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Whitey Bulger trial: 'Rifleman' Flemmi details murder after grisly murder

The graphic testimony by Stephen 'the Rifleman' Flemmi, Whitey Bulger's former partner in the Winter Hill Gang, may be the most important for prosecutors trying to build an iron-clad case.

By Staff writer / July 19, 2013

This courtroom sketch depicts Stephen 'The Rifleman' Flemmi, upper right, on the witness stand as defendant James 'Whitey' Bulger listens, seated middle, next to his defense attorney J. W. Carney Jr., seated far right, while prosecutor Fred Wyshak, standing left, questions Flemmi during Bulger's racketeering and murder trial at US District Court in Boston, Friday.

Jane Flavell Collins/AP



In matter-of-fact tones that made him appear completely unmoved at recalling the many violent deaths he admits causing or helping plan, Stephen “the Rifleman” Flemmi on Friday detailed murder after grisly murder committed alongside defendant James “Whitey” Bulger.

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Mr. Flemmi’s graphic testimony at the federal courthouse in Boston may be the most important part of the case for prosecutors who are trying to provide the jury with chapter-and-verse insider testimony to nail shut each of the 32 racketeering charges, including 19 murders, against Mr. Bulger. Flemmi detailed about half of those murders Friday – with his testimony expected to continue next week.

Bulger and Flemmi ran the South-Boston-based Winter Hill Gang for more than 20 years, making millions by extorting bookies, loan sharks, and drug dealers, prosecutors say. But the pair also planned – and mopped up after – the killing of mob figures, businessmen, potential informants or “rats” – including even Flemmi’s own girlfriend, Debra Davis.

Bulger strangled Ms. Davis in 1981 “because I couldn’t do it – and he knew it,” Flemmi testified.

Even so, Flemmi said he put aside his feelings “and did what I had to do,” and cleaned up after the murder. This included, he said, removing Davis’s clothes so there would be fewer identifying elements, wrapping her body in a plastic tarp, and hauling it away in the trunk of a car to bury near a highway in Quincy, Mass.

With a federal indictment bearing down on the pair in 1994, Bulger fled Boston and lived on the run for 16 years before being caught, while his former partner Flemmi was arrested and eventually confessed to 10 murders – escaping the death penalty through a deal with prosecutors.

Although Bulger has pleaded not guilty, his defense lawyers have already acknowledged their client was deeply involved in criminal activities such as gambling and loan sharking. But the defense wants to cast doubt on the credibility of key prosecution witnesses – including Flemmi and other former criminals who received lighter sentences in return for their willingness to testify.

Topping Bulger’s wish list, say observers, is having his defense team and witnesses cast doubt on the whole idea that he ever served as an FBI informant or that he killed women.

Prosecutors began Friday by immediately quizzing Flemmi about the early days of his life of crime in the 1960s. What emerged were details of killings needed to underpin and enforce the highly lucrative crime operation in South Boston.

Under questioning from Assistant US Attorney Fred Wyshak, Flemmi first detailed how he came to be associated with the Winter Hill crime gang ­­– and how he came to be friends with Bulger.

Along the way, Flemmi was peppered with questions about various victims – who they were, what they did – thus detailing a string of murders he had either witnessed, planned, assisted with, or carried out on his own – most committed in the company of Bulger.

Flemmi recounted, for instance, meetings of the Winter Hill gang where Bulger insisted that certain individuals should be killed. When there was gang agreement, he testified that he then helped carry out the hits.

Flemmi recalled travelling to a shooting range in Hopkinton, Mass., ostensibly to show friends how to shoot. But he also had a body with him that he later helped bury at the remote site.


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