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  • R. Kelly turns himself in at 1st District police headquarters...

    Chris Sweda / Chicago Tribune

    R. Kelly turns himself in at 1st District police headquarters in Chicago on Feb. 22, 2019.

  • R. Kelly performs at Arie Crown Theatre in Chicago on...

    Scott Strazzante / Chicago Tribune

    R. Kelly performs at Arie Crown Theatre in Chicago on Oct. 25, 2012.

  • Singer R. Kelly appears at the Leighton Criminal Court Building...

    E. Jason Wambsgans / Chicago Tribune

    Singer R. Kelly appears at the Leighton Criminal Court Building in Chicago on June 6, 2019, where he pleaded not guilty to new charges.

  • Assistant State's Attorney Jennifer Gonzalez, center, responds to R. Kelly...

    E. Jason Wambsgans / Chicago Tribune

    Assistant State's Attorney Jennifer Gonzalez, center, responds to R. Kelly attorney Steve Greenberg, right, at Kelly's hearing at the Leighton Criminal Court Building in Chicago on May 7, 2019.

  • R. Kelly arrives for his child support hearing at the...

    Abel Uribe / Chicago Tribune

    R. Kelly arrives for his child support hearing at the Daley Center on March 6, 2019, in Chicago.

  • R. Kelly supporters Millord Edmond, 13, left, and his uncle,...

    Chuck Berman/Chicago Tribune

    R. Kelly supporters Millord Edmond, 13, left, and his uncle, Harlan Chambers, look into through the window of the Leighton Criminal Court Building, where singer R. Kelly pleaded not guilty to charges of child pornography in 2002.

  • R. Kelly appears before Judge Lawrence Flood at a hearing...

    E. Jason Wambsgans / Chicago Tribune

    R. Kelly appears before Judge Lawrence Flood at a hearing at Leighton Criminal Court Building in Chicago on May 7, 2019.

  • R. Kelly, center, arrives for his child support hearing at...

    Abel Uribe / Chicago Tribune

    R. Kelly, center, arrives for his child support hearing at the Daley Center on March 6, 2019, in Chicago.

  • Singer R. Kelly, right, appears at a hearing before Judge...

    E. Jason Wambsgans / Chicago Tribune

    Singer R. Kelly, right, appears at a hearing before Judge Lawrence Flood at the Leighton Criminal Court Building on March 22, 2019.

  • R. Kelly arrives to the Daley Center in Chicago for...

    Jose M. Osorio/Chicago Tribune

    R. Kelly arrives to the Daley Center in Chicago for a child support hearing on March 13, 2019.

  • Derrick Mosley, founder and president of the Bringing About Reform...

    Scott Strazzante/Chicago Tribune

    Derrick Mosley, founder and president of the Bringing About Reform organization, destroys R. Kelly compact discs in front of WGCI radio headquarters on South Michigan Avenue on Jan. 28, 2002. Mosley called others to come together for a day of repudiation to protest the embattled singer and the radio station for blatant disrespect toward the community.

  • R. Kelly follows his lawyer out of his studio Feb....

    Abel Uribe / Chicago Tribune

    R. Kelly follows his lawyer out of his studio Feb. 22, 2019.

  • Singer Robert Kelly enters court at 26th and California with...

    Chuck Berman/Chicago Tribune

    Singer Robert Kelly enters court at 26th and California with a phalanx of sheriff's deputies in 2002. A fan tried to shake Kelly's hand, but deputies pushed him away.

  • Singer R. Kelly leaves the Cook County Criminal Court Building...

    Michael Tercha/Chicago Tribune

    Singer R. Kelly leaves the Cook County Criminal Court Building after a hearing Aug. 21, 2007.

  • Jennifer Bonjean, defense attorney for the singer R. Kelly, speaks...

    Stephanie Keith/The New York Times

    Jennifer Bonjean, defense attorney for the singer R. Kelly, speaks outside the federal courthouse in Brooklyn on June 29, 2022, after R&B singer Kelly was sentenced to 30 years.

  • In this Dec. 21, 2007 file photo, R. Kelly arrives...

    Heather Stone / Chicago Tribune

    In this Dec. 21, 2007 file photo, R. Kelly arrives at the Cook County Criminal Courts building in Chicago to find out if the judge wants to revoke his bond or to deny permission to tour after missing a scheduled hearing.

  • Musician R. Kelly, blue jacket, leaves the Cook County Jail...

