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Stephen Shugerman/Getty Images
Stephen Shugerman/Getty Images

The Time Freddy Krueger Became a Nightmare for Will Smith

Stephen Shugerman/Getty Images
Stephen Shugerman/Getty Images

Fans of Will Smith’s music career may think they’ve heard every album and seen every music video from the actor’s days as one half of the hip-hop duo DJ Jazzy Jeff & the Fresh Prince. Thanks to one ill-timed and poorly conceived effort, however, there’s one performance that aired only a handful of times before being permanently pulled. It has never resurfaced on compilations, on MTV, or even on YouTube. And the fault lies solely with Freddy Krueger, who used something even more dangerous than his razor-fingered glove: a small army of lawyers.

A promotional image of Robert Englund as Freddy Krueger
Getty Images

Back in early 1988, Smith and his musical partner Jazzy Jeff (a.k.a. Jeffrey Allen Townes) released their second album, He’s the DJ, I’m the Rapper. It would eventually go platinum, selling 2.5 million copies through 1989 and spinning off the duo’s most successful single, “Parents Just Don’t Understand.”

In late 1987, Townes composed another single, “Nightmare on My Street,” that played with the premise established by the A Nightmare on Elm Street series. In the song, Smith’s dreams are haunted by a scarred bogeyman named “Fred”; a voice modulator mimics the raspy delivery of actor Robert Englund, who portrayed slasher movie icon Freddy Krueger in the Nightmare on Elm Street films. After his run-in, Smith tries calling Jeff to warn him of the threat but it was too late: The killer has gotten to his partner.

Zomba, the parent company behind the album's label, decided the song might be of interest to New Line Cinema, the studio behind the Nightmare film franchise. With the fourth installment, A Nightmare on Elm Street 4: The Dream Master, due to hit theaters in August 1988, Zomba executive Barry Weiss approached New Line with the possibility of collaborating and forwarded a tape of the song.

Weiss’s timing was spot-on. New Line had recently conducted research that indicated that 40 percent of A Nightmare of Elm Street's audience was black, and they felt that tying Krueger into the burgeoning rap and hip-hop industry would help cement his appeal to the demographic. But New Line and Weiss couldn’t come to a financial agreement. Instead, the studio went with The Fat Boys and granted permission for the song “Are You Ready for Freddy?” The video, complete with an appearance by Englund (in character), was released just a few months prior to A Nightmare on Elm Street 4 to raise awareness of the sequel.

Although New Line found their collaborators, Zomba didn’t appear willing to give up on the idea of a Freddy takeoff. “Nightmare on My Street” remained on the album, and Smith and Townes recorded a video intended for distribution on MTV. In it, Smith is stalked by a Freddy-like character who appears in a trench coat and has a wrinkled face. Smith’s lyrics make overt reference to a Krueger-esque appearance. (Fred is “burnt like a weenie.”) The eerie house Smith calls home even bears a passing resemblance to the house in the original Nightmare film.

If Zomba thought they could declare the song and video a parody and be safe from legal action, they were mistaken. Almost immediately, New Line's legal team sent a stern letter demanding the music label recall all copies of the song. When that didn't happen, the studio next sought a preliminary injunction to prevent “Nightmare on My Street” from being aired on MTV or elsewhere, citing copyright infringement and a concern that the video would detract from their collaboration with The Fat Boys.

"We own both a character, Freddy Krueger, and the theme music from Nightmare on Elm Street, both of which are protected under the copyright laws," Seth Willenson, New Line's senior vice president of telecommunications, told the Los Angeles Times in August 1988. “By using Freddy in the Jazzy Jeff song, they've infringed our copyright. We're protecting our rights the same way that George Lucas does, because as far as we're concerned, Freddy Krueger is the Star Wars of New Line Cinema."

Weeks before the release of the film, a judge in New York’s United States District Court would have to decide whether Zomba was entitled to a fair use exemption over a fictional child murderer.

