Greig was 24 when they met, 22 years younger than Whitey. Either she didn’t know that Whitey had killed two of her brothers-in-law — one by mistake, the other, from a rival gang, very much on purpose — or she didn’t care. Before long, her co-workers noticed the new jewels and fur coat. “After all she had been through with her ex-husband, I think she just wanted to be loved,” said a friend. “And Jimmy was very good to her. Certainly, in a material way he was.”
But Greig wasn’t the only woman in Whitey’s life. He had been with a single mother named Teresa Stanley for a decade when, in 1976, he moved her and her children from the South Boston projects into a brick-front Colonial he purchased on Telegraph Hill. Stanley, who was entirely unaware of Greig, provided Whitey with a level of domestic normalcy that balanced out his work as a criminal and FBI informant. He treated her four children as his own, even walking Stanley’s daughter Karen down the aisle and paying for her lavish wedding. But the children never called him Dad. Their nickname for him was Charlie.
Women other than Stanley and Greig were welcomed into Whitey’s bed but never into his confidence. By the late 1970s, he had a routine. He dined at Stanley’s nearly every night, then slept elsewhere, usually at Greig’s apartment in Quincy. Even though she hated sharing Whitey, Greig was tolerant of his flings. Her response to his wandering eye was to make herself more attractive. She worked out daily. She got her teeth cleaned monthly. She had breast implants, a face lift, liposuction, and eyelid surgery. The girl once voted best-looking in her high school class had a complete makeover, all of it paid for by Whitey.
For some two decades, Whitey’s life remained a complicated straddle of his criminal and domestic realms. There was a gang to manage, with operations in loan-sharking, extortion, and drugs; he had to sustain his bond with the FBI by supplying a regular flow of tips; and he was also still keeping two households, including the split-level in Squantum he bought Greig in 1986. Stanley was still in the dark about Greig, and Whitey wanted to keep it that way. That trick alone could test a man’s stamina.
Greig fought constantly with Whitey over his relationship with Stanley. One night in the fall of 1994, she’d had enough. Greig called Stanley’s home looking for Whitey. “He’s not here,” Stanley said. “I think we have to talk,” Greig said. “Something bad is going on.” Stanley suddenly felt anxious. She had heard rumors about Whitey’s womanizing, but he had convinced her she was his only lover.
Minutes later, Greig pulled up outside in a green Ford Explorer and Stanley climbed in. It was an awkward moment, the first time the two women Whitey had so carefully kept apart for decades had met. Stanley’s heart was pounding, but she willed herself to stay calm and dignified. They drove in silence during the 6-mile trip to Greig’s home.
Greig led Stanley into the living room, where she took a seat and nervously lighted a cigarette. As Stanley listened in silence, Greig revealed that she had been having an affair with Whitey for nearly 20 years, that she loved him and was devoted to him, and that he supported her financially. She was tired of living a double life and wanted Whitey to choose.
Stanley was thunderstruck. She felt like a fool. Thirty years together and she didn’t know?
The two women were still sitting, stewing in discomfort, when a highly agitated Whitey showed up with Kevin Weeks in tow, banging on the door until Greig let him in. Someone who had seen the women drive off together had called him. Both Stanley and Greig had witnessed Whitey like this before — breathing heavily, battling his temper. These were dangerous signs. He was under tremendous pressure already — he had been hearing rumors that a multi-count extortion indictment was being prepared. Now his personal life was imploding, too.
“Let’s go,” he snapped at Stanley.
“No!” Stanley screamed. She had always been meek and deferential around him. No more. “You’ve been living with her. . . . This is it!” Whitey started swearing and screaming at Greig as he grabbed Stanley by the arm, trying to force her to leave. Greig was yelling back: “I’m tired of being the second fiddle. You’re going to have to choose.”
inally, Whitey succumbed to his rage. “He grabbed Cathy by the neck, whipped her down to the floor, and started choking her,” Weeks later recalled. “He lost it. He had both hands on her neck, squeezing her. I thought he was going to kill her.” Weeks tugged hard on his boss’s arm, dragging him away from Greig and toward the door. Greig struggled to her feet, trying to regain her breath.Continued...