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Well I'm always looking for good guys. Build an army. But in my work... people change. Money changes people. Not me. I'm still a hustler from these streets...
Whassup, money?

Trey Stewart, better known as Playboy X, is a main character in Grand Theft Auto IV and a minor character in The Lost and Damned.

He is portrayed by Postell Pringle.

History[]

Background[]

Playboy is the head of crack cocaine distribution in northern Algonquin, Liberty City.

Before the Events of Grand Theft Auto IV[]

Dwayne Forge's tutelage[]

Trey Stewart was born c.c.circa 1983 in North Holland, Liberty City. He was once very book smart as a child (in later years he would refrain from this positive work ethic) when he was eight or nine, he became close to the neighborhood's biggest drug lord, Dwayne Forge, who treated Stewart like a son and taught him how to sell drugs. Dwayne states that Playboy was always a bright kid, but he had no street knowledge, so Dwayne taught him the rules of the game. When Dwayne was arrested, Stewart became the head of Dwayne's business interests. Playboy X was previously a small-time dealer, also robbing people for some time before taking over the cocaine empire and bringing it to new heights.

Leadership of the business[]

Under Playboy's leadership and rejecting Dwayne's old-fashioned views, the empire went from being exclusively about drugs to expanding into other realms of (even legitimate) business. Still having the most success in drug sales, he became friends with Elizabeta Torres and monitored all drug deals in the city. After 2004, he stopped visiting Dwayne in prison, and being at a selfish point in his life, probably bought his yellow Patriot within a year or two of that date.

Events of Grand Theft Auto IV[]

Eventually in 2008, Playboy X 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 Playboy refuses to meet Johnny Klebitz during the party.

Expanding into other businesses, Playboy even dreamed of leaving crime behind entirely to become a legitimate real estate developer and "see my name in big, gold letters!". He also explains his resolve to give money to poor young blacks and schools after he's wealthy to atone for selling drugs to children (although his penthouse and luxury car insinuate that he's already quite wealthy). He sought to win over Yusuf Amir, a billionaire property developer from Dubai. 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 favor by employing Niko to dispatch the mob gunmen besieging the site. Niko vacated the site in Playboy X's 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. It is revealed in The Ballad of Gay Tony mission "For the Man Who Has Everything" that Amir continued construction on the soon-to-be Amir Towers.

Later, Niko was sent by X to exterminate Marlon Bridges. X also gave him a Whiz Wireless Cellphone to keep and so that X could assist Niko in the job, as it requires Niko to send an MMS which his second-hand Badger phone given to him by his cousin Roman is incapable of doing as it does not have a camera.

Dwayne's release from prison and The Holland Play[]

Eventually, Dwayne 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. Playboy is still the Boss of the North Holland Hustlers, as eventually Forge retakes his former base of operations, the Triangle 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.

Playboy X has a private conversation with Niko, claiming that Forge is talking behind his back and attempting to usurp leadership from him, even though he claims he offered half of the business to Forge. Though apparently very saddened by having to kill his mentor, he offers Niko $25,000 to kill Dwayne. Subsequently, Niko is also hired by Dwayne to kill Playboy X after word hits the streets that there is a contract out on him.

If Niko chooses to kill Dwayne, Playboy has a change of heart, seemingly upset that his "father figure" was killed. Presumably in denial, he blames Niko's cold-heartedness for the betrayal and although he pays Niko the $25,000 as agreed and wishes him the best, he cuts all ties with Niko and claims that he cannot be friends with him knowing he killed Dwayne. Later, his answering machine even claims that "you don't know what you got until it's gone."

If Niko chooses to kill Playboy, he shoots his way through Playboy's penthouse and corners him in an alleyway, easily executing him by shooting him in the throat, and thus, returning control of the North Holland Hustlers gang to Forge. As a token of his appreciation, Dwayne gives Playboy's penthouse (which he reveals he had the deed to all along) to Niko.

