Justin Massler pleaded not guilty to upgraded charges. The Nevada-based Massler — who had his name legally changed to Cloud Starchaser and gave his address as "a volcano in Hawaii" — is being held without bail.
Massler, 28, was initially arrested last year. Prosecutors say he unleashed a slate of e-mails and tweets about his fixation with the Celebrity Apprentice co-host, whose parents are Donald and Ivana Trump.
"I should stop bothering her, but I like her," Massler sighed to a detective on a plane ride bringing him to New York after his arrest last year, according to a court document.
In tweets directed at Ivanka Trump, Massler said his "dream in life" was to marry her, according to the court complaint.
Massler also has said he'd die before being caught and "would go down in a hail of gunfire".
Massler's lawyer has said the messages didn't amount to crimes. Massler, who has spent time in a mental hospital, never came close to Trump and didn't intend to follow through on his comments, the lawyer said.
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