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Prison Officer Admits Sexual Relationship and Smuggling for Gang Member

Charlotte Winstanley admitted smuggling contraband and maintaining a three-year sexual relationship with inmate Jabhari Blair, a gang member jailed for violence, prosecutors said.

  • Recently, Charlotte Winstanley, a prison officer at HMP Lindholme, admitted smuggling a mobile phone and starting a sexual relationship with gang member Jabhari Blair, Sheffield Crown Court heard.
  • Her training records show that Winstanley, only 22 at the time, lacked maturity and was vulnerable to offers of protection from Jabhari Blair, defence counsel Khadim Al‑Hassan said.
  • Prosecutor Aaron Dinnes read messages showing the pair called Mondays `date nights` with one saying `I'm literally praying to have your babies`, while prison CCTV captured intimate contact and investigators found an Argos shopping list link plus visits to Blair's mother in Leeds.
  • Judge Jeremy Richardson KC said `This is arguably the worst case of its kind I have personally dealt with`, remanded both defendants in custody, and set sentencing for Monday.
  • The court heard the breach was extremely serious because Winstanley passed prisoner movements and inmate health‑care information, risking prison security and staff safety, as she admitted to organised‑crime links noted in court.
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The Telegraph broke the news in London, United Kingdom on Friday, January 30, 2026.
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