Character[]

Personality[]

Playboy presents himself as an altruist who one day seeks to help the poor in his community. However, his actions and even his words prove that he is a materialistic hypocrite, as he states in his introductory mission: "If a deal make paper, I do it." His missions consist solely of him chasing more wealth to seemingly do nothing with, while he touts that he is still the same young hustler from his youth, unchanged by money. Despite this, he heavily values connections and treats his peers as tools and means to an end rather than valued friends, as he treats Elizabeta as a mere business partner with a great deal of hookups, ignores Dwayne after the latter's imprisonment and resulting loss of usefulness to him, and discards Niko as a partner should the player kill Dwayne instead of him. Ironically, this last example is the only time when Playboy seems to value someone (or more accurately, their memory) for more than business connections.

In his youth, Playboy was quite book smart, although by the events of GTA IV, this has clearly changed, as he claims Jesus Christ killed John the Baptist and that he and Yusuf Amir might be cousins simply because he believes Dubai is in Africa, which Niko quickly refutes on both occasions only for Playboy to ignore him. He also appears rather cowardly, as he prefers to simply hear and oversee drug deals and other dangerous situations as opposed to actually taking part in them. This can be seen in all of the missions he appears in, as he hides and blind fires in the only mission he is in a firefight, and has Niko do his dirty work in the other ones. If the player chooses to kill him, his cowardice can be seen even more prominently, as he quickly abandons his fellow gang members and even drops his weapon once cornered.

LCPD Database Record[]

LCPDDB-GTAIV-Header
A - E
F - J
K - O
P - U
V - Z
SURNAME
Stewart
DECEASEDDECEASEDIn car Deceased, Database clear
PlayboyX-GTAIV-mugshotTreyStewart
FIRST NAME
Trey "Playboy X"
AGE
25
PLACE OF BIRTH
North Holland, Liberty City
AFFILIATIONS
Known Associate of Dwayne Forge
CRIMINAL RECORD
1999 - Possession Controlled Substance: Crack Cocaine
NOTES
- 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.
LCPD-GTA4-logo
LIBERTY CITY POLICE DEPT.
PROTECTING LIBERTY CITY
PlayboyX-GTAIV-mugshotTreyStewart
NAME
TREY "PLAYBOY X" STEWART

HANGOUT
Unknown

WANTED FOR
Burglary

DECEASEDDECEASEDIn car Deceased, Database clear

Prominent Appearances in Gameplay[]

Grand Theft Auto IV[]

The Lost and Damned[]

Gallery[]

Videos[]

Trivia[]

  • Playboy X bears a vague resemblance to the American rapper Jay-Z.
  • 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's favorite radio stations are The Classics 104.1 and Beat 102.7.
  • On the back of Playboy X's sweatshirt, 8-Ball's business logo can be seen. This is interesting, considering he also has Claude's clothes in his penthouse.
  • Like most characters in the game, Playboy will don a unique helmet when riding alongside the protagonist on a motorcycle. His helmet is black with a white stripe and a dark-tinted visor.
  • Playboy X may be afraid or intimidated by Johnny Klebitz, as he tells Niko to "Not even look at him the wrong way." However, he tries to make an excuse by claiming that "them bikers are racist as shit."
  • During Deconstruction for Beginners, if the player kills Playboy on the rooftop with a grenade or RPG, his binoculars will sometimes float.
  • He is similar to the character Stringer Bell from the TV series The Wire, as he wants to expand his drug dealing escapades into a legitimate business, while Dwayne is similar to another character from the same show, Avon Barksdale, as he wants his business to remain illegal and is unwilling to change.

