Christopher Polk/Getty Images

Usher opened up about his "first celebrity kiss" with R&B singer Monica. He also said he regrets not dating Aaliyah.

During an appearance on E!'s Daily Pop on Tuesday, March 1, the R&B crooner said he regrets not dating the late R&B princess, Aaliyah.

"Somebody that I was really good friends with that I wish I would have taken more serious because she was a really close friend of mine for a small amount of time and we just kind of disconnected was Aaliyah. I think I would've dated Aaliyah and we just didn't get around to it. We just kind of talked but didn't do it."

Fred Duval/FilmMagic

Aaliyah died in a plane crash in the Bahamas on August 25, 2001. She was 22.

The host asked Usher who he shared his first celebrity kiss with. He replied that his first celebrity kiss was with R&B singer Monica. According to Usher, she's a pretty good kisser.

Photo may have been deleted

Sandra Rose/

Usher dated Ben Vereen's daughter Karon Vereen when he was 15. She was a few years older than the boyish singer. Ironically, Ben was Usher's godfather.

Usher and Karon split after he turned 16 and dropped his self-titled debut album Usher (1994).

He went on to date a slew of starlets including Monica, Brandy Norwood, Karrine Steffans, Eisha Brightwell, Rozonda "Chili" Thomas, Melinda Santiago, Joy Bryant, Naomi Campbell, and more.

Usher shares two sons with his first wife, Tameka Raymond, and two children with life partner Jenn Goicoechea. He was also married to music executive Grace Miguel from 2015 until 2018.

Diane L. Cohen/Getty Images

Damon Dash blames director Harold "Hype" Williams for the untimely death of R&B singer Aaliyah.

Aaliyah Dana Haughton died at age 22 in a plane crash on Aug 25, 2001 in the Bahamas.

Dash, Aaliyah's boyfriend at the time, said she was supposed to be on another private jet sent by singer Lenny Kravitz - not the small plane that she went down on.

Dash said Hype Williams took the private jet, leaving Aaliyah to fly back home on a Cessna 402 twin-engine light aircraft.

Photo may have been deleted

Sal Idriss/Redferns/Getty Images

Dash said Aaliyah was anxious to get back home after filming a music video for her single "Rock the Boat." He said Aaliyah texted him with concerns about the small plane.

Williams reportedly overloaded the small aircraft with film equipment, lighting, and sound equipment. The equipment was over the plane's weight limit, and the plane crashed seconds after takeoff.

Aaliyah reportedly survived the crash but she later succumbed to her injuries. Seven others died in the crash including Aaliyah's make up artist and stylist.

In an interview with ET's Kevin Frazier, Dash said that he heard Kravitz "had offered her a jet, and then Hype took the jet. That's what really pissed me off about the whole situation."

Ironically, Aaliyah's body was flown back to the U.S. on the private jet she was supposed to fly home on.

When asked if he would ever talk to Hype Williams again, Dash responded "F**k him."

Kevin Kane/WireImage

Williams, 51, was the go-to music video director in the 1990s. He directed Kanye West's music videos for "Heartless", "All of the Lights" and "Gold Digger."

He also directed music videos for Busta Rhymes, TLC, Jamie Foxx, Pharrell, Missy Elliott, LL Cool J, Twista, and Beyonce, among others.

Photo may have been deleted

Ken Hively/Los Angeles Times via Getty Images

Williams is credited with pioneering camera techniques that are still utilized in music videos today.

His work earned him the Billboard Music Video Award for Best Director of the Year (1996), the NAACP Image Award (1997), MTV Video Music Award (1998) and the BET Award for Best Director (2006) for Kanye West's "Gold Digger".

However, Williams' career took a hit after Aaliyah's death, when he was blacklisted by the music industry for several years.

Watch Dash's interview below.

Chris Walter/WireImage

Missy Elliott was among the stars paying tribute to late singer Aaliyah on the 20th anniversary of her death on Wednesday, Aug. 25.

Aaliyah was just 22 years old when she and seven others died in a plane crash in the Bahamas on August 25, 2001. The small plane crashed just after takeoff from Marsh Harbour, Bahamas, where she had filmed the music video for her single "Rock the Boat."

