Kingpin: Life of Crime is a 1999 first-person shooter developed by Xatrix Entertainment and published by Interplay Entertainment. The game begins with the player character wounded and beaten up by associates of the crime boss The Kingpin, and the story follows his thirst for revenge. Released shortly after the Columbine High School massacre, the game attracted controversy due to the overall timing of its release; thus, it was not sold by various retailers in the US, despite receiving generally positive reviews from critics. The game was also ported to Linux.

In 2020, 3D Realms announced a partnership with Interplay Entertainment to release a remastered version of the game, titled Kingpin: Reloaded. It was initially planned for a release later that same year, but due to development issues the game got delayed. It was eventually released on December 5, 2023 for PC.

Set in a quasi-retro time period, Kingpin features a mix of 1930s art deco crossed with modern technology and ideas. Many inventions are conveyed through an art deco style design, like helicopters and monorail networks. The setting is described by the game manual as a past that never happened. According to artist Viktor Antonov, the game was initially envisioned as "like Blade Runner with a gangster touch", before hip-hop group Cypress Hill got associated to the project, which in turn influenced the setting of the game, causing the science-fiction elements to be phased out in favor of a "realistic city".

Set in a city, the world of Kingpin revolves around crime and criminals. The game begins in the most desolate and deprived area of the city, Skidrow, a dystopia where the population consists entirely of criminal elements, prostitutes, and transients. It is here that the player character has been left, after being beaten up by some thugs under the employ of Nikki Blanco, one of The Kingpin's lieutenants. For some reason not explained within the game, Nikki Blanco wants the player out of his territory for good, and the beating is a warning that should he ever return, he can expect much worse.

Kingpin is a game about revenge. Picking up a piece of lead piping as a makeshift weapon, the player plots against Nikki Blanco and The Kingpin himself. The player's rise to prominence, and his lust for revenge will take him through various areas of the city: from chemical plants through to steel mills and train yards, and eventually onto Radio City, home of The Kingpin's headquarters.

The game was influenced by the films Pulp Fiction and The Big Lebowski which features many lines of dialogue and characters lifted from both films. A few primary examples would be the main antagonist "The Kingpin" being heavily inspired by the Marsellus Wallace character from Pulp Fiction. The boss player's encounter known as "The Jesus" shares the same name and personality as the John Turturro character from The Big Lebowski. Much of the NPC dialogue is lifted from film characters. Many generic NPCs will say "Forget about it huh", which is another line from The Big Lebowski and many female NPCs will quote Jules Winfield from Pulp Fiction with such lines as the "That's cool and the gang!" phrase.

Gameplay in Kingpin was most noted for its profanity-laden dialog and its graphic depiction of violence. An idea incorporated into the game was that of area-specific damage: a shot to the head deals more damage than a shot on the leg. To complement this, each game character also has a deformable skin, which indicates where and how badly the character had been injured. Injured characters also bleed, and leave a blood trail making it easier to follow them. Instead of having a universal armor value for the player, armor is split into three different types, helmet, body armor and leggings, with separate values for each one.

Another innovative feature of the game is the use of weapon modifications. Various mods can be used to upgrade the weapons in the game. The pistol, for example, can be modified to increase its firepower, or its rate of fire, among other things.