October 04, 2025
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Diddy sentenced to 50 months; Dershowitz says pre-sentence speaking booking was 'stupid and arrogant'

Sean "Diddy" Combs was sentenced to 50 months in prison, five years of supervised release and a $500,000 fine after convictions on prostitution-related charges. Prosecutors said he had booked public-speaking engagements in Miami for the week after his sentencing — a move Alan Dershowitz called "stupid and arrogant" and "a slap in the face to the judge" — while the defense played an 11-minute family video that Robert Shapiro acknowledged can be emotional but may be outweighed by negative conduct.

Legal Crime

📌 Key Facts

  • Sean 'Diddy' Combs was sentenced to 50 months in prison on prostitution-related charges.
  • He was also ordered to serve five years of supervised release and to pay a $500,000 fine.
  • Prosecutors told the court Combs had booked public-speaking engagements in Miami scheduled for the week after his sentencing.
  • Alan Dershowitz called the pre-sentence booking 'a slap in the face to the judge' and described it as 'stupid and arrogant.'
  • The defense presented an 11-minute family video at sentencing; O.J. Simpson lawyer Robert Shapiro said family testimony is emotional but can be outweighed by negative conduct.
  • CBS News published a short video segment on the sentencing reported by Jericka Duncan.

📰 Sources (3)

Diddy made 'stupid and arrogant' mistake ahead of sentencing, says OJ Simpson lawyer
Fox News October 04, 2025
New information:
  • Prosecutors told the court Combs had booked public speaking engagements in Miami scheduled for the week after his sentencing.
  • Alan Dershowitz publicly criticized the booking as 'a slap in the face to the judge' and called it 'stupid and arrogant.'
  • OJ Simpson lawyer Robert Shapiro commented that family testimony is emotional but can be outweighed by negative conduct; the defense presented an 11-minute family video during sentencing.
Everything we know about Sean "Diddy" Combs' sentencing on prostitution-related charges
https://www.facebook.com/CBSEveningNews/ October 03, 2025
New information:
  • Combs was sentenced to five years of supervised release in addition to the prison term.
  • Combs was issued a $500,000 fine as part of the sentence.
  • CBS News published a short video segment reporting the sentencing (reported by Jericka Duncan).