A paedophile duped by a decoy pretending to be offering sex with young girls spoke to another decoy pretending to be a 13-year-old girl while on bail.
Peter Warry, 46, from Newport, was also found with more 100 indecent images of children when he was arrested by police in June.
He had previously served terms of imprisonment for making and distributing sexual images of children but his offending was said to have escalated after attempting to communicate with real children.
Sentencing at Cardiff Crown Court on Friday, Judge Huw Rees said: “You have a long and entrenched perverted interest in the filth that is child pornography.”
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The court head on May 13, Warry was in communication with a decoy named “Laura” who purported to be offering sex with two young girls. During their conversation, he sent a category A video to the decoy of a woman sexually abusing two young girls.
The defendant was arrested for this offence, but while on bail he started talking to another decoy called “Sienna” on the Kik messaging app and WhatsApp.
He was told he was speaking to a 13-year-old girl but during the conversations, Warry sent a picture of an erect penis and began asking the girl about her state of dress, her sexual experiences and asked her if he could watch her perform sexual acts on herself.
Warry also expressed hopes of meeting the girl and of staying in a hotel with her.
Upon his arrest, police discovered he was in possession of 85 category A images, 25 category B images, and 19 category C images of children.
The defendant, of Chepstow Road, later pleaded guilty to attempting to communicate with a child, attempting to cause a child to look at an image of sexual activity, distributing indecent images and possession of indecent images.
He also pleaded guilty to breaching a sexual harm prevention order after failing to notify the authorities about a new bank card he had received.
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The court heard Warry was sentenced to 12 months imprisonment at Derby Crown Court in 2012 for making and distributing indecent images of children, and received a three-year community order at Cardiff Crown Court in 2015 for possessing indecent and extreme images.
Defence barrister Ieuan Bennett said his client had “effectively ruined his life” after losing a relationship and contact with his daughter, and described him having a “strained” relationship with his mother and stepfather.
As a result of the offences, Warry also lost his job and home, but he said the defendant was “adamant” he did not want to physically abuse a child and was keen to take advantage of the courses offered to him.
Concluding his sentencing remarks, Judge Rees said: “In short your life has been left in ruins but no one can be blamed for that except for yourself.”
Warry was sentenced to a total of four years and four months imprisonment.
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