External Links[]

Navigation[]

Navigation
[ ve ]Characters in Grand Theft Auto IV
ProtagonistNiko Bellic
Central charactersRoman Bellic | Little Jacob | Dimitri Rascalov† | Jimmy Pegorino† | Bernie Crane | Darko Brevic
Main charactersMallorie Bardas | Vladimir Glebov† | Mikhail Faustin† | Brucie Kibbutz | Manny Escuela† | Elizabeta Torres | Patrick McReary | Francis McReary | Gerald McReary | Derrick McReary† | Kate McReary | Playboy X | Dwayne Forge | Ray Boccino† | Phil Bell | United Liberty Paper contact | Jon Gravelli
Supporting charactersMichelle/Karen | Ilyena Faustin | Isaac Roth† | Kim Young-Guk† | Ray Bulgarin† | Jay Hamilton† | Jim Fitzgerald† | Johnny Klebitz† | Gordon Sargent | Michael Keane† | Maureen McReary | Luis Fernando Lopez | Anthony Corrado† | Stevie | The Fixer | Tony Prince | Bryce Dawkins | Eugene Reaper† | Mohammed
Minor charactersAdam Dimayev† | Aiden O'Malley† | Alejandra | Alfonso Vasquez | Alonzo | Andrei† | Angela Allan† | Angie Pegorino | Anna Faustin | Anthony† | Benny† | Bledar Morina† | Bluesy St. John | Bobby Jefferson | Brett | Bucky Sligo† | Catch | Charlie† | Charles Matteo† | Christopher Tibbits | Chuck Williams-Jones | City Official | Clarence's Associate† | Dardan Petrela† | Dave Bosoy† | Doctor Rosem | Dusty Cowpoke | Ed the Mate | Eduard Borodin† | Frankie Gallo | Frankie Garone† | Gay Basher† | Isaac's girlfriend | January Natasha Vasquez | Jason Michaels† | Javier Trunchez† | Jayvon Simson† | Jermaine Andrews | Jerry Kapowitz | Jesus Trunchez† | Jimmy | John | Johnny Barbosa† | Jose Trunchez† | Joseph DiLeo† | Joseph Kaplan | Jorge | Kalem† | Karen (Lawyers) | Katerina | Katt Williams | Kidnapper's Accomplice† | Lamon | Larissa Slalom | Laundromat Owner | Laurel | Lavar Davis† | Lenny | Lenny Petrovic† | Lori Williams-Jones† | Luca Silvestri† | Luca Silvestri's Goon† | Lyle Rivas† | Marco Bonnaro† | Marcus | Mark† | Marlon Bridges† | Mason Waylon | Mickey | Mitch | Modupe | Mori Green† | Mr. Fuk's Rice Box manager | Mrs. Vasquez | Oleg Minkov† | Peter Marchetti† | Ricky Gervais | Sal† | Sergei | Sheila Stafford† | Shirley Harlingford† | Shirley Harlingford's Friend | Slimeball | Suffolk Church Priest | Talbot Daniels | Teddy Benavidez† | Thai Prostitute | The Blackmailer† | The Cook† | The Dodgy Doctor | The Incredible Kleinman | The Kidnapper† | The Truck Driver† | Tom Goldberg† | Tom Rivas† | Tommy | Tony† | Tony Black† | Unnamed Jewish Mobster | Unnamed Lost MC Biker† | Unnamed pornstar | Unnamed Russian Goon | Vasily | Vera | Wedding Assassin | Westdyke Memorial Hospital Receptionist | Wilson Taylor Sr.† | Zorba Philippidis
GirlfriendsAlexandra Chilton | Carmen Ortiz | Kiki Jenkins
Random charactersBrian Meech | Mel | Real Badman | Hossan Ramzy | Sara | Pathos | Jeff Harlingford | Marnie Allen | Eddie Low† | Cherise Glover | Cherise Glover's Boyfriend | Clarence Little† | Gracie Ancelotti | Ilyena Faustin | Ivan Bytchkov
