Liam Paul Scott used a fake profile to lure the boy on a gay dating site in 2018.
Despite the boy making it clear that he was only 14, Scott travelled from North Yorkshire to a County Durham car park and persuaded him to perform oral sex on him for £30.
When his further sexual advances were rejected, the former chef offered the boy £100 and when that was refused, he threatened to rape him.
The boy was left terrified by the incident and confided in his mother who reported them to the police.
Scott, 27, pleaded guilty to engaging in sexual activity with a child at Durham Crown Court on Tuesday.
The court heard how the experience had left the boy, who also suffered the loss of a close family member during the trial, traumatised.
Scott, of Thompson Road West, in Darlington, was sentenced to four-and-a-half years in prison and made subject of an indefinite registration as a sex offender and a restraining order against the boy.
He will also be under a Sexual Harm Prevention Order for ten years.
Detective Constable Jonathan Stoker, who led the investigation, praised the boy for his courage in coming forward.
He said: “Scott is a particularly nasty sexual predator and has continued to blame the child, showing no remorse for his actions.
“This was a really challenging case but working closely with the CPS has helped produce a charge and conviction. I am pleased to know Scott will be behind bars and away from harming vulnerable children.”
If you think you have been a victim of an offence, please call on 101.
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