Hollywood Shuffle is a series that celebrates our cultural icons in film and television whose performances have resonated with generations of viewers. From the pioneering actors and actresses who’ve helped break barriers and pave the way for those to follow, to the most promising and decorated thespians of today, their dedication to their craft is respected and appreciated.
Clifton Powell is a distinguished actor known for his versatile and impactful performances across film and television. Born and raised in Washington, D.C., his career spans over three decades, featuring notable roles in both dramatic and comedic genres. Powell gained prominence with memorable performances in films like Menace II Society (1993), Dead Presidents (1995), Why Do Fools Fall in Love (1998), Rush Hour (1998), Next Friday (2000), and its sequel Friday After Next (2002). He also appeared in Woman Thou Art Loosed (2004) and Ray (2004), and portrayed Martin Luther King Jr. in the 1999 television film Selma, Lord, Selma.
On television, Powell showcased his talent with roles on Roc, South Central, and Army Wives, and guest-starred on series like In the Heat of the Night, Murder, She Wrote, NYPD Blue, CSI: Crime Scene Investigation, and House.
Known for his ability to embody complex and often villainous characters, Powell’s performances are so compelling that they have sometimes blur the lines between actor and character in the eyes of audiences. Despite this, he remains one of the most underrated and versatile actors of his era, with over 100 film and TV credits to his name, solidifying his legacy as a living legend in the entertainment industry.
In this edition of Hollywood Shuffle, VIBE looks back on five of Clifton Powell’s most memorable roles that viewers simply love to hate.
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Chauncey, ‘Menace II Society’
Image Credit: John Heller/WireImage In the 1993 film Menace II Society, Clifton Powell plays Chauncey, a character whose jealousy and anger drive him to betray his friends, Cain and O-Dog. Chauncey’s decision to turn in the tape of the liquor store shooting to the police highlights his treacherous nature and lack of loyalty. Despite the film’s grim and violent tone, Chauncey provides moments of dark humor, making his role stand out in a complex narrative. However, Powell’s spiteful actions and betrayal make him one of the more detested characters in this gritty crime drama, showcasing the actor’s knack for portraying morally ambiguous figures.
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Cutty, ‘Dead Presidents’
Image Credit: (c)Buena Vista Pictures/courtesy Everett Collection In the 1995 film Dead Presidents, Clifton Powell delivers a standout performance as the menacing and unrelenting character, Cutty. His portrayal of the villain is both intense and memorable, particularly in a pivotal scene where he violently throws Larenz Tate’s character, Anthony Curtis, down a staircase. Powell’s character is further revealed to be entangled in a scandalous affair with Juanita, the mother of Curtis’ child, adding layers of betrayal and animosity to the part. This role is one of Powell’s most iconic and defining performances, showcasing his ability to embody complex, sinister characters with compelling depth.
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Pinky, ‘Next Friday’
Image Credit: ©New Line Cinema / Courtesy Everett Collection In the 2000 film Next Friday, Clifton Powell‘s role as Pinky, the flamboyant and over-the-top record store owner, offers a lighter contrast to his more intense roles. Initially, Pinky’s pimpish demeanor and domineering behavior towards Day Day (played by Mike Epps) might have seemed abrasive, but his hilarious quips and memorable antics have made him a fan favorite. Powell’s portrayal of Pinky was so well-received that he reprised the role in the third installment of the Friday franchise, solidifying Pinky as one of Powell’s most beloved and iconic characters.
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Captain Alan Deese, Civil Brand
Image Credit: Courtesy Everett Collection In the 2002 film Civil Brand, Clifton Powell‘s portrayal of Captain Alan Deese stands among his most chilling performances. Deese is a ruthless and authoritarian figure who abuses his power to physically assault female inmates while ruling the prison with an iron fist. His demeaning speech and behavior culminate in a horrific act where he sexually assaults a pregnant inmate, killing the woman and her unborn child. Although Deese’s eventual downfall delivers a grim sense of justice, Powell’s role as Deese remains one of his most sinister and underappreciated performances, showcasing his talent for bringing deeply disturbing characters to life.
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Reggie, ‘Woman Thou Art Loosed’
Image Credit: (c) Magnolia Pictures/courtesy Everett Collection In the 2004 film Woman Thou Art Loosed, Clifton Powell delivers a chilling performance as Reggie, a predatory and morally reprehensible character. His role is marked by his vile actions against the daughter of his lover, portrayed by Loretta Devine. Reggie’s heinous transgressions make him one of Powell’s most despised characters, highlighting his ability to make moviegoers view him with disgust. Although Reggie meets a fitting end in the film, Powell’s portrayal of this despicable figure stands as an example of his talent for bringing complex, loathsome characters to life.