Petrovic MafiyaKenny Petrovic | Lenny Petrovic† | Mrs. Petrovic | Petrovic's Daughter | Anton† | Anton the Rat† | Boris† | Georgi† | Igor | Ivo† | Rami Yalon | Sergey† | Vanya | Vasil† | Vitali | Yuri
Radio DJsBeatrix Fontaine | Bobby Konders | Carl Bradshaw | Daddy Yankee | DJ Green Lantern | DJ Mister Cee† | DJ Premier | Femi Kuti | François K | Gary Sheen | Iggy Pop | Jane Labrador | Jeffron James | Jimmy Gestapo | Juliette Lewis | Karl Lagerfeld† | Lazlow Jones | Marcel LeMuir | Max Cavalera | Paul Martin | Roy Ayers† | Roy Haynes† | Ruslana Lyzhychko | Ryan McFallon | Vaughn Harper
Most Wanted criminalsAlonso Goralski† | Antonio Rivette† | Barry Lamora† | Bert Reker† | Christov Mahonvic† | Danny Hatmaker† | Darren Covey† | Fernando Tisdel† | Freddy Paparo† | Frederick Harrison† | Glenn Lushbaugh† | Jimmy Kand† | Juan Haimo† | Keenan Burdett† | Leo Brodell† | Lino Friddell† | Marty Boldenow† | Maxwell Caughlin† | Mervin Eskuchen† | Noel Katsuda† | Phil Bacerra† | Preston Pecinovsky† | Rodrigo Stavnes† | Rodney McEniry† | Scott Guzowski† | Sergi Szerbin† | Shon Kikuchi† | Simon Nashly† | Tommy Francovic† | Tyler Pickrel
LCPD Database charactersAlbert Lawson | Alonso Gomez | Arthur Zapulla | Chan Jaoming† | Chastity Quinn | Claude Wome | Dave Johnson | Elaine Rocke | Fredo Volpe | Frenchie Fox | Gavin Finkle | Harry Hall | Harvey Noto | Heathcliff Waterstreet | Hsin Jaoming | Huang Lee | Joe Corrola | Joseph Johnson | Larry Kerr | Leila Sharpe† | Lester Arnold | Lester Leroc | Mario Venturella | Mark Lupisella | Mark Volpe | Mary Valvona | Moe Schwartz | Oscar Gomez | Oswaldo Quiroga | Rami Yalon | Roy Zito | Rudy D'Avanzo† | Sammy Bottino | Sonny Honorato | Vincent Lupisella | William Hambrough | Willy Valerio | Wu "Kenny" Lee† | Zhou Ming
Journalists and news reportersAlison Maybury | Bryan Wilkinson | Callista Brown | Candice Johnson | Eric House | Eugene White | Jenny Acorn | Jim Harrison | John Chesapeake | Joshua Crane | Leslie Mitchell | Mary Williamson | Michael Wayne | Mike Whitely | Richie Score | S. Fiona Scott | Staff Writer (Liberty Tree) | Staff Writer (Weazel News) | TJ Barry | Tony Smith
Mentioned charactersAdam Biggs | Ali Scatz | Arti | Avrindar | Barry Griffin | Billy Grey† | Crow | Dick† | Dick Shyster | Digger Brass | Felipe | Fifteen Man Squad | George Lawton | Giovanni Ancelotti | Hans Idol | Hugh Djas | Jefferson Springfield Jr. | Jezz Torrent | Joe Lawton | Jon Gravelli, Jr. | Judith Kibbutz | Julio Ochoa | Kerry McIntosh | Konstantin | Larry Ligner | Lincoln Atwood | Love Fist | Madd Dogg | Mallorie's Cousin | Mark Eastman | Marko | Mila Tadic | Miss Weinstock | Mr. Forge† | Mr. McReary† | Mr. Parker | Mr. Wong | Mrs. Dawkins | Mrs. Forge | Natalya Shironova | Nick Lancaster | Niko's Brother† | OG Loc | Park Young-Guk | Patrick Ligner | Percy | Pete McTony | Pete Vassal | Philips Van Der Philip | Phyllis | Rochell'le | Rudy D'Avanzo's Father† | Sonny Cangelosi† | Thomas Piretta | Tom Pireni | Tremaine | Tyrone Hancock | Willie | Yusuf Amir
