Slaves Arrive In Virginia On Dutch Ship
Engraving shows the arrival of a Dutch slave ship with a group of African slaves for sale, Jamestown, Virginia, 1619.
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What The Year 1619 Means To Me

Tupac Shakur biographer, Kevin Powell, writes about the historic year and the impact of slavery 400 years later.

I have very mixed feelings about the 400th anniversary of the arrival of African slaves, my ancestors, to Jamestown, Virginia. It is because I know well American history, and it is because while a visiting scholar at James Madison University in Virginia earlier this year, I decided to make my first trip to Jamestown. I know what I had been taught from grade through high school about this momentous date. I barely was taught anything else about slavery, how my ancestors had been stolen from Africa, stripped of their names, languages, cultures, identities. But I knew, minimally, they were not “indentured servants,” as there was never a choice to not be a slave. I knew that from 1619 to 1865, 246 long and soul-stripping years, they were beaten, raped, terrorized, reduced to human property, and killed as they, these profoundly wounded persons, literally built the economic infrastructure of America for free.

As I walked through that Jamestown settlement, I could feel the energy of those first slaves. I struggled to read the history the way it was told in parts, as if slavery was not so bad. Yes, it was so bad, as we still deal with the legacy of it in America. Many of the founding fathers were slave owners even as they were declaring all were created equal. Several of the early presidents of the United States participated in slavery. Much of what slaves were taught continue to trigger Blacks, from divisive conflicts around skin color to our diets, born of necessity and desperation on those plantations, that wreak havoc on our health. 1619 means, to me, the mental brainwashing and physical and spiritual devastation of an entire race of people, and that truism undermined the morality of America right from the very beginning; and we are paying the price for it in this 21st century when we see so many trafficking in the same kind of hatred, violence, and fear-mongering that was levied against my ancestors back then.

What we need in America, what has not happened, is an honest national conversation on race that tells the entire truth about the legacy of slavery, while also acknowledging that, per Dr. Ivan Van Sertima’s landmark book They Came Before Columbus, the history of this part of the world does not and did not begin with European history, that Black people and other people of color have been in these many spaces and places all along. What we need in America at schools, public and private, and from educators of every background, are lessons which do not whitewash slavery, which do not ask Black children, when discussing slavery, to be slaves. What we need in America is a steady gaze in the mirror, accepting that inseparable of any talk about history, about democracy, from 1619 to the Civil War to Dr. King to Black Lives Matter, is the story of those who were brought here as slaves, and how that painful legacy of White supremacist thinking and behavior remains a nasty open sore on the American democracy.

I did not think about any of this until I got to college, because in spite of being a straight-A student K through 12, 1619 and what it wrought was watered down— nor were we ever taught the Civil Rights Movement and its efforts to right the wrongs, ever. As a result, I grew up as dutifully self-hating as a Black slave on those plantations. It was not just me; it was most Blacks in my community. It was not until I got to that college, Rutgers University in my home state of New Jersey, and began to truly study American history through a different lens—my lens—that it blew me away what slavery had done to us.

I cried reading slave narratives and historical texts. I cried as I imagined what it must have felt like to be un-free for one’s entire life. I cried at how ashamed I had been for so long of Africa, of how I had swallowed whole the distorted and racist images of that motherland from whence my people had come. And yes, I cried that day earlier this year when I walked the grounds of Jamestown wondering to myself how any people enslaved could still manage to worship God; to build and create numerous inventions; to put forth songs and sounds that are the foundation for much of American music; to be so patriotic that we have fought in virtually every American war, even as we were being denied our own freedoms; and to be so humanly resilient that we have bounced back time and again, even as what began in 1619 birthed, for many of us, including my single mother and me, generations of poverty and hand-me-down depression and traumas we can never seem to escape. This is why there have been calls for reparations from we descendants of African slaves across decades and eras. There has never been a true and consistent repairing of the human damage done—

So, if 1619 should mean anything now, it should mean it is past time to pause, to be equally comfortable and uncomfortable in our American skins, as we face this tragic history, and ourselves, once and for all. Otherwise, it is just another celebration, another anniversary, that will fade away like the haunting cries of those packed at the bottom of those slave ships so long ago.