    Zbigniew Bzdak / Chicago Tribune

    Musician R. Kelly, blue jacket, leaves the Cook County Jail on Feb. 25, 2019, after posting a $1 million bond.

  • Cook County State's Attorney Kim Foxx describes what happened to...

    John J. Kim / Chicago Tribune

    Cook County State's Attorney Kim Foxx describes what happened to alleged victims of R. Kelly after his bond hearing at the Leighton Criminal Court Building on Feb. 23, 2019, in Chicago.

  • R. Kelly leaves Cook County Jail after posting bond at...

    Zbigniew Bzdak / Chicago Tribune

    R. Kelly leaves Cook County Jail after posting bond at Leighton Criminal Court Building in Chicago on Feb. 25, 2019.

  • Singer R. Kelly addresses the media after walking out of...

    Abel Uribe / Chicago Tribune

    Singer R. Kelly addresses the media after walking out of Cook County Jail on March 9, 2019, after paying more than $160,000 in child support.

  • R. Kelly listens to Judge Karla Wright during his first...

    Joe Burbank/Orlando Sentinel

    R. Kelly listens to Judge Karla Wright during his first appearance hearing on felony child pornography charges June 6, 2002, at the Polk County Courthouse in Bartow, Fla. The judge approved Kelly's release from custody on $750,000 bail.

  • R. Kelly, performing at the Pitchfork Festival, in Chicago, on July...

    Nuccio DiNuzzo/Chicago Tribune

    R. Kelly, performing at the Pitchfork Festival, in Chicago, on July 21, 2013.

  • R. Kelly turns himself in to Chicago police Feb. 22,...

    Terrance Antonio James / Chicago Tribune

    R. Kelly turns himself in to Chicago police Feb. 22, 2019, on charges he sexually abused four victims, three of them underage, over a span of a dozen years.

  • R. Kelly stands behind his attorney, Steven Greenberg, as Greenberg...

    E. Jason Wambsgans / Chicago Tribune

    R. Kelly stands behind his attorney, Steven Greenberg, as Greenberg speaks to Judge Lawrence Flood at the Leighton Criminal Court Building on May 7, 2019.

  • R Kelly is taken into custody by Chicago police at...

    Chris Sweda / Chicago Tribune

    R Kelly is taken into custody by Chicago police at the 1st District police headquarters Feb. 22, 2019.

  • R. Kelly's attorney, Steven Greenberg, speaks the news media after...

    Zbigniew Bzdak / Chicago Tribune

    R. Kelly's attorney, Steven Greenberg, speaks the news media after Kelly pleaded not guilty at the Leighton Criminal Court Building in Chicago on Feb. 25, 2019.

  • R. Kelly performs at the Allstate Arena in Rosemont on...

    David Banks/for the Chicago Tribune

    R. Kelly performs at the Allstate Arena in Rosemont on June, 16, 2011.

  • R. Kelly's former business manager Derrel McDavid, from left, and...

    Terrence Antonio James / Chicago Tribune

    R. Kelly's former business manager Derrel McDavid, from left, and attorneys Beau Brindley and Vadim Glozman stand before the media at the Dirksen U.S. Courthouse in Chicago after verdicts were reached in Kelly's trial on Sept. 14, 2022.

  • "CBS This Morning" co-host Gayle King remains calm during her...

    Lazarus Jean-Baptiste / CBS

    "CBS This Morning" co-host Gayle King remains calm during her interview with the emotional R. Kelly in Chicago on March 5, 2019.

  • R. Kelly performs at Arie Crown Theatre in Chicago on...

    Scott Strazzante / Chicago Tribune

    R. Kelly performs at Arie Crown Theatre in Chicago on Oct. 25, 2012.

  • R. Kelly is led from the Leighton Criminal Court Building by Chicago police...

    Carl Wagner/Chicago Tribune

    R. Kelly is led from the Leighton Criminal Court Building by Chicago police officers to a waiting police car to be taken to the 10th District station on June 7, 2002.

  • R&B singer R. Kelly departs after his court appearance on...

    Barry Brecheisen/for the Chicago Tribune

    R&B singer R. Kelly departs after his court appearance on May 18, 2007, for child pornography charges at the Leighton Criminal Court Building.

  • Steve Greenberg, attorney for R. Kelly, files a motion before...

    E. Jason Wambsgans/Chicago Tribune

    Steve Greenberg, attorney for R. Kelly, files a motion before Judge Lawrence Flood requesting law enforcement officials preserve all communications between prosecutors and attorney Michael Avenatti at the Leighton Criminal Court Building on April 1, 2019.

