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Whitey Bulger

City Life

The Last Days of Whitey Bulger 

It’s never news when an aging retiree leaves the cold confines of Boston for the dry, warm climate of Arizona, but Whitey Bulger was no […]

Home & Property

Updated: Boston Has Decided to Demolish Whitey Bulger’s “Haunty” House

Update 12/17/19 11:30 a.m.: It’s the end of an area for the Haunty—and the start of a new one for its neighbors. After 10 days […]

Former Whiter Bulger "the haunt" house in South Boston
Home & Property

Want to Live in Whitey Bulger’s “the Haunty” House? You Can, for $3.5 Million

“The Haunty” would be a cute name for that one house in the neighborhood that decorates a little too zealously for Halloween. But for the […]

Arts & Entertainment

Meet Chuck MacLean, the Extremely Boston Voice of City on a Hill

For much of Chuck MacLean’s life, being a brash loudmouth from Quincy was a liability, infuriating administrators while he was studying at Emerson College and […]

City Life

Whitey Bulger Still Has Secrets to Tell

Six months ago, a gruesome act of violence brought James “Whitey” Bulger’s long, violent, terror-inducing life to an end. But if you ask Casey Sherman and […]

City Life

Whitey Bulger Has Been Killed in Prison

Whitey Bulger terrorized Boston for years, his notoriously violent and complicated life inspired countless books and several movies, and in his later years he was at the center of […]

City Life

TBT: Whitey Bulger Fled Boston after Being Tipped off by Childhood Friend

James Joseph Bulger Jr. was born in Dorchester, the second of six children raised in a South Boston public-housing project. He was a troublemaker, a […]

City Life

Supreme Court Rejects Whitey Bulger’s Appeal

The U.S. Supreme Court has denied South Boston mobster James “Whitey” Bulger’s last-ditch appeal of his lifetime sentence and racketeering convictions. Bulger argued that he should […]

City Life

Whitey Bulger’s Stanley Cup Ring Could Soon Be Yours

The estate of convicted mob boss and loyal Boston magazine subscriber James “Whitey” Bulger will soon hit the auction block, and for a good cause. Bulger’s […]

City Life

Whitey Bulger Disciplined for Pleasuring Himself in Prison

Convicted gangster and longtime Boston magazine subscriber James “Whitey” Bulger was disciplined at a Florida prison for pleasuring himself. According to a prison disciplinary report obtained by the Globe, […]

City Life

Whitey Bulger’s Girlfriend Indicted on Contempt Charges

James “Whitey” Bulger’s longtime girlfriend, Catherine Greig, has been indicted in federal court for refusing to testify before a grand jury hearing on possible Bulger […]

Arts & Entertainment

Shop Owner Cashing in on Black Mass Hype by Selling Whitey Bulger’s Jumpsuit

Update: September 24, 2:11 p.m. The Boston Herald is reporting that the jumpsuit may in fact be a fake. While memorabilia dealer Phil Castinetti is still insisting that […]

City Life

Whitey Bulger Is Not a Fan of Black Mass

Black Mass has received mixed reviews from film critics across the spectrum since its release. Some have likened the film to an elaborate 1970s costume […]

Arts & Entertainment

Boston Moviegoers Drive Black Mass at the Box Office

Johnny Depp might’ve fallen asleep “like 15 times” at the premiere of Black Mass at the Venice Film Festival, but Boston couldn’t get enough of […]

Arts & Entertainment

Under Whitey’s Skin

Johnny Depp’s transformation into Southie’s most infamous gangster.