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Kevin Powell is a civil and human rights activist, and author of 13 books including his autobiography, The Education of Kevin Powell: A Boy’s Journey into Manhood. An upcoming book will be a biography of Tupac Shakur, the global pop culture and hip-hop icon.

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390649 13: Cedric The Entertainer (left) and Steve Harvey during the First Annual BET Awards June 19, 2001 in Las Vegas, NV.
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How The WB Became A Hub For Black Entertainment In The '90s

Seeing a television show with a predominantly black cast may not cause much of an uproar in 2020, but 30 years ago, any advancement in our representation on-screen was cause for celebration. Sure, the previous two decades had given us a handful of classic sitcoms - The Jeffersons, Good Times, Sanford & Son, 227, The Cosby Show, and A Different World among them - geared toward a black audience, but 1990 marked the beginning of a period during which Tinseltown would open the flood-gates. Television behemoths like ABC (Family Matters, Hangin' with Mr. Cooper) and NBC (The Fresh Prince of Bel-Air) continued to tap into the urban market, which, by then, had become a jackpot for ratings, prompting other networks to follow suit by shifting their own programming. FOX, in particular, had turned itself into a serious competitor in short order. Launched in 1986, the network quickly emerged as a favorite among the 18 to 40 demographic, with groundbreaking programs like In Living Color, Martin, Living Single, New York Undercover, Roc, and The Sinbad Show all making their debut during the early '90s.

This renaissance reached a fever pitch when The WB, which would become a central hub for black entertainment on the small screen, was launched on January 11, 1995. A joint venture between Warner Bros. Entertainment and Tribune Broadcasting, the formation of The WB Television Network was first announced in 1993, amid deregulation of media ownership rules. Taking a page out of FOX's book, The WB braintrust included a number of the network's former executives, most noticeably FOX's original President Jamie Kellner, and Programming Chief Garth Ancier, both of whom served at the helm during the networks launch. While the major networks often presented sterile images of black households and characters that were meant to be relatable to mainstream audiences, only FOX had tapped into the energy and aesthetic surrounding hip-hop, which had become a driving force in pop culture at that point. The WB would help fill that void in a big way with programming that not only reflected the vibe of the streets, but embraced the art of the music and the artists that made it.

This was evident from the network's launch, with the debut episode of The Wayans Bros. immediately setting the tone for what was to come. The first program to ever air on The WB, The Wayans Bros. starred brothers Shawn and Marlon Wayans, the younger siblings of actors/comedians Keenan Ivory Wayans and Damon Wayans. Following stints on the final seasons of In Living Color, as well as roles in various films and television shows, respectively, Shawn and Marlon were tapped by The WB  to create and star in their own sitcom, giving the duo creative license to bring their vision to life. Set in Harlem, New York, The Wayans Bros. centered around the lives of Shawn and Marlon Williams, two brothers striving to realize their dreams while toiling away at their respective jobs. Boasting a cast that included John Witherspoon (John "Pops" Williams), Anna Maria Horsford (Deirdre "Dee" Baxter), Lela Rochon (Lisa Saunders), Paula Jai Parker (Monique), Jill Tasker (Lou Malino) and other recurring characters, The Wayans Bros. gave The WB a credible sitcom to build its legs on, with Shawn and Marlon's cache among young black viewers drawing eyes to the network.

Avid fans of rap music and products of hip-hop culture, the Wayans' made sure to make their affinity for the five elements known from the jump, with their decision to use the instrumental from A Tribe Called Quest's 1993 single "Electric Relaxation" as the opening theme song and the graffiti-inspired logo for the show serving as two blatant indicators of this love affair. Sporting the trendiest brands of the time and infusing popular street slang into their dialogue, Shawn and Marlon presented an authentic, albeit humorous, glimpse of young black men that wore baggy jeans instead of slacks and were from the hood, but came from a two-parent home and were far from criminal-minded. Airing 13 episodes during its debut season, the breakout success of The Wayans Bros. resulted in the show being renewed for a second season, helping solidify the duo as viable comedic talents while establishing The WB as a force to be reckoned with.