  • R. Kelly stands behind his attorney, Steven Greenberg, as Greenberg...

    E. Jason Wambsgans / Chicago Tribune

    R. Kelly stands behind his attorney, Steven Greenberg, as Greenberg speaks to Judge Lawrence Flood at the Leighton Criminal Court Building on May 7, 2019.

  • City inspectors from the Department of Buildings arrive at the...

    Jose M. Osorio/Chicago Tribune

    City inspectors from the Department of Buildings arrive at the studio space for musician R. Kelly on Jan. 16, 2019.

  • R. Kelly performs "I Believe I Can Fly" with a...

    Mark Lennihan/AP

    R. Kelly performs "I Believe I Can Fly" with a choir behind him Feb. 25, 1998, during the 40th annual Grammy Awards at New York's Radio City Music Hall. Moments later, Kelly won Best Male R&B Vocal Performance for the same song.

  • Singer R. Kelly appears in court on Sept. 20, 2002,  for...

    Ovie Carter/Chicago Tribune

    Singer R. Kelly appears in court on Sept. 20, 2002,  for a status hearing on child pornography charges.

  • Singer R. Kelly and his attorney, Steve Greenberg, left, appear...

    E. Jason Wambsgans / Chicago Tribune

    Singer R. Kelly and his attorney, Steve Greenberg, left, appear at a hearing at the Leighton Criminal Court Building on March 22, 2019.

  • R. Kelly performs at the Allstate Arena in 2003.

    Scott Strazzante/Chicago Tribune

    R. Kelly performs at the Allstate Arena in 2003.

  • Singer R. Kelly walks into court at the Daley Center...

    Erin Hooley/Chicago Tribune

    Singer R. Kelly walks into court at the Daley Center for a hearing on his child support case on March 13, 2019, in Chicago.

  • Jennifer Bonjean, defense attorney for the singer R. Kelly, arrives...

    Stephanie Keith/The New York Times

    Jennifer Bonjean, defense attorney for the singer R. Kelly, arrives for his sentencing hearing at the federal courthouse in Brooklyn on June 29, 2022.

  • Latoya Williams, left, of Chicago, and other fans, come out...

    Antonio Perez/Chicago Tribune

    Latoya Williams, left, of Chicago, and other fans, come out to support R&B star R. Kelly as he arrives at the Cook County Criminal Courts Building for closing arguments in his child pornography trial on June 12, 2008

  • R. Kelly's attorney, Steve Greenberg, waves to news media as...

    John J. Kim / Chicago Tribune

    R. Kelly's attorney, Steve Greenberg, waves to news media as he records them before a bond hearing for R. Kelly at the Leighton Criminal Court Building on Feb. 23, 2019, in Chicago.

  • Singer R. Kelly walks into court at the Daley Center...

    José M. Osorio/Chicago Tribune

    Singer R. Kelly walks into court at the Daley Center for a hearing on his child support case on March 13, 2019 in Chicago. Kelly had been jailed earlier that month for failure to make about $160,000 in outstanding child support payments.

  • R. Kelly's attorney Steve Greenberg speaks to media following a...

    Antonio Perez / Chicago Tribune

    R. Kelly's attorney Steve Greenberg speaks to media following a hearing for his client R. Kelly at the Leighton Criminal Court building, Sept. 17, 2019.

  • Joycelyn Savage, center, and Azriel Clary, right, attend a bond...

    John J. Kim / Chicago Tribune

    Joycelyn Savage, center, and Azriel Clary, right, attend a bond hearing for R. Kelly at the Leighton Criminal Court Building on Feb. 23, 2019, in Chicago.

  • In this courtroom sketch, Assistant District Attorney Nadia Shihata presents...

    Elizabeth Williams / AP

    In this courtroom sketch, Assistant District Attorney Nadia Shihata presents her rebuttal statement to the jury during R. Kelly's sex trafficking trial on Sept. 24, 2021, in federal court in New York. R. Kelly is seen in the upper left corner inset and is seated lower right.

  • R. Kelly appears during a hearing at the Leighton Criminal...

    Antonio Perez / Chicago Tribune

    R. Kelly appears during a hearing at the Leighton Criminal Courthouse on Sept. 17, 2019.

  • Singer R. Kelly performs at United Center on May 14,...

    John Bartley/for the Chicago Tribune

    Singer R. Kelly performs at United Center on May 14, 1999.

  • R. Kelly performs at Pitchfork Festival in Chicago on July...

