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Two men admitted conspiring to take heroin into a prison when they appeared at Maidstone Crown Court on Monday.
Dino Gillett, 36, of Canterbury Road, Westgate, and Jack Hennessy, 22, of Pritchards Avenue, Hawkinge, Folkestone, also pleaded guilty to taking mobile phones SIM cards and batteries into Elmley Prison, Sheppey, between February 8 and March 14.
Gillett’s wife Sahra, 35, Carly Morris, 24, who worked for Serco Security at Canterbury Crown Court, and Darren Byrne, 29, were also in the dock.
Gillett, of Thanet Road, Ramsgate, Morris, of Devonshire Road, Dover, and Byrne, of no fixed address, will enter pleas to the charges on October 20.
Dino Gillett also admitted 10 charges of supplying undercover police officers with crack cocaine and heroin between April 14 and May 1.
Dino Gillett, Hennessy and Byrne were remanded in custody and Sahra Gillett and Morris had their bail continued.
Judge Philip St John-Stevens told Dino Gillett and Hennessy they were facing "significant" custody.
They will sentenced after the trial of Byrne, Sahra Gillett and Morris on January 4.