On January 18, 1995, the week following the debut of The Wayans Bros. The WB aired the first episode of The Parent 'Hood, a family-friendly sitcom in the mold of The Cosby Show. Created by and starring actor/director/comedian/writer Robert Townsend, The Parent 'Hood centered around the growing pains of an upwardly mobile black family based in Harlem, New York. Townsend plays a college professor (Robert Peterson), a hands-on dad and strict disciplinarian, opposite Suzzanne Douglas (Geraldine "Jerri" Peterson), the family matriarch pursuing a law degree. Other cast members included Reagan Gomez-Preston (Zaria Peterson), Kenny Blank (Michael Peterson), Faizon Love (Wendell Wilcox), Curtis Williams (Nicholas Peterson), and Ashli Amari Adams (Cecilia "CeCe" Peterson). In addition to traditional sitcom tropes about family values and morals, The Parent 'Hood also tackled serious issues like domestic abuse, peer pressure, teenage pregnancy, and gang violence, giving the show additional depth and garnering rave reviews from critics.

The Wayans Bros., The Parent 'Hood, and Unhappily Ever After - another sitcom that debuted on The WB as part of its initial roll-out - all saw immediate success and were green-lit for second seasons. But Muscle, a short-lived parody sitcom that was also a part of The WB's original Wednesday night lineup, was cancelled due to low ratings. Looking to fill the time slot, The WB picked up Sister, Sister, a fictional sitcom about reunited twin sisters who were separated at birth, that was cancelled by ABC the previous year. Starring Tia (Tia Andrea Landry) and Tamera (Tamera Ann Campbell) Mowry, with a supporting cast comprised of Jackée Harry (Lisa Landry Sims), Tim Reid (Raymond Earl "Ray" Campbell), and Marques Houston (Roger Evans), the show aired on The WB for its final four seasons, becoming one of the most popular shows on the network and catapulting the Mowry family to stardom. Around this time, The WB unveiled the First Time Out, the network's answer to FOX's Living Single and infiltration of the Latino market, which had a brief shelf life before being cancelled mid-season, but remains noteworthy within the Latin community.

As The WB continued to expand for the 1996-1997 television season, the network introduced additional programming with the debuts of The Steve Harvey Show and The Jamie Foxx Show. Created by Winifred Hervey and directed by Stan Lathan, The Steve Harvey Show cast comedian Steve Harvey in a starring role as Steve Hightower, a former music legend-turned-music teacher who plays an active part in his students’ lives while balancing his own love life. Playing alongside Cedric the Entertainer (Cedric Jackie Robinson), Wendy Raquel Robinson (Principal Regina Grier-Maddox), Terri J. Vaughn (Lovita Alizé Jenkins-Robinson), the late Merlin Santana (Romeo Santana), William Lee Scott (Stanley "Bullethead" Kuznocki) and others, Steve Harvey's performance helped turn him into a household name on the national stage and remains one of the definitive roles of his career. Standout showings during his time as a cast member on In Living Color and in recurring appearances on the FOX sitcom Roc aside, Jamie Foxx was still building his reputation as a comedic actor when the first episode of The Jamie Foxx Show premiered on The WB on August 28, 1996. Starring as Jamie King, an aspiring musician from Texas who works in his aunt and uncle's hotel, The Kings Tower, while pursuing his career, Foxx's star rose rapidly during the show's five-season run, as did that of castmates Garcelle Beauvais (Francesca "Fancy" Monroe), Christopher B. Duncan (Braxton P. Hartnabrig), Ellia English (Aunt Helen King), and Garrett Morris (Uncle Junior King), all of whom scored various roles in television and film in the subsequent years.

