He has been remanded in custody at HMP Isle-of-Wight (Albany) until sentencing in October.
Charles Nightingale, prosecuting, said Simmonds breached the order by contacting a girl aged under 18 between 24th February and 1st March 2021.
He pleaded guilty to that offence in September, having already started communications with a second girl, who was 16.
He at first asked for her boyfriend’s contact details, but went on to send her pictures of himself in a nappy, with a sign saying he was a paedophile
The girl reported it to the police.
After his police interview he immediately messaged her again under a pseudonym.
One Snapchat message said, “I’m going to rape you”.
Mr Nightingale said, “The Crown says this person presents a current and ongoing risk to young persons and the Crown says there are persistent and deliberate breaches of the order.
“This caused concern, alarm and distress to this young woman.”