Mickey Blue Eyes is a 1999 an Anglo-American romantic comedy crime film directed by Kelly Makin. Hugh Grant stars as Michael Felgate, an English auctioneer living in New York City who becomes entangled in his soon-to-be father-in-law's mafia connections. Several of the minor roles are played by actors later featured in The Sopranos.
The film's title comes from Michael being forced to impersonate a gangster, who is spontaneously named "Kansas City Little Big Mickey Blue Eyes".
Michael Felgate is an English auctioneer living in New York where he manages the Cromwell auction house. He proposes marriage to his girlfriend Gina Vitale, but is shocked to be turned down. Gina tearfully explains that her father Frank and most of her cousins and uncles are gangsters deeply involved in a Mafia crime family, and she is worried that Michael may be sucked into their world. Michael retorts that he will not let this happen, but barely is their engagement party over before he is unwittingly involved in a money laundering scam, and soon the FBI takes an interest in him.
When one of the money laundering scams at Michael's auction house goes wrong, Gina's cousin Johnny confronts and assaults Michael. Gina grabs his gun and fires a warning shot into the ceiling, which ricochets and accidentally kills Johnny. Johnny's father Vito finds out, and he tells Frank he will kill Gina unless Frank kills Michael during his wedding speech. Unable to carry out the deed, Frank confesses what Vito has ordered him to do to Michael and the two of them turn to the FBI in return for protection. The FBI set up an elaborate operation in which Michael's execution will be faked at the wedding reception. Michael is given a hidden recording device and is tasked with trying to record Vito into admitting his criminal activity on tape before he is "executed".
Michael's plan fails, and when Vito realises that his execution is a set-up, he orders Vinnie to kill Michael. Vinnie shoots Gina in what appears to be an accident. Vito is arrested for ordering Michael's execution. As Frank and Michael mourn Gina's apparent death in the back of her ambulance, it is revealed that her death was faked as well, and that Vinnie and Gina were also involved with the FBI as a back-up plan.