It has been more than two years since notorious "Bulli rapist" Terry John Williamson was released from prison.
But with his parole set to finish next month, authorities say they want him to remain under supervision.
As a young man, Williamson terrorised the community of Bulli, on the NSW south coast, for 10 months in 1989 and 1990.
Using a police radio scanner to avoid detection, the now 44-year-old sexually assaulted 11 people, including a five-year-old girl and an 11-year-old boy.
Williamson was released on parole in 2012 after serving 22 years of a 24-year sentence.
While on parole he has had to comply with 42 conditions, including taking anti-libido medication, staying away from his victims and the Illawarra region and undergoing electronic monitoring.
His parole period is due to end next month, making him a free man.
But on Thursday, the NSW Attorney-General's department made a Supreme Court application for an extended supervision order.
Barrister for the State of NSW, David Kell said that Williamson's parole program was designed to prevent him from re-offending.
"If they were removed, it would - on the evidence - rapidly affect his compliance," he told the court.
Justice Richard Button said he would wait for a psychiatrist's report on Williamson before deciding whether to extend supervision.
"The defendant was convicted of a large number of extremely serious crimes that the (sentencing) judge described as 'horrendous'," Justice Button said.
He said it was in the community's interest that a decision be made on the state's application before the 44-year-old's parole expires on May 15.
The issue of consent and whether authorities can force Williamson to continue taking anti-libido medication are expected to be discussed at a later hearing.
