New Book Details Robert F. Kennedy Jr.'s Troubled Marriages

Robert F. Kennedy Jr. reportedly wrote that his greatest flaw was his "lust demons"

Photo: St. Martin's Press

A new book claims Robert F. Kennedy Jr. was a serial cheater who proposed to second wife Mary Richardson while still married to first wife Emily Black, and later allegedly encouraged Mary to commit suicide.

In the book RFK Jr.: Robert F. Kennedy, Jr. and the Dark Side of the Dream, excerpted in the Daily Mail, author Jerry Oppenheimer writes that the son of the late Bobby Kennedy has a dark and troubling history with women, predating his three marriages.

“Any woman who gets involved with Bobby does so with her eyes open, or their brains lopped off,” a longtime friend of the successful environmental lawyer and activist warns in the book.

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After an alleged slew of sexual liaisons in college, Bobby, now 61 – who married Curb Your Enthusiasm actress Cheryl Hines in 2014 – became romantically involved with fellow University of Virginia law student Emily, a “quiet and reserved” Midwesterner from Bloomington, Indiana.

Bobby allegedly struggled with drug abuse and cheated on Emily repeatedly while they were still in school, sources close to him tell Oppenheimer.

Nevertheless, the two married on April 3, 1982. Less than two years later, Bobby was en route to rehab in Rapid City, South Dakota, when he reportedly suffered an almost fatal overdose of heroin on the flight. After the drug was found in his carry-on bag, he was charged with heroin possession and sentenced to community service.

Emily stood by him, believing he could change, Oppenheimer writes, but after 12 years of marriage and two children, the couple ultimately divorced.

But not before Bobby proposed to his second wife, Mary, according to Oppenheimer.

Bobby reportedly popped the question to Mary, a longtime friend of his sister Kerry, in the summer of 1993, claiming he had already divorced Emily. Three weeks after he finally did divorce his first wife, he married a six-months-pregnant Mary in April 1994.

So began another tumultuous marriage for Bobby – but this one would end in tragedy when Mary committed suicide in May 2012.

During the course of their 18-year relationship, Bobby allegedly demanded to have a ménage à trois with Mary, exposed his genitals in front of her and a friend, and had what a confidant of Mary called an “astronomical number” of affairs, Oppenheimer writes.

Bobby kept track of some of the alleged affairs in a secret diary that was leaked to the New York Post in 2013, reportedly writing that his greatest flaw was his “lust demons.”

In the spring of 2010, Bobby began divorce proceedings with Mary and went public with his relationship with actress Cheryl Hines.

In the months before she took her own life, Mary allegedly told a longtime friend that she “feared for her life” and claimed that Bobby “repeatedly told her that she would be ‘better off dead,’ and that it would be ‘so much easier’ if she killed herself,” Oppenheimer writes.

On Wednesday, May 16, 2012, Mary’s AA sponsor found her hanging in a barn on her Bedford, New York, estate. She was 52.

At a funeral service for Mary, Bobby told attendees, “Mary was the most extraordinary woman I ever met. I had feelings for her I will never have for another human being.”

Two years later, Bobby married Cheryl at the Kennedy Compound in Hyannis Port, Massachusetts, on Aug. 2, 2014.

RFK Jr.: Robert F. Kennedy, Jr. and the Dark Side of the Dream is due out Sept. 22.

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