Soprano Whackees

Livia Soprano, played by Nancy Marchand

Tony Soprano's mother Livia, a primary topic in her son's therapy sessions, had a poor upbringing and spent her adult life projecting her unhappiness onto others. Her husband, Johnny Boy, provided for the family but did not live up to her standards. She pressured him to make more money, but when an opportunity to move to Reno to pursue business interests arose, she eschewed the plan. When Tony placed Livia in a nursing home in an attempt to help her, she convinced Uncle Junior to put a hit on him. The hit was unsuccessful and Livia was never implicated in the crime. A year later, she died in her sleep.

Adriana La Cerva, played by Drea de Matteo

Christopher Moltisanti's fiancée Adriana had been enmeshed in the crime family lifestyle until the Feds caught up with her and she became an informant. The FBI pressured Adriana to get Christopher to turn and give up Tony, or she and her future husband would serve a five-year sentence for drug charges. With the pressure mounting, Adriana confessed to Christopher, who nearly choked her to death. For a fleeting moment, he seemed to forgive her, but in the end, he gave her up. The crew tricked Adriana into thinking she was being taken to the hospital to see Christopher after a failed suicide attempt; in fact, Silvio took her to the woods and shot her. Friends and family were led to believe Adriana skipped town, but her mother suspects foul play.

Tony B., played by Steve Buscemi

Tony Blundetto was Tony Soprano's first cousin and close childhood friend. Tony B. had had a thriving career as a mobster until he was 28, when he was locked up for 15 years. Tony S. was supposed to be with Tony B. the night he got arrested, but he was incapacitated by a panic attack.

After his release, the Leotardo family killed his former cell mate, Angela Garepe, and Tony B. retaliated by killing Billy Leotardo while Billy's brother Phil watched. Tony Soprano, knowing Phil Leotardo would savagely kill Tony B. for Billy's murder, took matters into his own hands and killed Tony B.

Ralph Cifaretto, played by Joe Pantoliano

With his inappropriate comments, misogynistic attitude and tactless behavior, Ralph Cifaretto becomes Tony Soprano's least favorite business associate. A low point for Ralph occurred when, high on cocaine, he beat a young Bada Bing dancer -- pregnant with his baby -- to death. Tony and Ralph found common ground when Ralph bought a racehorse Tony named Pie-O-My, that Tony grew to like. But when Ralph needed money and the highly insured horse died in a suspicious stable fire, Tony killed Ralph, recruiting Christopher to help dismember and bury the body.

Big Pussy, played by Vincent Pastore

According to rumor, Sal "Big Pussy" Bonpensiero earned his nickname because he was once a cat-burglar. Big Pussy was a family man and close friend to Tony Soprano.

The Feds caught up with Pussy for smuggling heroin and threatened him with life in state prison unless he became an informant. Fearing for his children's future, Pussy agreed to get wired. When Tony, Silvio and Paulie confronted him during a boat ride, Pussy tried to talk his way out of it, but to no avail; he was shot to death. Silvio wrapped Pussy's body in chains and pushed it overboard.

Gloria Trillo, played by Annabella Sciorra

Tony Soprano and Gloria met in the waiting room of Dr. Melfi's office; the psychiatrist was treating Gloria for severe depression, which was worsened by a series of failed relationships. Gloria and Tony had an intense affair, but Gloria became jealous and threatened to call Carmela. This infuriated Tony, who nearly strangled his girlfriend while she spat on him and begged him to follow through. Several months after they broke up, Gloria hanged herself from a chandelier. She did not leave a suicide note.

Richie Aprile, played by David Proval

Richie seemed relatively mild-mannered considering his criminal lifestyle, but he was a ruthless mobster. He had been in prison for 10 years and was unhappy with the changes in the family, especially Tony's rise to the top, during his time served. Richie wanted to whack Tony and told Uncle Junior, who in turn tipped off Tony. Tony had intended to kill Richie Aprile but Tony's sister Janice beat him to it. Richie and Janice were engaged and one night an argument escalated into Richie hitting his fiancée in the face. Janice retaliated by shooting Richie dead.