In addition to sitcoms, The WB also introduced animated content for children via the Kids' WB program block, which was introduced in September 1995. While largely comprised of popular Warner Bros. cartoons, Kids' WB also featured original series like Freakazoid!, Earthworm Jim, and Waynehead, the latter of which would prove to be highly influential. Created by comedian Damon Wayans, Waynehead, which is based on Wayans' own childhood, centers around Damien "Damey" Wayne, an inner-city kid with a club foot and a gang of friends. Featuring a voice cast including Orlando Brown (Damey Wayne), Tico Wells (Marvin), Jamil Walker Smith (Mo' Money), T'Keyah Crystal Keymáh (Roz), Shawn Wayans (Toof), and Marlon Wayans (Blue), Waynehead would only run for 13 episodes prior to being cancelled, but is remembered for its plot and giving kids from the projects and inner-city characters and scenarios that reflected their reality and has become a cult classic with the passage of time.

As the latter half of the '90s progressed, The WB became entrenched as one of the go-to hubs for black entertainment, with its slate of shows moving the needle and presenting viewers with stories and environments familiar to their own. Soon, after the initial run of shows, The WB would add additional shows with black leads to round out its programming block, picking up the NBC sitcom For Your Love, starring Holly Robinson Peete and James Lesure. However, when the network’s expansion into the teen market yielded huge returns in terms of ratings, hit shows like Buffy the Vampire Slayer, Dawson's Creek, Charmed, 7th Heaven, and Roswell began to become the priority. This change, along with competing networks like UPN doubling down on The WB's formula and cornering the urban market, would help result in the eventual demise of The WB's flagship shows. The first show to bite the dust would be The Wayans Bros., which aired its final episode on May 20, 1999, after a five-season run. Just days later, on May 23, 1999, Sister, Sister would follow suit after four seasons on the network, with The Parent 'Hood being the next to go just months later. The Jamie Foxx Show would last five seasons before bowing out at the top of 2001, while The Steve Harvey Show held on the longest, surviving until the following year after six seasons, making it the longest running show with a black lead in the network's history.

Aside from the animated series Static Shock and the short-lived, Anthony Anderson-helmed sitcom All About the Andersons, The WB placed its focus squarely on teen dramas and sitcoms with Caucasian leads, with shows like Everwood, Felicity, One Tree Hill, Smallville, and Gilmore Girls all gaining traction. However, after the teen-boom of the late '90s and early aughts faded out, ratings for The WB declined, prompting CBS Corporation and Warner Bros. Entertainment to shut down the network in 2006 and jointly launch The CW later that same year. Officially shutting down on September 17, 2006, The WB's most popular programs would be moved to The CW the next day, marking the end of an era. Outlasting fierce competitor UPN, which shut down two days prior and would also have select programs moved to The CW upon its launch, The WB remains near and dear to the hearts of multiple generations of black television viewers and produced some of the most beloved sitcoms of its time. As shows like The Wayans Bros., The Jamie Foxx Show, and The Steve Harvey Show continue to live on via syndication, DVD, streaming services and YouTube clips a quarter century later, The WB's legacy as a major conduit in helping bring black entertainment to the forefront is iron-clad.

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Tyler Perry, Popeye’s Chicken, And Who We Call ‘Coon’

Black shame has been something of an online talking point in recent weeks. From a chicken sandwich’s bemusing popularity to a movie mogul opening a major studio on the back of a controversial cinematic legacy, big headlines have led to heated conversations about who or what embarrasses us as Black folks. This is an ongoing discussion – about “coonery” and how it affects Black America and Black Americans’ perception of themselves. Filmmaker Tyler Perry’s successes, a stabbing at a Popeye’s chicken, and the resurrection of a blaxploitation cult classic have all offered interesting peeks into how we see the more polarizing aspects of Black popular culture.

But there’s still no clear answer to the question: who, or what, exactly, is a “coon?”