Will Smith appears at the Grammy Awards
Matt Campbell/Getty Images

To Zomba’s dismay, judge Robert Ward didn’t buy their argument that “Nightmare on My Street” was nothing more than a Weird Al-style satire. Screening the entire first installment of the film series and the music video, Ward noted that the latter drew considerable influence in tone, mood, and characteristics from the feature. Fred’s voice was scratchy like Englund’s; his glove, though it featured phonograph needles instead of razors, was obviously meant to invoke Krueger’s weapon of choice. Where Zomba saw parody, Ward saw little more than a derivative work of a copyrighted property.

“It is in this month that many individuals will make their decision whether Nightmare IV is a film that they are interested in viewing,” wrote Ward in his decision. “Thus, the telecast of the lower quality DJ Jazzy Jeff video with the somewhat silly and less frightening Freddy could dissuade an unspecified number of individuals from seeing the film.” The injunction was granted, with a full hearing to be held at a later date.

That didn’t happen—both parties settled out of court. While the song remained on the record, it began to ship with a disclaimer that it wasn’t associated with New Line; the video, which had aired only briefly on MTV, was pulled, and the court ordered that all copies be destroyed. Whether or not that happened is hard to substantiate, but if the video is lurking in storage somewhere, it has never been excavated. “Nightmare on My Street” has never resurfaced.

If Smith and Townes were bothered by the outcome, they didn’t voice it publicly. Smith even dressed up as Krueger in a 1990 episode of his sitcom, The Fresh Prince of Bel-Air. But there is one additional bit of film trivia to come out of the case: In seeking to resolve the issue, New Line offered DJ Jazzy Jeff and the Fresh Prince a two-film option. If they accepted the roles, their salaries would be deducted from the settlement payout. One of those projects was 1990’s House Party, which the two declined. The roles eventually went to Kid ‘n Play.

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Photo Illustration by Lucy Quintanilla, Mental Floss. All images, iStock
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The Pom-Pom Hit: When Texas Was Struck By a Cheerleader Mom's Murder Plot
Photo Illustration by Lucy Quintanilla, Mental Floss. All images, iStock
Photo Illustration by Lucy Quintanilla, Mental Floss. All images, iStock

On a January morning in 1991, Wanda Holloway was faced with a decision: Realizing that she couldn't afford two murders, the 36-year-old married mother of two had to decide whether to order the killing of her rival, Verna Heath, or Verna’s 13-year-old daughter, Amber.

It was a toss-up as to who presented the bigger problem to Holloway. Amber was an eighth-grader who had the talent and poise to consistently knock out Holloway’s daughter, Shanna, from a spot on their school’s cheerleading squad in Channelview, Texas; yet Verna was the one who pushed Amber, getting her into gymnastics and even being so bold as to let Amber try out for the junior high cheerleading squad before she had even formally enrolled in school.

Killing Amber would guarantee Shanna a berth to cheerleading stardom. But there was a problem: Holloway's ex-brother-in-law, Terry Harper—whom she enlisted to help her carry out her plan—said the man he knew who would accept the assignment wanted $5000 to kill a minor. Bumping off Verna would be a comparatively reasonable $2500.

In a perfect world, $7500 would get rid of them both, but Holloway simply didn’t have the money. So she decided it would be Verna. In addition to being cheaper, she figured Amber would be so devastated by her mother’s death that she couldn’t possibly get through cheerleader tryouts that March.

On January 28th, after dropping Shanna off at church, Wanda met with Harper to give him her diamond earrings as a down payment. Within a matter of days, she would make national headlines as the mother who would do anything for her daughter. Even if it meant life in prison.

 
 

A suburb of Houston, Holloway's hometown of Channelview, Texas sits in a state where football fields are considered holy ground and small town players are revered for their athletic prowess. Boys were expected to suit up if they wanted social status; girls could obtain a measure of popularity along the sidelines as cheerleaders. In both cases, the fitness and discipline required could help provide a foundation for a transition out of adolescence.