    Nuccio DiNuzzo / Chicago Tribune

    R. Kelly performs at Pitchfork Festival in Chicago on July 21, 2013.

  • In this courtroom sketch, the front of the courtroom is...

    Cheryl Cook / AP

    In this courtroom sketch, the front of the courtroom is blocked off as a sexually graphic video clip is played for the jury during R. Kelly's trial in federal court Aug. 19, 2022, in Chicago.

  • Singer Robert Kelly, known as R Kelly, leaves court with a...

    Chuck Berman/Chicago Tribune

    Singer Robert Kelly, known as R Kelly, leaves court with a phalanx of sheriff's deputies on June 26, 2002. He pleaded not guilty to charges of child pornography.

  • R. Kelly follows his lawyer out of his studio Feb....

    Abel Uribe / Chicago Tribune

    R. Kelly follows his lawyer out of his studio Feb. 22, 2019.

  • In this courtroom sketch, Kitti Jones, right, speaks during R....

    Elizabeth Williams / AP

    In this courtroom sketch, Kitti Jones, right, speaks during R. Kelly's sentencing in federal court in New York on June 29, 2022. Kelly and his attorney Ashley Cohen are seated, background left. The former R&B superstar was convicted of racketeering and other crimes.

  • Demonstrators rally in response to the R. Kelly allegations, Jan....

    Brian Cassella/Chicago Tribune

    Demonstrators rally in response to the R. Kelly allegations, Jan. 9, 2019, outside his recording studio in the West Loop.

  • Singer R. Kelly, center, appears at a hearing before Judge...

    E. Jason Wambsgans / Chicago Tribune

    Singer R. Kelly, center, appears at a hearing before Judge Lawrence Flood at Leighton Criminal Court Building in Chicago on June 26, 2019.

  • A courtroom sketch of R&B star R. Kelly during his...

    Cheryl A. Cook/for the Chicago Tribune

    A courtroom sketch of R&B star R. Kelly during his child pornography trial with attorneys Ed Genson (right,) and Sam Adam, Jr. (rear,) at the Cook County Criminal Courts Building, May 20, 2008.

  • In this courtroom sketch, R&B singer R. Kelly appears before...

    Tom Gianni sketch/AP

    In this courtroom sketch, R&B singer R. Kelly appears before Cook County Associate Judge Lawrence Flood with his attorney Steve Greenberg, Feb. 25, 2019, at the Leighton Criminal Courthouse in Chicago. Kelly's attorney entered not guilty pleas on the singer's behalf.

  • Camera crews are set up outside the federal courthouse in...

    Stephanie Keith/The New York Times

    Camera crews are set up outside the federal courthouse in Brooklyn on June 29, 2022, for singer R. Kelly's sentencing hearing.

  • City inspectors from the Department of Buildings and Chicago Fire...

    Jose M. Osorio/Chicago Tribune

    City inspectors from the Department of Buildings and Chicago Fire Department enter the from back door alley entrance to the studio space for musician R. Kelly on Jan. 16, 2019.

  • R. Kelly's defense attorney Jennifer Bonjean speaks to the media...

    Terrence Antonio James / Chicago Tribune

    R. Kelly's defense attorney Jennifer Bonjean speaks to the media at the Dirksen U.S. Courthouse in Chicago after verdicts were reached in Kelly's trial on Sept. 14, 2022.

  • Attorney Michael Avenatti is flanked by Jerhonda Pace and Angelo...

    Zbigniew Bzdak / Chicago Tribune

    Attorney Michael Avenatti is flanked by Jerhonda Pace and Angelo Clary after R&B superstar R. Kelly pleaded not guilty at Leighton Criminal Court Building in Chicago on Feb. 25, 2019. Pace was featured in the documentary "Surviving R. Kelly" and said she began a sexual relationship with R. Kelly when she was 16 years old.

  • A man motions for photographers to get out of the...

    John J. Kim / Chicago Tribune

    A man motions for photographers to get out of the way as Joycelyn Savage and Azriel Clary exit after a bond hearing for Savage's boyfriend, R. Kelly, at the Leighton Criminal Court Building on Feb. 23, 2019, in Chicago.

  • Cook County State's Attorney Kimberly Foxx announces charges against R&B superstar...

    Jose M. Osorio / Chicago Tribune

    Cook County State's Attorney Kimberly Foxx announces charges against R&B superstar R. Kelly as Chicago police Superintendent Eddie Johnson looks on at her office in Chicago on Feb. 22, 2019. Kelly was indicted on 10 counts of aggravated criminal sexual abuse.