The opening of Tyler Perry’s studio in Atlanta has been hailed as a major event for Black Hollywood; a moment where Black ambition and individuality broke new ground for Black storytelling and ownership of that storytelling. But no Tyler Perry success is an easy thumbs-up; from the moment the writer/director/actor broke through with Diary Of A Mad Black Woman back in 2005, Perry has been a polarizing figure for Black critics and audiences. While beloved by his fanbase, Perry, with his broad folksy comedy characters and church fan messaging, has been blasted as a purveyor of “coonery” for years. Notables like Oprah Winfrey have remained staunchly pro-Perry, while fellow filmmaker Spike Lee was once one of his harshest detractors.

"Each artist should be allowed to pursue their artistic endeavors,” Lee said in an interview with Black Enterprise in 2009. “But I still think there is a lot of stuff out today that is 'coonery buffoonery'."

Perry responded to Lee in a 2009 60 Minutes interview. "I would love to read that [criticism] to my fanbase. ... That pisses me off. It is so insulting. It's attitudes like that that make Hollywood think that these people do not exist, and that is why there is no material speaking to them, speaking to us."

The idea that what Perry does is “coonery” is complicated and has always raised questions. Perry’s brand of screwball humor (particular in his Madea films and former sitcoms) isn’t all that different from slapstick and over-the-top characters that we’ve seen from the likes of Martin Lawrence and Marlon Wayans. Lawrence’s beloved 90s sitcom Martin had its detractors during its heyday (and now), but there doesn’t appear to be the same level of contempt as compared to Perry; judging from how popular his old show has remained, its fair to suggest that Lawrence is beloved by many of the same people who have seen Perry’s Madea movies as embarrassing. As Perry himself mentioned in his rebuttal to Spike Lee, he speaks to his fanbase—a base that largely goes ignored by many of the more critically-acclaimed Black storytellers in cinema. While auteurs like Lee or Barry Jenkins may speak to a specific type of urban experience, Perry has always been most connected to a sensibility that’s more southern, rural and Black Christian-leaning. The fact that his brand of more countrified broad humor is so unsettling for some Black folks indicates an ever-present sense of shame for country Black-isms--particularly when they’re presented in slapstick comedy. Perry has built his empire on Black audiences, yet certain Black critics have always acted as though that audience doesn’t matter. Who gets the final say on Blackness in entertainment?

There are other reasons people criticize Tyler Perry: a penchant for heavy-handed moralizing in his movies, a tendency towards colorism, questionable labor policies – that’s all valid. It’s just as valid as calling out Spike for the choices he’s made regarding female characters in his films or addressing the colorism of Martin’s Pam jokes. But those specific criticisms aren’t inherently connected to “coonery” and what that uniquely damning insult signifies.

Eddie Murphy’s Dolemite Is My Name premiered on Netflix in October to widespread acclaim, with the Rudy Ray Moore biopic earning Murphy his best reviews in a decade. The film focuses on Moore’s determination to make his Dolemite comedy character a movie star, independently using family, friends, and associates to get his movie off the ground. Hustling his way up from standup through hit comedy records to actually seeing his movie on the big screen, Moore is portrayed as a symbol of Black individuality and self-actualization. As I was watching his story unfold, I was reminded of the parallels to Perry. Like Perry, Moore and his team wouldn’t really be considered great filmmakers, but also like Perry, Dolemite’s appeal doesn’t really lie in craft or execution—Moore simply told stories that resonated with his particular audience. In one scene in ...My Name, when Moore watches an Indianapolis crowd guffawing at his low-budget blaxploitation spectacle, the sense of pride he feels isn’t just in what he’s accomplished, it's in who he’s doing it for: an audience that wanted Dolemite humor and camp—an audience that existed even within the broader blaxploitation fanbase.

With so many raving about Dolemite Is My Name and Murphy, there’s a question of hindsight being 20/20 and how Black art is often policed through a sense of shame. How many of those applauding this 2019 biopic would have cringed seeing Dolemite in 1975, a jive-talking, pudgy quasi-pimp at the center of a shoddily made flick? Now, that story is being told with reverence and heart, and it speaks to how, once you can put some distance between time and place, it’s easy to see a bigger picture and celebrate the spirit—even when the end result may not be to your taste.

