Mobster James 'Whitey' Bulger to Teens in Letter: Don't Waste Your Life

The 3 teenagers who received the Bulger letter

James “Whitey” Bulger showed no mercy to the people he tortured and killed. He refused to get on his knees when captured after more than a decade on the run because he didn’t want to get his pants dirty. And he swore at witnesses during his trial.

Now, as the imprisoned 85-year-old gangster faces the end of his life, his unwavering defiance has seemingly been replaced by regret, and even a little remorse. At least that’s what he told three local high school girls.

Johnny Depp portrayed Bulger in the movie 'Black Mass'

“My life was wasted and spent foolishly, brought shame + suffering on my parents and siblings and will end soon,” Bulger wrote in a Feb. 24 letter sent from a federal penitentiary in Sumterville, Fla.

“Advice is a cheap commodity some seek it from me about crime — I know only one thing for sure — If you want to make crime pay — ‘Go to Law School.’ ”

Jack Nicholson portrayed a character based on Bulger
 in the movie 'The Departed'

Bulger wrote that he “took the wrong road,” in stark contrast to his younger brother, William Bulger, former president of the state Senate and the University of Massachusetts, whom he called, “A Better Man than I.”

The unprecedented confession letter from the former South Boston crime boss — whose taxpayer-funded defense topped $3 million — was sent not to a priest or the relatives of any of the 11 people he killed, but to several 17-year-old juniors at Apponequet Regional High School in Lakeville.

The students created a website about Bulger for a National History Day competition on leadership and legacy and wrote to the octogenarian last February, seeking his opinion on his own legacy.

“It wasn’t what we were expecting at all,” said Brittany Tainsh, who was stunned when Bulger’s letter arrived in her mailbox, among a flurry of college brochures. “He did not really reply to any of our actual questions. He was very apologetic.”

Bulger spent Decades as Public Enemy No. 1 before being
caught living in California.

Tainsh and her classmates, Michaela Arguin and Mollykate Rodenbush, said they chose Bulger for their project because he was a leader — albeit a brutal organized crime leader — and they wanted to do something unconventional that would set them apart from others in the competition who chose heroes and presidents.

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