Playboy X

Trey Stewart, known as Playboy X, (born 1983, could die in 2008) is a character in the Grand Theft Auto IV and The Lost and Damned. He runs the African-American crack cocaine ring, the North Holland Hustlers.

Description
X began his criminal career as a crack dealer in Liberty City, working for Dwayne Forge. Forge ran the Hustlers at the time, controlling the majority of crack cocaine in northern Algonquin and Bohan. When Forge went to prison in 1993, X took over the gang (at the age of 10), and brought it to new heights.

Playboy became one of the premier gangsters in the city, and his success earned him a lavish penthouse in Northwood. Almost immediately Playboy began to turn away from the "old school" values taught to him by Forge and began the 21st century as a 'gangsta', favouring bling and increased reputation over loyalty. He also sought to expand his horizons, becoming friends with cocaine empress Elizabeta Torres and monitoring all drug deals in the city. Eventually he was introduced to Niko Bellic through a heroin deal and the two began a business relationship. Playboy X also makes a brief appearance in The Lost and Damned where Johnny Klebitz refuses to meet Playboy during the party.

The major move between the two involved pressuring Yusuf Amir, an entrepreneur from Dubai in the United Arab Emirates. Amir was under intense pressure to cooperate with the Mafia, who had shut down his construction site under the guise of a union strike in order to extort funds from him. X believed he could maneuver himself into Amir's favour by employing Niko Bellic to dispatch the mob gunmen besieging the site. Niko cleared out the site in the Playboy X mission "Deconstruction for Beginners", but Amir was unresponsive. Instead of rewarding X with shares in lucrative construction contracts, he permanently closed down the construction site in memory of those who had died. However, it is reavealed in The Ballad of Gay Tony mission For the Man Who Has Everything that Amir continued construction on the soon-to-be Amir Towers.

Eventually Dwayne Forge is released from prison and tensions rise between him and X almost immediately. Playboy ignores Forge and attempts to distance himself from his former mentor, leaving Forge feeling bitter, heartbroken and betrayed. Eventually Forge retakes his former base of operations, the Triangle Strip Club, from associates of Playboy's, the Trunchez Brothers. Playboy is furious and it is clear that the bad blood between the former partners is going to come to a head.

He is voiced by Postell Pringle.

GTA IV

 * Blow Your Cover
 * Deconstruction for Beginners (Boss)
 * Photo Shoot (Boss)
 * The Holland Play (Semi Boss)

The Lost and Damned

 * Buyer's Market

The Holland Play

 * Main article: The Holland Play (Mission)

In a mission entitled "The Holland Play", Playboy X offers Niko $25,000 to kill Dwayne Forge. He alleges that Forge is talking behind his back and attempting to usurp leadership from him, even though PBX claims he offered half of the business to Forge. Subsequently, Niko is also hired by Dwayne to kill PBX after word hits the street that there is a contract out on him.

If Niko chooses to kill Dwayne, Playboy has a change of heart, upset that his mentor was killed. He blames Niko's cold-heartedness for the betrayal and severs all ties from Bellic. Later, his answering machine even claims that "you don't know what you got until it's gone." If Niko sides with Forge, he shoots his way through PBX's penthouse and corners him in an alleyway, easily executing him and returning control of the gang to Forge.

If the player chooses to perform an execution with a pistol on Playboy, Niko plants the barrel of the gun directly on Playboy's throat, and pulls the trigger.

As a token of gratitude, Forge gives Niko the apartment Playboy once inhabited, along with the GTA III outfit which was worn by Claude, which can be found in Niko's wardrobe (only in Playboy X's Apartment).

Playboy X claimed that his goal in life was to make enough money to support young African-American youth in Liberty City. He hoped to become a major philanthropist and community hero.

LCPD Database record
Surname: Stewart First Name: Trey "Playboy X" Age: 25 Place of Birth: North Holland, Liberty City Affiliations: Known Associate of Dwayne Forge Criminal Record: Notes:
 * 1999 - Possession Controlled Substance: Crack Cocaine
 * AKA Playboy X
 * Part of Dwayne Forge's crack cocaine dealing operation.
 * Assumed control after Forge's conviction.
 * Believed to have run the business with advice from Forge in prison.
 * Reported that Stewart stopped visiting Forge at the penitentiary in 2004.
 * Now believed to be head of a cocaine distribution network in North Holland.
 * Some attempts to move into legitimate business interests.

Trivia

 * If the player chooses to kill Playboy X, his profile on the online police database does not change to list him as deceased, but the in-car computer does list him as such.
 * Playboy X drives a unique yellow Patriot with no american vinyl down the sides, which cannot be found anywhere else in the game except during Stevie's Car Thefts.
 * When Playboy X took over the North Holland Hustlers, it turned into more of a gang than a drug cartel, when Dwayne is with Niko, he states the gang was more drug oriented before his time in jail.
 * If you notice, Playboy usally says the swear word "shit" in most of his sentences. He mostly uses it in every sentence