When Popeye’s now-mythic Spicy Chicken Sandwich made its return last week, the online jokes and customer enthusiasm was met with criticism and handwringing from those who obviously felt Black folks were falling into a stereotype over fried chicken. When a news report revealed that someone had died violently at a Popeye’s over an argument while in line, many bemoaned how embarrassing Black folks had supposedly gotten over this sandwich. Of course, there wasn’t a widespread epidemic of chicken sandwich-related violence, it was just an incident that happened at a restaurant. But because the shame was already boiling over in some Black folks, this became a chance to finger-wag the culture for everything from poor eating habits to not supporting Black business to voter apathy. In a society that teaches us racism from the moment we are aware of race, it’s imperative that Black folks un-learn Black shame. And it’s time to stop running to “coon” any time you believe someone fits a stereotype racism taught you to be embarrassed by.

Black folks could stand to be a lot less embarrassed by Black folks.

Who “fits the stereotype” isn’t really what’s most damaging to Black people in America – it’s the fact that these stereotypes exist in the first place. Tyler Perry’s characters weren’t created by some outsider and foisted upon Black audiences from a place of derision; they’re affectionate parodies of his own family, written by and for someone who knows that churchy, southern voice and isn’t so ashamed by it that they can’t have a little fun with it. In the same spirit that we now applaud figures like Moore and southern rap impresarios like Master P (who built an empire with a No Limit Records label that catered to its audience while often being criticized for mediocrity by rap “purists” of the mid-90s). The shame in Popeye’s popularity, the shame in a Madea character, the shame in so much of what we see in Black people—is only there because racism put it there. Before deciding to speak against a Black creator as a “coon,” shouldn’t we be sure to not marginalize an audience? Black art is still Black art even when it doesn’t necessarily speak to your specific Black experience.

And beyond even art, maybe it’s past time that we just stop being so ashamed of Black people.

“Coon” has merit, no doubt. But when it’s tethered to a sense of embarrassment, it can become a weapon of respectability. Being who you are, telling your story, maintaining your voice—those things shouldn’t make you a “coon.” Even if your voice is loud and country, even if your voice is problematic in certain areas, even if your voice doesn’t match my own—you aren’t a “coon” until you begin shucking and jiving for the status quo; not just because you’re being you, regardless of whether they’re watching or not. That’s an important distinction that often gets lost in the haze of embarrassment. Using descriptors like “country” and “ghetto” as pejoratives is an indication that something taught us that these types of Black folks “make us look bad.” Believing that would mean that we’re buying into the lens of other folks. Do we really think Black experiences, Black voices should be shaped by how racism sees us? Because if so, that’s the real shame. 

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Todd “Stereo” Williams is a writer/editor/media producer based in New York City. An outspoken veteran entertainment journalist, his work has been featured in The Daily Beast, XXL, Ebony and The Undefeated. He's also an accomplished screenwriter and documentarian who's co-produced films such as Exubia and Beautiful Skin.

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How 'My Brother And Me' Resonated With A Generation Of Young Black Men

In terms of cultural impact and influence, the '90s ranks as one of the defining decades for black entertainment of the past century. This proves particularly true in the realm of television, with a number of landmark programs debuting that reflected the life and times of blacks in the urban community and beyond. While the '80s produced groundbreaking sitcoms like The Cosby Show, A Different World, Family Matters, 227, Amen, and Frank's Place, all of which featured predominantly black casts, these shows were few and far in between.

However, the arrival of a new decade coincided with an influx of programs starring black leads, with shows like Martin, The Fresh Prince of Bel-Air, Living Single, Hangin with Mr. Cooper, Roc, Thea and South Central all making their debut. While these shows were hits across various age groups, they all starred and revolved around actors of age, in some form or fashion. One of the first programs to divert from this formula and place the focus squarely on adolescents was My Brother and Me, a sitcom that often gets overlooked when listing the pivotal shows of its era.

