Before she became known as Donald Trump Jr.'s alleged girlfriend, Palm Beach socialite Bettina Anderson was caught up in an international drug scandal.
Anderson, now 37, was flying on a private plane from the Bahamas back to Florida - but the trip home took a dramatic twist when customs agents found controlled substances in the luggage.
Anderson's brother Harry Loy Anderson, who was piloting the plane, was charged with smuggling psilocybin, also known as magic mushrooms.
The 2015 incident was reported by the Daily Mail, which first reported that Donald Jr. is having an alleged affair with Bettina Anderson.
Donald Jr. is engaged to Kimberly Guilfoyle, who has been, along with Don Jr., a prominent backer of President Trump's political efforts.
Bettina Anderson, 37, is a wealthy socialite from Palm Beach, Florida, where the Trump family has been living since relocating from Trump Tower in New York a few years back.
The little-known socialite and philanthropist reportedly was seen kissing Donald Jr. at a bar recently.
"They were definitely on a date," a witness told the Daily Mail. "They weren't exactly making out, but the kisses were romantic, and you could tell they were intimate with each other."
"Another observer said, "She seemed totally smitten with Don – and he with her."
The Daily Mail subsequently reported that in 2015, Anderson was a passenger on a plane piloted by her brother that was carrying illegal drugs.
Harry Loy Anderson III, now 47, said he had nothing to declare at customs, but agents found magic mushrooms in his bags. He was charged with importing a controlled substance and released on a $250,000 bond.
"When asked about the mushrooms, …. Anderson became very nervous and stated that those were not his; that he did not smoke or drink," a criminal complaint said at the time.
Anderson was facing heavy jail time, but he was spared prison after reaching a plea agreement that called for him to pay a $5,000 fine and surrender his pilot license.
Despite speculation of tensions in their relationship, Donald Jr. was accompanied by Guilfoyle for a trip to the Balkans this week, where he spread his father's message of peace in Ukraine.
Guilfoyle, a former prosecutor from San Francisco, still harbors resentment towards Kamala Harris over a dispute dating from their days as up-and-coming prosecutors in the city. Guilfoyle accuses Harris of blocking her from a job in the San Francisco District Attorney’s Office, where Harris launched her career in politics.
“She pretended to be a member of the hiring committee, which didn’t exist,” Guilfoyle told the New York Times recently.
Guilfoyle went on to marry, then divorce, San Francisco mayor Gavin Newsom, who is now the governor of California.
