SERIAL rapist, paedophile and diagnosed sexual sadist Graham Loughlan Harrison smiled as he entered a Sydney court for sentencing on multiple charges of rape, child sex, indecency, kidnap and pornography charges.

Harrison, 48, who has a decades long history of sex offences including soliciting underage girls for prostitution and hurting teenagers, is a self confessed “paraphiliac” or sadist, the court was told.

He is undergoing sentencing for 36 charges, some committed while under strict community supervision wearing a satellite tracking anklet.

Harrison — whose barrister Suse Kluss told Judge Jane Culver in Parramatta District Court her client was an intelligent man — has a history of using his charm to lure underage teen victims.

Dressed in a sports coat, shirt and tie and dark pants, Harrison sat in the dock as Judge Culver described his “wilful” and highly planned offending while free in the community on supervision orders.

Harrison also set up a brothel, Paradise Thai Massage in the Sydney suburb of Drummoyne, and breached supervision orders after going off his prescribed anti-libidinal medication.

“There’s no real spontaneity. There’s a degree of planning,” Judge Culver said of the offences.

She said the community had to be protected, and that after previous convictions and court orders Harrison had continued offending in a “flagrant” manner.

“Something that is looming large ... is the assessment of future risk,” she said.

“I’d be interested in whether or not this is one of those cases where history will reveal despite ... previous intensive monitoring, despite all that, nonetheless here we are again.”

Harrison, now in custody, is facing further prison time for six charges of rape following deprivation of the victim’s liberty, kidnap with intent to gain sexual gratification and threatening to use a weapon for sexual intercourse.

He has also pleaded guilty to inciting an act of indecency, producing child abuse material, assault during indecent act, demand with menaces person to induce a child for prostitution and inducing a woman to assist in sexual intercourse with a child.

The charges were committed between December 2012 and January 2013 in and around his Maroubra flat in Sydney’s Eastern Suburbs.

Harrison has also pleaded guilty to 16 charges committed while he was on a strict community supervision order when he filmed women in sexual acts.

Other breaches of his supervision order include downloading pornography and knowingly permit prostitution at the Drummoyne Paradise Thai Massage.