Terence Moore arrived to meet who be believed was a 15-year-old boy with a dummy, adult nappies and a baby bottle, despite already having been caught once by undercover organisation Dark Justice.
The 52-year-old was confronted by the group, who pose as teenagers online to expose men looking for sex with children, for a second time in three months.
Newcastle Crown Court heard how Moore first started chatting to who he believed was a 15-year-old boy called James on an online chat room in January this year.
Neil Pallister, prosecuting, told how the defendant asked the 15-year-old: “‘Do you like kissing, f***ing and sucking?’ to which he replied ‘I’m not sure I’ve never done owt like that before, I’m only 15’.”
Mr Pallister said: “The defendant goes on to say I have got baby gear as well. I have got adult baby gear. I have got nappies, dummies and bottles.”
Moore, of The Sycamores, Newcastle, admitted two counts of attempting to meet a child following sexual grooming at a previous hearing.
Elizabeth Muir, defending, told the court how Moore had learning difficulties and he had had a difficult childhood after being brought up in a children’s home.
Judge Tim Gittins told Moore that he was satisfied there was a risk of him causing serious harm to other children by engaging in his sort of behaviour.
He sentenced Moore to 26 months in prison.
The judge also ordered him to sign the sex offenders register and abide by a sex offenders prevention order for ten years.