From the New York Daily News in 2010:
Jeffrey Toobin’s baby mama drama continues.
Even as he deals with his estranged mistress’ claim that he fathered her child, the married CNN legal analyst, 49, is denying accounts that his eye started wandering years ago.
Long before he hooked up with Casey Greenfield, 36, the fetching attorney whose father is famed CBS News analyst Jeff Greenfield, he is said to have made a play for a well-known media figure.
The woman, who met Toobin about 15 years ago, contends he hit on her repeatedly, using some shockingly sexual come-on lines.
“I was at a party in Washington,” the woman tells us. “He came up behind me and whispered in my ear …”
This being a family newspaper, we can’t repeat what Toobin allegedly told the woman he’d like to do to her. But the woman recalls, “I didn’t even know who he was. I couldn’t believe my ears. It was so disgusting. At the time, I never even knew people did that.
“I said, ‘What did you just say?’ He just chuckled.”
Though she thought about walking away, she did entertain a conversation with Toobin.
“Later,” she says, “he followed me to my hotel room. He tried to invite himself in. He said, ‘You know you want it.’ I said, ‘No, actually I don’t.'”
The woman says Toobin “really chased me for a while. He called me at the office and left several sick messages.” Again, we can’t repeat them. Suffice it to say, he allegedly reiterated his first overture, only more graphically. Says the woman, “It was so vile.” She assures us the episode went nowhere.
Meanwhile, another source claims that Toobin definitely seemed to enjoy his research in 2008, when he visited the Miami Velvet swingers club while reporting a New Yorker profile about political consultant Roger Stone.
Toobin wrote in that piece about how he visited the sex club because that was where Stone said he’d first heard that former Gov. Eliot Spitzer had a hooker habit.
What Toobin didn’t write, according to a witness, was that he stayed at the club well after Stone had left.
“There were a couple of women there who recognized him,” says the source. “One said, loudly, ‘It’s Jeffrey Toobin from CNN!'” Even so, says the source, “I saw him checking out the group room, where naked couples were having sex on mattresses on the floor. He was standing on the periphery. He had his clothes on, but he seemed to be into watching.”
Toobin has been married to his Harvard sweetheart, Amy McIntosh, 51, since 1986. They have two teenage children. Last week, he was still wearing his wedding ring when he appeared in Manhattan Family Court to deal with custody and support issues related to the child he allegedly fathered with Greenfield last year.
MS. GREENFIELD’s time in those trenches began in 2008, when, as a first-year associate at Gibson Dunn, a strait-laced corporate law firm, she found herself single and pregnant at 35.
The presumptive father was Mr. Toobin, a senior political analyst for CNN, staff writer for The New Yorker, best-selling author, married father of two teenagers and a close friend of Justice Elena Kagan of the Supreme Court, a classmate of his from Harvard Law. Ms. Greenfield met Mr. Toobin in the Condé Nast cafeteria when, while taking a breather from law school in her mid-20s, she worked as a fact-checker for Glamour magazine. They fell into a secretive off-and-on relationship spanning nearly a decade.
When Ms. Greenfield first informed him of her pregnancy, she said, Mr. Toobin questioned the paternity, balked at submitting to a test and vowed to take no responsibility for a baby he wasn’t sure was his. Both hired lawyers. Inevitably, the tabloids and gossip sites took notice of the scandal, dropping increasingly detailed hints about the behind-the-scenes drama.