemal Countess/Getty Images for Congressional Black Caucus Foundation)

 

Philadelphia rapper Dos Noun recently shared on Facebook that Diddy’s prison stay is expected to be relatively comfortable. “He can have a phone, a private chef, his room cleaned, custom clothes, extra commissary, and special food contracts for better ingredients etc.,” he wrote.

The positive streak continues for the rap mogul. TMZ also reported that Diddy’s request for an expedited appeal has officially been granted. If everything proceeds as planned, oral arguments could begin in April 2026. “Mr. Combs expects to challenge both his conviction and sentence in his appeal. An expedited briefing and argument schedule is critical to ensure that Mr. Combs’s appeal of his sentence does not become moot while the appeal is pending.”

Diddy’s appellate attorney, Alexandra Shapiro, filed the motion at the end of October. The official schedule outlines the timeline for the process: “Dec. 23, 2025: Opening brief and appendix filed by Combs. Feb. 20, 2026: Government’s opposition brief due. Mar. 13, 2026: Combs’s reply brief due. April 2026: Oral argument before the Second Circuit.”

The court approved the request on November 3, meaning Diddy will remain at FCI Fort Dix while he awaits the next stage of his appeal.