  • R. Kelly turns to exit during a hearing at the...

    Antonio Perez / Chicago Tribune

    R. Kelly turns to exit during a hearing at the Leighton Criminal Court building, Sept. 17, 2019.

  • In this courtroom sketch, a woman who goes by pseudonym...

    Cheryl Cook/AP

    In this courtroom sketch, a woman who goes by pseudonym "Jane", left, testifies in R. Kelly's trial in federal court on Aug. 19, 2022, in Chicago.

  • R. Kelly performs at the Chicago Theatre on April 26, 2006.

    Brian Kersey/for the Chicago Tribune

    R. Kelly performs at the Chicago Theatre on April 26, 2006.

  • Singer R. Kelly walks with manager Derrel McDavid into the...

    Chuck Berman / Chicago Tribune

    Singer R. Kelly walks with manager Derrel McDavid into the Leighton Criminal Courthouse on Dec. 21, 2007.

  • The building that houses the R. Kelly recording studio on Jan....

    Brian Cassella/Chicago Tribune

    The building that houses the R. Kelly recording studio on Jan. 10, 2019.

  • R&B singer R. Kelly, center, is surrounded by deputies as...

    Charles Bennett/AP

    R&B singer R. Kelly, center, is surrounded by deputies as he leaves court Nov. 1, 2002, in Chicago. A judge ruled that Kelly, who had been free on bond since he was indicted in June on child pornography charges, can leave the state to appear at a concert in New York later in the month.

  • Lisa Van Allen, shown in 2018, was involved with singer...

    Michael A. Schwarz/for the Washington Post

    Lisa Van Allen, shown in 2018, was involved with singer R. Kelly.

  • Jacquelyn Kasulis, the acting U.S. attorney in Brooklyn in the...

    Spencer Platt/Getty

    Jacquelyn Kasulis, the acting U.S. attorney in Brooklyn in the case against R&B star R. Kelly, speaks with the media on Sept. 27, 2021, after a federal jury announced that it found Kelly guilty of racketeering and sex trafficking charges.

  • Najee Ali with anti-R. Kelly signs, laughs at the jeers...

    Antonio Perez/Chicago Tribune

    Najee Ali with anti-R. Kelly signs, laughs at the jeers and put downs by two women shouting in defense of Kelly outside the Cook County Criminal Courts Building, May 9, 2008, in Chicago.

  • Singer R. Kelly walks into court at the Daley Center...

    Erin Hooley/Chicago Tribune

    Singer R. Kelly walks into court at the Daley Center for a hearing on his child support case on March 13, 2019, in Chicago.

  • Cook County State's Attorney Kim Foxx on called  any accusers...

    Brian Cassella/Chicago Tribune

    Cook County State's Attorney Kim Foxx on called  any accusers with allegations of wrongdoing against singer R. Kelly to come forward, Jan. 8, 2019.

  • R. Kelly, center, appears at the Daley Center in Chicago...

    Antonio Perez / Chicago Tribune

    R. Kelly, center, appears at the Daley Center in Chicago on May 8, 2019, for a hearing in his child support case.

  • Demonstrators rally in response to the R. Kelly allegations, Jan....

    Brian Cassella/Chicago Tribune

    Demonstrators rally in response to the R. Kelly allegations, Jan. 9, 2019, outside his recording studio in the West Loop.

  • R. Kelly, center, who was charged with child pornography, leaves...

    Abel Uribe/Chicago Tribune

    R. Kelly, center, who was charged with child pornography, leaves the Leighton Criminal Court Building after appearing in front af a judge Feb. 7, 2003.

  • Singer R. Kelly walks out of Cook County Jail, accompanied...

    Abel Uribe / Chicago Tribune

    Singer R. Kelly walks out of Cook County Jail, accompanied by his attorney, Steven Greenberg, right, on March 9, 2019, after paying more than $160,000 in child support.

  • R. Kelly's former girlfriends Azriel Clary, left, and Joycelyn Savage,...

    Antonio Perez / Chicago Tribune

    R. Kelly's former girlfriends Azriel Clary, left, and Joycelyn Savage, right, leave following Kelly's hearing at the Leighton Criminal Court building, Sept. 17, 2019.

  • R&B star R. Kelly, 41, arrives at the Cook County...

    Michael Tercha/Chicago Tribune

    R&B star R. Kelly, 41, arrives at the Cook County Criminal Courts Building for his child pornography trial on May 20, 2008, in Chicago. The charges against Kelly stem from a 15-minute videotape that law-enforcement officials say he made with the alleged victim between Jan. 1, 1998, and Nov. 1, 2000.