As a young woman, Wanda Holloway wanted to join that clique. Her father, a conservative Baptist, vetoed the idea. The costumes were too revealing, he said, too sexualized. Reporters would later seize on this detail and use it to craft a kind of super-villain origin story for Holloway—a woman who was determined to see her own daughter succeed where she hadn’t.

Holloway remained in Channelview and, in 1972, married railroad warehouse employee Tony Harper. They had two children: Shane in 1973 and Shanna in 1977. She divorced Harper in 1980, remarrying twice and retaining custody of the kids.

As Shanna grew older and grade school activities increased, Holloway was determined that her daughter would enjoy some of the opportunities her own father had denied her. She urged Shanna to try out for the seventh-grade cheerleading squad; though Shanna didn’t feel as passionately about the team as her mother did, she tried her best but didn’t make the cut as three girls were vying for two open slots. It was apparently vexing to Holloway that one of the girls who made the team didn’t even attend Alice Johnson Junior High during tryouts: She was still transitioning from a private school. That student was Amber Heath.

Amber and Shanna had purportedly been friends, even having sleepovers at each other’s homes. But Holloway perceived both Amber and her ambitious mother, Verna, as obstacles to Shanna’s progress in cheerleading. Verna had printed flyers and handed out candy during that seventh-grade coup. The next year, Holloway decided to make an offensive move and passed out rulers and pencils that urged Shanna’s classmates to vote her into the squad: “Vote for Shanna Harper for Cheerleader.”

The vice principal intervened, saying such campaigning was against school rules. (Verna's flyers had somehow skirted any penalty.) When Holloway ignored him, parents of other cheerleader candidates—Verna included—held a meeting and voted to disqualify Shanna from being in the running. Shanna was now 0-2, and Verna had made it personal.

As tryouts loomed for ninth grade in 1991, Holloway decided she couldn’t take any more chances with the Heaths. She approached Terry Harper, her first husband’s brother, the one man she knew with some slightly delinquent criminal tendencies. Harper had been arrested a few times on misdemeanor charges. To the best of anyone’s knowledge, he didn’t travel in the kinds of circles where he might know any hitmen. But Holloway seemed convinced that Harper had the connections to make Verna and Amber go away.

Harper would later tell police that he brushed off Holloway’s solicitations but she was persistent. Realizing she was serious, he went to the sheriff’s department, where officers expressed the same initial skepticism. Murder-for-hires didn’t happen in Channelview. When Harper insisted, they wired him with a microphone so he could continue his dialogue with Holloway.

In six separate recorded conversations, Harper found Holloway hard to pin down when it came to an explicit admission of her desire to have Verna murdered.

“You want her dead?” Harper asked.

“I don’t care what you do with her,” Holloway replied. “You can keep her in Cuba for 15 years. I want her gone.”

Semantics aside, Holloway’s intent was clear. Days after she handed over her down payment to Harper for the (fictional) assassin, police arrested Holloway for solicitation of capital murder. Investigators would later remark that Holloway seemed unfazed by the charge.

Out on bail, she told Shanna what she was facing: a potential verdict of life in prison. Although Shanna knew her mother wanted desperately to see her on the team—much more than Shanna herself cared to—she had no idea the rivalry with Verna had escalated to potential homicide. And despite the wishes of her biological father, Shanna remained at Alice Johnson High, avoiding eye contact with Amber Heath practically every day.

 
 

Holloway was arraigned in February 1991, and pled not guilty. Her defense was that the plot had been cooked up by her ex-husband, Tony Harper, and his brother in order for Tony to secure custody of their kids. Her desire to see Verna “gone,” she argued, was simply a joke.

