Donald Trump told a group of 14-year-old girls he would be 'dating' them in 'a couple of years' in 1992, the latest in a stream of decades-old comments to have emerged as he battles for his spot in the presidential race.
Then 46, the businessman watched the choir girls perform at The Plaza Hotel in Manhattan, New York, before reportedly making the questionable comment.
It was reported in a Chicago Tribune newspaper article at the time under the headline: 'Such a comedian'.
'Donald Trump turned up Monday for a carol sing by a youth choir outside Manhattan's Plaza Hotel. He asked two of the girls how old they were. After they replied they were 14, Trump said: 'Wow. Just think - in a couple of years I'll be dating you,' the report, from a December 1992 wire brief said.
It was published by The Los Angeles Times on Friday morning, hours after footage in which he agreed jokingly that he was a 'sexual predator' emerged.
In the 2006 video, he shrugged and laughed as the label was given to him by radio host Robin Quivers. Trump's 24-year-old daughter, who would have been 10 in 1992, was present.
On Thursday, other footage in which he boasted he would be dating a '10-year-old girl in 10 years' surfaced.