Making its debut on October 15, 1994, My Brother and Me was among the first live-action series to air on Nickelodeon and the first to feature a predominantly black cast. Created by Ilunga Adell and Calvin Brown Jr., and directed by Arlando Smith and Adam Weissman, the show centers around brothers Alfred "Alfie" Parker and Derek "Dee-Dee" Parker, the two youngest children of parents Jennifer (Karen E. Fraction) and Roger Parker (Jim R. Coleman) who experience the typical growing pains of pre-pubescent young men that are coming of age.

Additional core cast members include Alfie and Dee-Dee's older sister Melanie Parker (Aisling Sistrunk),, Alfie's best friend Milton "Goo" Berry (Jimmy Lee Newman, Jr.) who has an infatuation with Melanie, Melanie's best friend and Donnell's older sister Dionne Wilburn (Amanda Seales), Dee-Dee's best friend and Dionne’s younger brother Donnell Wilburn (Stefan J. Wernli),, Dee-Dee’s other best friend Harry White (Keith "Bubba" Naylor), and local comic book store owner Mrs. Pinckney (Kym Whitley).

Set in the suburbs of the west side of Charlotte, North Carolina, My Brother and Me was the Nickelodeon's answer to Sister, Sister, a sitcom on ABC starring identical twins Tia and Tamera Mowry that had debuted earlier that year. With a beat writer for the local newspaper for a father and a school teacher for a mother, Alfie and Dee-Dee enjoyed a stable living environment in which they could thrive academically and socially while simply being kids. A middle-class family with access to all of the basic amenities, the Parkers' economic situation was in stark contrast to the usual scratching-and-surviving, rags-to-riches themes often associated with sitcoms geared towards people of color.

While removed from the harsh realities that often accompany life in the inner-city, the Parker boys were drawn in by the allure of street culture, with Alfie and Dee-Dee both being avid fans of hip hop music, fashion, and style. This love affair would be the driving force behind various episodes, most notably "Dee-Dee's Haircut," during which Dee-Dee allows Goo to butcher his hair after marveling at fellow student Kenny's "Cool Dr. Money"-inspired haircut. Going as far as handpicking designs out of a rap magazine Donell borrows from his sister Dionne, Dee-Dee goes to the extreme in an attempt to mirror Kenny and Cool Dr. Money, a testament to the influence hip hop holds over him. His affinity for the culture is also reflected in the "Donnell's Birthday Party" episode, during which the impressionable youngster mimicking dance moves from a rap video in hopes of tightening up his dance skills.

Alfie and Dee-Dee may have been the intended stars of the show, but to many viewers, the most memorable character from My Brother and Me was Goo, who stole scenes with his humorous wisecracks and mischievous hijinks, often at the expense of Dee-Dee and his friends. From showering Mrs. Parker with disarming compliments to masterminding various plots and schemes in an attempt to get himself and Alfie out of trouble, Goo proved to be the most entertaining member of the show, exuding swagger and confidence that are palpable to the viewer and as hip hop as it gets. On the other hand, Alfie, who is not as overtly demonstrative in his rap fandom as his younger brother or Goo, reps his allegiance to the culture more subtly, with his haircut, backward caps and boisterous mannerisms.

While race was never a prevalent topic on the show, if one was to look closer between the lines, My Brother and Me was unapologetically black and pridefully so. Take, for instance, the various nods to HBCU culture throughout the show, including Roger Parker's various North Carolina Central University sweatshirts and hats, Alfie's Morehouse fit, and insignias from various black fraternities. One other common thread of the show was its incorporation of sports, starting with the Parker household's fandom of Charlotte's local professional franchises on full display, as Charlotte Hornets and Carolina Panthers memorabilia are all visible throughout the household. Cameos also included appearances from NBA stars Kendall Gill and Dennis Scott, the latter of whom teaches Alfie, the superior athlete of the Parker brothers, a lesson in selflessness and teamwork by cutting him from the school basketball team in "The Basketball Tryouts" episode.