  • A courtroom sketch shows defense attorneys Ashley Cohen, from left,...

    Cheryl Cook / Chicago Tribune

    A courtroom sketch shows defense attorneys Ashley Cohen, from left, and Jennifer Bonjean with singer R. Kelly at the Dirksen U.S. Courthouse in Chicago on Sept. 14, 2022.

  • Singer R. Kelly walks into court at the Daley Center...

    Jose M. Osorio/Chicago Tribune

    Singer R. Kelly walks into court at the Daley Center for a hearing on his child support case on March 13, 2019, in Chicago. Kelly had been jailed earlier this month for failure to make about $160,000 in outstanding child support payments.

  • R&B star R. Kelly arrives at the Cook County Criminal...

    Chuck Berman / Chicago Tribune

    R&B star R. Kelly arrives at the Cook County Criminal Courts Building, Thursday, Dec. 20, 2007, in Chicago. Kelly was threatened with arrest after failing to appear in court Wednesday. (Chuck Berman/Chicago Tribune)

  • Attorney Michael Avenatti addresses reporters after a bond hearing for...

    John J. Kim / Chicago Tribune

    Attorney Michael Avenatti addresses reporters after a bond hearing for R. Kelly at the Leighton Criminal Court Building on Feb. 23, 2019, in Chicago.

  • R&B star R. Kelly, 41, leaves the Cook County Criminal...

    Scott Strazzante/Chicago Tribune

    R&B star R. Kelly, 41, leaves the Cook County Criminal Court Building after his child pornography trial recessed for the day on May 28, 2008, in Chicago. The charges against Kelly stem from a 15-minute videotape that law enforcement officials say he made with the alleged victim between Jan. 1, 1998, and Nov. 1, 2000.

  • R. Kelly, nominated for five Grammy Awards in 1997, records at...

    Charles Cherney/Chicago Tribune

    R. Kelly, nominated for five Grammy Awards in 1997, records at Chicago Trax Studio on Jan. 22, 1998.

  • Attorney Gloria Allred, right, walks out of federal court alongside...

    John Minchillo / AP

    Attorney Gloria Allred, right, walks out of federal court alongside Lizzette Martinez, left, on June 29, 2022, in the Brooklyn borough of New York. R&B star R. Kelly was sentenced to 30 years in prison in a federal sex trafficking case in New York.

  • Attorney Gloria Allred, who represented several of Chicago-born R&B singer...

    Angela Weiss/Getty-AFP

    Attorney Gloria Allred, who represented several of Chicago-born R&B singer R. Kelly's victims, speaks before the sentencing hearing in New York on June 29, 2022.

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High-profile federal conspiracy trials like the one unfolding in Chicago against disgraced R&B singer R. Kelly don’t typically have many made-for-TV bombshells.

By the time the curtain raises, evidentiary issues have largely been worked out. Prosecutors have put forth in detail what they expect their witnesses to say. Defense attorneys have raised their pretrial objections and counterpunch according to the judge’s rulings.

But Kelly’s case hasn’t quite gone by that familiar script.

Instead, there have been several surprises during the two weeks that prosecutors put on their case, which featured 25 witnesses and physical evidence including travel records, private investigator contracts and graphic excerpts of three videotapes purportedly showing Kelly sexually abusing his 14-year-old goddaughter.

Among the more eye-opening developments: One of the five victims that prosecutors told jurors they’d hear from did not testify for reasons so far unexplained. Evidence has shown another minor victim may actually have been legally an adult at the time she met Kelly. And several details laid out in a pretrial prosecution filing describing the expected testimony were either changed or missing altogether when the witnesses were put under oath.

But perhaps the biggest surprise came when a key witness tying Kelly and two co-defendants to an alleged conspiracy to buy back sex tapes told the jury last week that the videotape he was given by former Kelly girlfriend Lisa Van Allen appeared to be a threesome between consenting adults, not child pornography.

To be sure, the possibility of an outright acquittal for Kelly is likely very remote. Prosecutors presented plenty of evidence over the past several weeks that will be extremely difficult for the singer to overcome, particularly when it comes to the witness “Jane,” Kelly’s goddaughter, who testified that she was the girl on the infamous Kelly videotape from the late 1990s.

Not only has the jury heard from Jane, who came forward after two decades of denying any sexual relations with Kelly, but the panel has also been shown 17 snippets of video allegedly depicting Kelly sexually abusing her, with the R&B star directing her to call him “Daddy” and referring to her “14-year-old” genitalia.

