Whitey Bulger Keeping His 1986 Canadiens Stanley Cup Ring, Believed to Be Gift From Chris Nilan

James “Whitey” Bulger, Canadiens fan?

Could be.

Before the Southie mob boss was caught in California a couple of years ago, one of the most updated photos of the organized crime boss featured a Boston Red Sox cap atop his head. Bulger even reportedly attended Game 7 of the Bruins-Canucks Stanley Cup final.  But Whitey could be a closet Habs fan, based on the latest reports from court.

According to The Boston Globe, Bulger won’t fight to keep $822,000 that was found in his Santa Monica, Calif., hideout when he was caught in 2011. But he will keep a 1986 Montreal Canadiens Stanley Cup ring.

“The parties have agreed to exclude a Stanley Cup ring, which the defendant contends was a gift to him by a third-party,” the document says.

The ring could belong to Chris Nilan, who won the ’86 Cup with the Habs. Knuckles Nilan was married to Karen Stanley, daughter of Bulger’s late girlfriend Teresa Stanley. Nilan, who grew up in West Roxbury and attended Catholic Memorial and Northeastern University, potted 19 goals and chipped in with 274 PIMs for the Habs that championship season.

It is possible, however, that some of Bulger’s victims could seek it (and destroy it like a good Bruins fan would?) through civil court.

Check out a photo of the document below, via Jim Armstrong.

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