The jury wasn’t laughing. In September 1991, it took them just two and a half hours to find Holloway guilty and sentence her to 15 years in prison—“poetic justice,” as one juror later put it, for wishing Verna would be exiled to Cuba for the same length of time.

Poetic or not, Holloway didn’t do 15 years—or even 15 months. She was granted a new trial in November of that year and the verdict was overturned on appeal in 1996 after it was discovered one of the jurors had been on probation for a drug possession charge and shouldn’t have been serving. Rather than fund another trial, Harris County prosecutors allowed Holloway a plea bargain where she received 10 years but ultimately served only six months in a work camp pulling weeds before being released on probation.

The last time a journalist caught up with Shanna was in 2012, when the then-34-year-old teacher discussed raising her own two children and having an infamous mother with a reporter from People. Living in Humble, Texas, she said she still saw Wanda on a regular basis, although the two rarely discussed the murder plot. Shanna asked about it back in 2010. Holloway called the entire incident a “mistake” and said that she was “sorry.”

When Wanda's future as a free woman was still up in the air, Alice Johnson High went ahead with cheerleader tryouts on March 22, 1991. Amber appeared and made the cut. Shanna did not. She was too distraught to show up.

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GunsNRosesVEVO via YouTube
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When 'November Rain' Excited, Confused Rock Fans
GunsNRosesVEVO via YouTube
GunsNRosesVEVO via YouTube

Slash had no idea what it was about. Axl Rose insisted it be based on a short story. At roughly nine minutes, it stretched the patience of MTV’s viewers. For these reasons—or maybe in spite of them—the music video for the Guns N’ Roses hit “November Rain” remains one of the most infamous, impenetrable rock operas of all time.

“November Rain” was a single from the group’s Use Your Illusion I album. Released in 1991, it broke into the Billboard top 10 and immediately entered music trivia lore as the longest song to make that list. Rose had started writing it in 1983, with an original running time of more than 20 minutes.

For the video, which was released in February of 1992, the group hired director Andy Morahan, who had supervised two previous G N' R efforts: Don’t Cry and You Could Be Mine. Rose also enlisted friend and writer Del James to allow them to loosely adapt one of his short stories, “Without You,” about a singer haunted by the death of his girlfriend. Model Stephanie Seymour, Rose’s girlfriend at the time, played the bride.

The crew respected the band’s wishes for an increasingly epic approach to their videos by going on location to shoot a wedding ceremony between Rose and Seymour at a makeshift church in a New Mexico desert—fabricating it cost $150,000—and arranging for a concert shoot with 1500 extras; Slash’s guitar solo was covered with swooping helicopter shots.

Speaking with authors Rob Tannenbaum and Craig Marks, Morahan described the indulgent nature of the era: “You’ve got five cameras, cranes, helicopter, this big crew.” He recalled one observer asking him, “Is this the whole video? ‘No, it’s about 27 seconds of it.’” (The video cost a then-record $1.5 million.)

Though Seymour’s character appears to be elated at the reception, the video implies she commits suicide shortly after.  


The couple in happier times.

GunsNRoses VEVO via YouTube

Or not. No one really seems to know what happened. “To tell you the truth, I have no idea," Slash told The Huffington Post in 2014. It was a concept. The song itself is pretty self-explanatory, but the video is so complex ... I knew there was a wedding in there somewhere and I was not into the concept of the wedding." Morahan said he has "no idea" why Seymour was shot in a casket with half her face obscured by a mirror.

While the spot wasn’t heaped with MTV Video Music Awards praise (though it did win one, for Best Cinematography, and earn a nomination for Best Art Direction), it has aged well. By the end of 1992, viewers had voted it their favorite video of the year. Morahan, James, and Rose were even asked to collaborate on an episode of HBO’s Tales From the Crypt.

That didn’t come to pass. But even today, November Rain stands as one of the most-played music videos of the 20th century on YouTube, with more than 940 million views. Watch it enough, and maybe it’ll begin to make sense.

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