Jessica Drake is one of at least 11 women to have alleged that the real estate billionaire groped them, made inappropriate remarks or forcibly kissed them.
Speaking during a Los Angeles news conference on Saturday, accompanied by the high-profile discrimination lawyer Gloria Allred, Drake said she met Trump at a golf tournament in Lake Tahoe, California in 2006.
"He flirted with me and invited me to walk along the golf course with him," she said, adding that he asked her to his hotel room. She went along with two other women, Drake said.
Wearing pajamas when they entered, Trump "grabbed each of us tightly in a hug and kissed each one of us without asking permission."
He also asked what it was like to film pornography, Drake said. After she returned to her room, Drake said, Trump called her asking her to return to his suite and invited her to a party.
"What do you want? How much?" she said Trump asked her.
After she declined, Drake said, she received another call either from Trump or another man offering $10,000 and use of Trump's private plane to fly home to Los Angeles if she were to accept. Ms Drake was unable to to recall whether the offer was made by Mr Trump himself or a member of his staff.
During news conference, Allred -- who also represents two other women who accuse Trump of unwanted sexual advances -- showed a photograph of Trump and Drake at the golf tournament.
Trump's campaign denied the Drake's allegations, describing them as "totally false and ridiculous", adding that the Hillary Clinton team was behind a dirty tricks campaign.
"This story is totally false and ridiculous," it said in a statement. "Mr Trump does not know this person, does not remember this person and would have no interest in ever knowing her. This is just another attempt by the Clinton campaign to defame a candidate who just today is number one in three different polls,"
Trump has seen his campaign spiral downward in recent weeks ahead of the November 8 election after a number of women made allegations that he sexually assaulted them -- claims he again insisted on Saturday were false.
He also threatened to take legal action against all the "liars" that have claimed to be victims of his sexual assaults.
"The events never happened. Never. All of these liars will be sued after the election is over," he said during a campaign rally.