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Simon Monteiro: The ‘playboy’ rapist in Manly court for breaking ‘high-risk’ sex offender order

Notorious playboy rapist Simon Monteiro, who has been deemed a high-risk of reoffending and spent 10 years in jail for raping a former girlfriend, has appeared in Manly Local Court.

Simon Monteiro, ddubbed the ‘playboy rapist’, fail in a bail application at Manly Local Court and was kept in custody until he is sentenced next month. Picture: Supplied
Simon Monteiro, ddubbed the ‘playboy rapist’, fail in a bail application at Manly Local Court and was kept in custody until he is sentenced next month. Picture: Supplied

A notorious Sydney rapist repeatedly breached a strict court order aimed at stopping him sexually assaulting any more women, a court heard today.

Dubbed the ‘playboy rapist’, Simon Monteiro was being electronically monitored by police 24 hours a day as part of a Supreme Court Extended Supervision Order (ESO) handed to him last month.

But the former male model, who spent 10 years in jail for raping a former girlfriend and threatening her with an iron bar, breached the high-risk sex offender ESO by using false names when signing in to a popular Sydney pub and a gym.

Simon Monteiro pleaded guilty to breaching an Extended Supervision Order. Picture: Supplied
Simon Monteiro pleaded guilty to breaching an Extended Supervision Order. Picture: Supplied

Monteiro, 53, was also caught by the State Crime Command’s ESO Investigation Team carrying two mobile phones which he had not declared to police.

During a bail hearing today, he told Manly Local Court that he used the false names because he feared that if he used his real name, someone might alert the media and they would turn up and harass him.

Under the five-year ESO Monteiro has to tell authorities the name of any woman he has sex with, or begins a relationship with.

The woman may then be told the truth about her lover’s criminal past.

Monteiro was jailed for 12 years and three months for the 2008 attack on his girlfriend, whose home he trashed after she went to police.

Simon Monteiro outside Gosford Court House in April 2019. Picture: AA/Sue Graham)
Simon Monteiro outside Gosford Court House in April 2019. Picture: AA/Sue Graham)

He was released on parole in February 2018.

As part of the ESO, Monteiro, who now lives on his elderly father’s property on the Central Coast at Somersby with his fiancee, must tell authorities, within 24 hours, if he starts an intimate relationship with someone, has a sexual relationship with someone or commences a friendship with a woman.

During the ESO hearing the Supreme Court was told by a forensic psychiatrist that Monteiro has a narcissistic personality disorder, an anti-social personality disorder and displayed a “grandiose sense of self importance”.

Monteiro, who changed his name from Simon Lowe, was a self-styled Lothario of the eastern suburbs, and also going by the name Bonito Monteiro, which he claimed translated to “beautiful hunter” in Portuguese.

In court today he pleaded guilty to three counts of failing to comply with Extended Supervision Order under the Crimes (High Risk Offenders) Act.

A police facts sheet tendered to court said Monteiro used the name Simon White when he signed in at the Legends Gym at Kensington around lunchtime on July 21.

On the same day, at 5.45pm, he used the name Adam Lowe when he signed the COVID-19 register at The Oaks Hotel at Neutral Bay.

Simon Monteiro used a false name when signing in at The Oaks hotel at Neutral Bay last month. Picture: AAP/Troy Snook)
Simon Monteiro used a false name when signing in at The Oaks hotel at Neutral Bay last month. Picture: AAP/Troy Snook)

Then on Tuesday this week he was stopped by the police ESO team while walking in Ben Boyd Rd at Neutral Bay, carrying two mobile phones which he had not declared.

Monteiro told the court today he should be released on bail because the breaches he committed had not “hurt anyone”.

“It was just an attempt to be left alone, have some peace,” he said.

“It was nothing malicious. I wasn’t out to hurt anyone.

“They are not hanging offences.”

Simon Monteiro will be sentenced in Manly Local Court on September 30. Picture: Monique Harmer.
Simon Monteiro will be sentenced in Manly Local Court on September 30. Picture: Monique Harmer.

Monteiro said he also feared for his safety from inmates and prison guards if he was sent back to jail and that he has to help his father, who is in his 80s, at his property. He also told the court that he manages a community vegetable garden.

Magistrate Scott Nash, who said the offences attracted jail terms of up to two years, refused bail and adjourned the matter for sentence on September 30.

Original URL: https://www.dailytelegraph.com.au/newslocal/manly-daily/simon-monteiro-the-playboy-rapist-in-manly-court-for-breaking-highrisk-sex-offender-order/news-story/b190f24947ac92e114c5ec7f9207693d