Other counts against Kelly that appear strong include allegations that he sexually abused Jane’s best friend, “Pauline,” who testified she had sexual contact with the singer dozens — if not hundreds — of times when she was underage, including numerous threesomes that he videotaped.

Another alleged victim, “Nia,” testified Kelly flew her to Minneapolis in 1996, when she was 15, and sexually abused her in a hotel room, then had inappropriate sexual contact with her again at his recording studio in Chicago that summer.

A missing witness

If Kelly is convicted on just the counts involving Jane, Pauline and Nia, it would be enough to potentially send him to prison for decades.

But when the jury begins its deliberations sometime next week, they’ll be asked to consider one count involving a victim, “Brittany,” who was never called to testify. Instead, jurors will have to rely on under-oath testimony about Brittany from other witnesses in order to decide if prosecutors have met their burden.

Jane testified early in the trial that Kelly engaged her in threesomes with Brittany between five and 10 times. The first time, Jane was about 15 years old, and Brittany was slightly older, Jane testified. The two girls fell out of friendship when Jane learned that Brittany was also seeing Kelly separately, she testified.

Pauline, meanwhile, told the jury that Kelly also had threesomes with her and Brittany when Pauline was 15 or 16, and said Brittany is about a year older than her. Pauline said that when she was 20, she called Kelly’s business posing as Brittany and threatened to go public about some wrongdoing if he didn’t give her money.

“Well, he called it extortion,” Pauline told the jury. “I called it ‘don’t play with me.’ “

In this courtroom sketch, a woman who goes by pseudonym “Jane”, left, testifies in R. Kelly’s trial in federal court on Aug. 19, 2022, in Chicago.

Prosecutors also have had a difficult time getting around conflicting evidence about the age of another accuser, “Tracy,” at the time she said she started having a sexual relationship with Kelly.

Tracy testified that she encountered the singer at an expo at McCormick Place in 1999, when she was 16, a story backed up by her friend, Kelly Adams, who told the jury she was there at the event, the Expo for Today’s Black Woman.

Prosecutors also showed the jury school records confirming Tracy had graduated from Rich East High School in Park Forest when she was 16, which would match up with the time she said she began interning for a record company executive in charge of promoting Kelly’s label.

On cross-examination, however, Kelly’s attorneys showed both Tracy and Adams sworn statements they made as part of lawsuit Tracy filed against Kelly saying that the expo was actually in 2000, when Tracy would have been 17, which is the age of consent under Illinois law.

That evidence was bolstered last week, when Kelly’s legal team called to the stand Merry Green, who was involved in planning the expo in the late 1990s and early 2000s.

Green said Kelly made a promotional appearance at the 2000 expo, not the 1999 event. Green brought with her a printed-out photo of Kelly at the event in 2000, wearing a black hat and smiling as he signed an autograph for a female fan.

Conflicting testimony

Kelly, 55, is charged with 13 counts of producing and receiving child pornography, enticing minors to engage in criminal sexual activity and conspiracy to obstruct justice.

Also on trial are former Kelly associates Derrel McDavid and Milton “June” Brown, who, according to the indictment, schemed to buy back incriminating sex tapes that had been taken from Kelly’s collection and hide years of alleged sexual abuse of underage girls.

The conspiracy charges have been by far the most difficult for prosecutors to prove up, in part because the alleged scheme stretches back some 20 years, leading to faded memories and statements by witnesses over the years that seem to conflict.

Another problem for prosecutors are the witnesses themselves, a cast of colorful characters that defense attorneys have sought to portray as admitted liars and profiteers.

Van Allen testified that in the late 1990s, she had sexual contact with Kelly and Jane at the behest of the singer, who also filmed and directed their encounters. After she took one of the tapes and sent it to a friend in Kansas City, Kelly offered her $250,000 to get it back, she said.

Lisa Van Allen, shown in 2018, was involved with singer R. Kelly.
Lisa Van Allen, shown in 2018, was involved with singer R. Kelly.

When her friend, Keith Murrell, took the witness stand, however, he contradicted Van Allen on several important points, including why she sent him the tape, the number of sexual encounters it depicted and whether money was the motivating factor for returning it to Kelly.

Murrell made a surprise disclosure when he acknowledged on cross-examination by McDavid’s attorney that he’d asked Van Allen to send him the tape because he wanted to see it — even though she’d said she told him only to hold onto it for her.

