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Mickey Blue Eyes is a 1999 American romantic comedy that follows the story of Michael Felgate (played by Hugh Grant), a British auctioneer who falls in love with Gina Vitale (played by Jeanne Tripplehorn), an art teacher. Michael is a charming and sophisticated man who is respected by his colleagues in the art world. However, his fortune takes a turn when he proposes to Gina and finds out that her father, Frank (played by James Caan), is a mob boss.

The movie is set in New York City and showcases the clash of cultures between Michael's British upper-class world and the rough-and-tumble New York City mafia scene. Michael becomes deeply entangled in the criminal underworld after Frank asks him to become involved in a money laundering scheme perpetrated by his crime syndicate. Michael soon finds himself involved in a web of deceit and has to navigate the dangerous world of organized crime that he has unwittingly become part of.

As Michael tries to keep his business and personal life from being compromised, he has to come up with a plan to keep himself and Gina safe. Michael is torn between his love for Gina and his fear of getting dragged deeper into the mafia's underbelly. Meanwhile, Frank becomes increasingly suspicious of Michael's motives and thinks he may be an undercover cop.

Despite the dangerous situations, the movie has a light-hearted tone and is filled with humor. The movie's humor comes from the culture clash between Michael's reserved Britishness and the larger-than-life personalities of Frank and his mob cohorts. Hugh Grant's trademark charm and self-deprecating humor bring levity to the movie, and he delivers many hilarious lines throughout the film. Jeanne Tripplehorn's portrayal of Gina is both sweet and strong, and she is an excellent partner to Michael's character.

James Caan's performance as Frank is one of the highlights of the movie. He plays the ruthless mob boss with an equal amount of menace and charisma. His character's love for his daughter is genuine, and this is what causes Michael's character to become so conflicted. With his tough-guy persona, Caan's Frank is a classic example of a mafia boss, and he provides many of the movie's funniest moments.

The movie's soundtrack is also worth noting as it is filled with classic Italian-American songs that help to set the scene of New York City's Little Italy neighborhood. The movie's theme song, "Volare," is an infectious tune that fits perfectly with the movie's lighthearted tone.

In conclusion, Mickey Blue Eyes is an entertaining rom-com that blends comedy, romance, and classic mafia movie tropes. Hugh Grant, Jeanne Tripplehorn, and James Caan all give excellent performances, and the movie is well worth watching for their chemistry alone. The movie's script is well-written and provides plenty of laughs while setting up an engaging plot that keeps the audience guessing until the very end. While the movie has not become a classic, it is a lighthearted and enjoyable movie that is perfect for a cozy night in.

Mickey Blue Eyes is a 1999 comedy with a runtime of 1 hour and 42 minutes. It has received mostly poor reviews from critics and viewers, who have given it an IMDb score of 5.9 and a MetaScore of 49.