Are you in the mood for some laughter mixed with a bit of danger? This collection of films brings together the most amusing tales of hitmen who find themselves in the most unexpected and comical situations. From mistaken identities to bungled jobs, these movies offer a unique blend of humor and action, making them a must-watch for anyone who enjoys a good laugh with their thrills.

Grosse Pointe Blank (1997)
Description: A professional hitman returns to his high school reunion, where he must juggle his old flame, a rival assassin, and his current job. The film's dark humor and clever dialogue make it a standout in the hitman comedy genre.
Fact: John Cusack not only starred in the film but also co-wrote the screenplay. The movie features a memorable soundtrack with songs from the 80s.


The Big Hit (1998)
Description: A hitman's life spirals out of control when a kidnapping job goes wrong, leading to a series of comedic mishaps and a quest to save his relationship.
Fact: The film features an early role for Mark Wahlberg, showcasing his comedic chops.


The Whole Nine Yards (2000)
Description: A dentist discovers his new neighbor is a notorious hitman, leading to a series of comedic misadventures involving the mob, insurance fraud, and a lot of confusion.
Fact: The film was followed by a sequel, "The Whole Ten Yards," which did not fare as well critically or commercially.


The Matador (2005)
Description: A weary hitman meets a salesman in a hotel bar, leading to an unlikely friendship and a series of comedic events as they navigate the world of assassination.
Fact: Pierce Brosnan's performance as the hitman was critically acclaimed, showcasing a different side of his acting range.


Kiss Kiss Bang Bang (2005)
Description: A small-time thief is mistaken for an actor and ends up in Hollywood, where he teams up with a private eye, leading to a hilarious and convoluted mystery involving murder and mistaken identity.
Fact: Robert Downey Jr.'s performance in this film helped revitalize his career. The film's title is a play on the spy novel cliché "kiss kiss, bang bang."


The Ice Harvest (2005)
Description: A mob lawyer and his partner steal a large sum of money on Christmas Eve, but their escape plan is hilariously derailed by a series of unfortunate events.
Fact: The film was initially set for release in 2004 but was delayed due to its dark comedic tone, which was thought to be too close to the real-life events of the time.


In Bruges (2008)
Description: Two Irish hitmen hide out in Bruges after a job goes wrong, leading to a series of darkly comedic events. The film's blend of humor, existential questions, and the scenic backdrop of Bruges make it a unique entry.
Fact: The film was shot entirely on location in Bruges, Belgium. Colin Farrell and Brendan Gleeson both received Golden Globe nominations for their performances.


Red (2010)
Description: A retired CIA agent, labeled as "Red" (Retired Extremely Dangerous), teams up with his former colleagues to uncover a conspiracy, all while dealing with humorous situations due to their age.
Fact: The film features an all-star cast including Bruce Willis, Morgan Freeman, and Helen Mirren, all playing retired assassins.


The Man from U.N.C.L.E. (2015)
Description: While not strictly about a hitman, this film features a CIA agent and a KGB operative who must work together, often leading to humorous situations amidst their spy antics.
Fact: Directed by Guy Ritchie, the film is a stylish reboot of the 1960s TV series, with a focus on humor and action.


The Hitman's Bodyguard (2017)
Description: A top-notch bodyguard is hired to protect a hitman on his way to testify at the International Court of Justice, resulting in a buddy comedy filled with action and laughs.
Fact: The film was a surprise hit, grossing over $176 million worldwide against a $30 million budget.
