Soon after Ace and Ginger get married, Ginger receives a phone call from Diamond where he states that he misses her and that she must miss him as well. Ace presumes that Ginger only affiliates with Diamond because they have know each other for a long time and Ginger probably feels very sorry for him. Lester Diamond is first introduced as the low-life ex-boyfriend of local hustler Ginger McKenna, while her soon-to-be husband Ace Rothstein is narrating their first encounter Diamond is described as a pimp who abuses drugs (including cocaine) and constantly harasses Ginger for money. Phillium Benedict in Recess: School's Out, Owlman in Justice League: Crisis on Two Earths, Tom Hedden in Straw Dogs, George Sheffield in Scarface: The World is Yours, and himself on Family Guy. He was portrayed by James Woods, who also portrayed Hades in Hercules, Ned Trent in The Specialist, Maximilian 'Max' Bercovicz in Once Upon a Time in America, Martin Walker in White House Down, Falcon in Stuart Little 2, Captain Ahab in The Adventures of Moby Dick, Gloomius Maximus in Rolie Polie Olie: The Great Defender of Fun, Dr.
Lester Diamond is a supporting antagonist in the 1995 crime film Casino.
~ Lester berating Ace Rothstein for not beating him up on his own after the latter arranged for his best-friend Nicky Santoro and his crew to beat up Lester instead for hassling his ex-girlfriend and Sam's wife, Ginger McKenna, for money. Couldn't do it yourself, you chickensh-t c-cksucker!.