Other charactersGloria Hole | Horatio Humboldt | Jase | Kelly | Lola Del Rio | Milica Bellic | Rob | Roman's Child | Steve | Troy Harder | Vicki
Beta charactersAlyssa Funke | Bradly Narlock | Cletus Luzell | Dick Godley | Marcel Hevas | Marty Connor | Tommy Francini | Wilbert Wetterer
† denotes Deceased, Italics denotes a status determined by the player's choice
Characters in GTA IV | Category:Characters in GTA IV | Grand Theft Auto IV | Category:Characters
[ ve ]Characters in The Lost and Damned
ProtagonistJohnny Klebitz
Central charactersBilly Grey | Brian Jeremy | Clay Simons | Jim Fitzgerald | Terry Thorpe
Main charactersAngus Martin | Ashley Butler | DeSean | Elizabeta Torres | Malc | Ray Boccino | Thomas Stubbs
Supporting charactersAgent Jones | Andreas | Ed McCornish | Jason Michaels | Jimmy Matthews | Luis Fernando Lopez | Marta | Niko Bellic | Playboy X | Random Biker
Minor charactersAngels of Death lieutenant | Arthur Stubbs | Bernie Crane | Bluesy St. John | Bug Expert | Carmen Ortiz | Catch | CEO | Chad | Charlie | Crack Ho | Curtis Stocker | Dan | Derrick McReary | Dusty Cowpoke | Evan Moss | Frankie Boyle | Horse (informant) | Horse (The Lost MC member) | Isaac Roth | Ivan Bytchkov | Jerome Pilchard | Katt Williams | Kay Hartman | Laurel | Leavis | Lennox Kincade | Lost MC Lady | Milton Savanah | Mitch The Cop | Mori Green | Mr. Roncero | Pretty Boy | Random Biker | Ray's goon | Ricky Gervais | Roman Bellic | Roman's Kidnapper | Kidnapper's Accomplice | The Cook | The Incredible Kleinman | Tony Prince | Triad 1 | Vladimir Glebov | Unnamed Congressman
Random charactersDave Grossman
Journalists and news reportersAlison Maybury | Bryan Wilkinson | Callista Brown | Candice Johnson | Eric House | Eugene White | Jenny Acorn | Jim Harrison | John Chesapeake | Joshua Crane | Leslie Mitchell | Mary Williamson | Michael Wayne | Mike Whitely | Richie Score | S. Fiona Scott | Staff Writer (Liberty Tree) | Staff Writer (Weazel News) | TJ Barry | Tony Smith
Mentioned charactersAdam Biggs | Anthony Pizzerelli | Anna Faustin | Arti | Avrindar | Barry Griffin | Bozo | Brother Adrian | Brucie Kibbutz | Bryce Dawkins | Carl | Colin Thorpe | Crow | Dick Shyster | Dimitri Rascalov | Dirty Sue | Earth-Song Bowden | Francis McReary | Gay Basher | Harper | Henry | Jackie Fitzgerald | Jefferson Springfield Jr. | Jimmy Pegorino | Joe Lawton | Johnny Barbosa | Jose | Joseph DiLeo | Julio Ochoa | Leila Sharpe | Lester Arnold | Lil' Joe | Love Fist | Luca Silvestri | Mallorie Bardas | Mark Eastman | Michael Klebitz | Mickey | Mikhail Faustin | Mitch | Moose | Mr. White | Murphey | Night Hog | OG Loc | Patrick Ligner | Phil Bell | Philips Van Der Philip | Sally Butters | Tom Goldberg | Unnamed Lost MC Biker | Wyatt
Other charactersKelly | Steve
† denotes Deceased, Italics denote a status determined by the player's choice
Characters in TLAD | Category:Characters in TLAD | The Lost and Damned | Category:Characters