Of all of the aspects of My Brother and Me that made the show a game-changer, the fact that it was one of the first times young black males saw themselves in characters on the TV is the most enduring. While plenty of shows and networks fixated on coming-of-age storylines centered around the privileged youth of white America, My Brother and Me provided the alternative, promoting the bond of brotherhood and family values with each episode aired. Preceding shows like Kenan & Kel and Cousin Skeeter, both of which implemented overt comedic or fictional elements, My Brother and Me was a realistic glimpse at the life of the average black boy in America without the overarching narratives of impoverishment, temptation, and despair. For many young black men born in the '80s, the show left an indelible impact on them and holds a place near to their heart a quarter-century later.

In spite of its critical acclaim and popularity, My Brother and Me only aired for one season, as it was canceled after airing its final episode on January 15, 1995. The network would air reruns into the early 2000s before returning briefly during The '90s Are All That block on TeenNick in December 2013, the last time the show would appear on television. In June 2014, Nickelodeon released My Brother & Me: The Complete Series as a two-disc DVD, giving a new generation of viewers and longtime fans of the show an opportunity to relive the magic that the show captured during its short, yet unforgettable run.

In the years following My Brother and Me's cancellation, many of the actors and actresses from the show would fail to find their footing in the entertainment industry, resulting in their acting careers fading into obscurity. Arthur Reggie III scored a few additional credits, appearing in the TV shows Sliders and C-Bear and Jamal, as well as the 1998 film Bulworth, but later transitioned into a rap career, performing under the name Show Bizness. My Brother and Me would mark Ralph Woolfolk's last appearance as an actor, as he decided to leave the industry behind and focus on his education, pursuing a degree in English at Morehouse College in Atlanta, while also attending law school. He is also a member of the Alpha Phi Alpha fraternity and currently serves as a police officer for the city of Atlanta. Jimmy Lee Newman, Jr. scored bit roles in the TV shows Sweet Justice and Sister, Sister in the subsequent years after the show, while Aisling Sistrunk, Stefan J. Wernli and Keith "Bubba" Naylor would never act professionally again.

However, a few members of the cast were able to sustain viable acting careers well beyond My Brother and Me's cancellation, most notably Amanda Seales, Karen E. Fraction and Jim Coleman. Seales would rebrand herself as Amanda Diva and become a successful media personality before transitioning back into acting, last appearing as Tiffany DuBois on HBO's "Insecure." In 2019, Seales debuted an HBO Comedy Special I Be Knowin', and was chosen as the emcee for NBC's comedy competition, Bring the Funny. Jim Coleman has kept himself busy with various roles over the past two decades, last appearing in "The Council," and continues to receive steady work. Karen Fraction would add a few additional credits to her resume after "My Brother and Me," but passed away on October 30, 2007, after a five year battle with breast cancer. She is survived by her two children, Lauren Elizabeth Jean and Lawrence Wm. Morris, and her husband Lawrence Hamilton. And last, but not least, Kym Whitley would enjoy a fruitful career on television and on the big screen, appearing in dozens of shows and films throughout her lengthy career, with her latest role being Mrs. Malinky in the Netflix animated comedy Pinky Malinky.

In the time since the debut of My Brother and Me, a lot has changed in terms of the presence and representation of black youth on television and beyond. A number of black actors and actresses have had the opportunity to shine in a big way, including Tyler James Williams (Everybody Hates Chris) Zendaya (Shake It Up), Kyle Massey (Corey in the House), Keke Palmer (True Jackson, VP), Miles Brown (Black-Ish) and Alex R. Hibbert (The Chi) all among the more prominent child stars making major waves on TV over the past two decades. That said, 25 years later, the fact remains that My Brother and Me was ahead of the curve as one of the first instances of seeing ourselves in a positive and uplifting light on the small screen.

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