Last week, a Los Angeles Superior Court judge slapped a restraining order on 29-year-old Jay Thomas Myers, ordering him to stay 100 yards away from Jackson at all times and not to have any contact with her.
The Daily News claims John Dukakis, a partner in Jackson's entertainment company, has testified that since January, Myers has made "persistent and disturbing attempts to communicate and make personal contact with Ms. Jackson."
Myers reportedly tried to contact the singer 10 times last month alone. And, in addition to letters sent to President Clinton and Colin Powell stating his intentions, the paper says Myers sent Jackson letters calling her Little Red Riding Hood to his Big Bad Wolf.
In other correspondences Myers tells Jackson, "You'll hear from me before Valentine's Day" and "If you want me, I want you. I want to feel love from you."
This isn't the first time The Velvet Rope artist has had stalker problems.
In the past several years, Jackson has obtained restraining orders against Ronald Benjamin Singleton (who reportedly called himself "the next President of the United States"), Frank Paul Jones (eventually sentenced to two years in prison for writing harassing letters to the singer) and, just last year, Eric Leon Christian (he allegedly sent her disturbing faxes).