“I was excited to have the tape, for one, because it was Lisa on there and also Robert Kelly,” Murrell testified. He then stunned everyone in the courtroom by testifying on cross-examination that when he watched the tape, it appeared to involve another adult woman, not an underage girl.

“It just looked like a threesome to me,” he said.

And there was only one sexual encounter on the tape, Murrell said — whereas Van Allen has testified there were three separate scenes, two of which involved just Kelly and his young goddaughter.

Off the script

A month before jury selection began, prosecutors filed what is known as a Santiago proffer — an extensive preview of what alleged co-conspirators are expected to say on the witness stand. Usually the document, which is required under the law, tracks closely with what witnesses wind up saying before the jury.

In this case, however, there have been an unusual number of eyebrow-raising discrepancies.

For one, Kelly accuser Tracy was expected to give potentially damning testimony against Brown, a longtime employee of Kelly’s who is charged with one conspiracy count. In the Santiago proffer, prosecutors said Tracy would testify about a time Brown told her Kelly wanted her to get a hotel room and wait for him there. She told Brown she was only 16 and could not reserve a room herself, according to the proffer, so instead she went to pick up the room key at Kelly’s studio.

When she took the witness stand on Monday, however, Tracy did not mention that anecdote at all, seemingly weakening the largely circumstantial case against Brown.

In addition, prosecutors said in their pretrial proffer they would introduce several business records from now-deceased private investigator Jack Palladino, an effort to corroborate witness Charles Freeman’s testimony that he met with Palladino and McDavid in 2001 to coordinate the recovery of incriminating video footage.

Prosecutors never introduced that paperwork during their case – and now, McDavid’s attorneys want to introduce some of Palladino’s other business records in hopes that they’ll paint Freeman as a lying extortionist. U.S. District Judge Harry Leinenweber, who is overseeing the case, has not yet ruled on whether those records can be shown to the jury.

Singer R. Kelly walks with manager Derrel McDavid into the Leighton Criminal Courthouse on Dec. 21, 2007.
Singer R. Kelly walks with manager Derrel McDavid into the Leighton Criminal Courthouse on Dec. 21, 2007.

Some of the most significant differences between the prosecution proffer and the actual testimony relate to Freeman himself. Freeman is central to prosecutors’ allegations of a wide-ranging conspiracy to seek out and cover up potentially incriminating videotapes. His testimony in the second week of trial, while dramatic and memorable, showed that he has given several different accounts of the story, some of which contradict each other.

And some of his testimony at trial differed from what was previewed in the Santiago proffer. For instance, prosecutors asserted that Freeman would say he was offered money to recover two separate videotapes during an initial meeting with Palladino and McDavid: one, from Van Allen for $100,000, and a separate tape in a different location, for $1 million.

On the stand, however, Freeman’s testimony about that meeting gave details about only one agreement for $1 million to recover video footage in Georgia.

“Derrel said it was a performance tape they really needed to recover, and if I would recover the tape they would take care of me, those were his exact words,” Freeman said. “They asked me what would I charge to recover the stolen tapes and I just threw (out) the number — I said a million dollars.”

Prosecutors also previewed testimony about a dramatic sequence of events after Freeman got the tape that differed significantly from Freeman’s actual statements on the stand.

According to prosecutors, Freeman was expected to say that he admitted to making copies of the video but refused to take a lie-detector test, which led to a contentious exchange where McDavid and Palladino called him an extortionist and told him he could get in trouble for possessing child pornography.

Later on, Kelly called Freeman and asked him to smooth things over so Freeman could get paid, according to the proffer. Freeman was expected to say that not long afterward he met with Kelly, McDavid and Brown at Kelly’s studio, where Kelly told him something along the lines of “my life is on the line” because he was being investigated for an interest in teenage girls. Then Freeman agreed to turn over one of the copies he had made of the tape, he was expected to say.

But Freeman never mentioned any of that on the witness stand.

Instead, Freeman’s testimony apparently skipped ahead in time to other matters that had been previewed in the proffer: He ultimately passed a polygraph test, then afterward met with McDavid and Palladino in a hotel suite since they told him they knew he had kept a copy of the tape, he said.

When they showed him two brown bags full of money, he handed over the tape, he testified during trial, saying he took the copy from “between my pants and my buttcheeks … and handed it directly to Jack Palladino.”

“I counted the money getting on the elevator going down. $75,000. All cash,” Freeman said.

jmeisner@chicagotribune.com

mcrepeau@chicagotribune.com