Marking the anniversary, Missy, 50, wrote on Twitter:

"Babygirl All these years your IMPACT is still felt & your INFLUENCE is seen EVERYWHERE! So many are still CAPTIVATED by your SOUND & STYLE! It's BEAUTIFUL to see a new generation become fans of your ART & love YOUR HEART. We Love you & May your spirit live on 4EVER."

Missy worked with Aaliyah, alongside Timbaland, on her second album One in a Million, which was released in 1996.

Timbaland also paid tribute to Aaliyah on Wednesday, writing: "Me and @MissyElliott was and still!!!!!!!! Ahead Of our time. Rest easy baby girl."

One in a Million was made available to stream for the first time last Friday, Aug. 20, after Aaliyah's estate settled a longstanding dispute with her former label, Blackground Entertainment, which is run by her uncle, former R. Kelly manager Barry Hankerson.

Kevin Kane/WireImage

Music exec Damon Dash - who dated Aaliyah from 2000 until her death the following year - reflected on her legacy during an interview with Entertainment Tonight.

"I was reflecting (that) there hasn't been one day since she's passed, not one in the 20 years, that I haven't either heard her name, heard her record, or seen a picture of her. Every single day she's present in my life and I feel lucky for that."

Photo may have been deleted

Sandra Rose/

Aaliyah, right, is pictured with late rapper Lisa "Left Eye" Lopes who died at age 30 in a car crash on April 25, 2002 in Honduras.

Antonio Perez/Pool via Getty Images

R. Kelly allegedly sexually abused a 17-year-old boy after meeting him at a Chicago-area McDonald's in 2006, a new court filing alleges.

Federal prosecutors in New York alleged new accusations against the disgraced singer, including sexual assault and bribery, going back 30 years.

According to court docs, Kelly, 54, sexually abused the teen after asking him "what he was willing to do to succeed in the music business."

The teen allegedly introduced Kelly to a male friend, aged 16 or 17.

Several years later, when the male was 19 or 20, the star apparently started a sexual relationship with that person, referred to as John Doe #2. Kelly allegedly forced several of his girlfriends to have sex with the young man while he filmed the encounters.

Antonio Perez/Pool via Getty Images

In court documents filed on Friday, July 23, and obtained by the Chicago Sun-Times, prosecutors asked a judge to permit them to submit new evidence of the allegations at Kelly's upcoming racketeering trial in federal court in Brooklyn, New York.

Kelly faces federal charges of violating the Mann Act involving the coercion and transportation of women and girls in interstate commerce to engage in illegal sexual activity.

The singer, born Robert Sylvester Kelly, has not been charged with any new sexual offenses, according to the Post.

Fred Duval/FilmMagic

Prosecutors also claim to have evidence that Kelly sexually abused singer Aaliyah and married her in 1994, when she was 15, so that she couldn't be forced to testify against him. She died in a plane crash in 2001.

According to the Chicago Sun-Times, a woman named Jane Doe #5 claimed Kelly asked her to search the internet for "child pornography involving boys for him".

According to court papers, a search of Kelly's computer corroborated the claim.


Additionally, the musician is accused of leading an enterprise to recruit women and girls for sex. He denies any wrongdoing. His Brooklyn trial is scheduled for August 9.

A separate trial for child pornography charges is set in his native Chicago, Illinois in September.

Kelly was recently slapped with a $2 million dollar tax lien for allegedly failing to pay taxes in 2008. As reported by Radar Online, the IRS filed a lien against Kelly's former Illinois mansion.

Kelly has pleaded not guilty on all counts.

Photo by J. Vespa/WireImage

Before Jay-Z lucked up with his future wife, Beyonce Knowles, he had a crush on another singer, Aaliyah, who was dating Damon Dash at the time.

Dash, who co-founded Roc-a-Fella Records with Jay-Z, says his former business partner "tried very hard" to get with Aaliyah, but she wasn't impressed with him.

Dash, now 48, dated Aaliyah for about a year until she died in a plane crash at age 22 in 2001.

Photo: Patrick McMullan via Getty Images

Jay-Z was the odd man out in this photo dated July 2, 2000. (L-R) Natane Adcock, Damon Dash, Aaliyah, Jay-Z, Sean "Puff Daddy" Combs and Jennifer Lopez partied together at Combs' Fourth of July party in the Hamptons.

Photo by Kevin Kane/WireImage

Although they were not formally engaged, Dash says he and Aaliyah were planning to get married and raise a family.

Dash claims Jay-Z tried his best to woo Aaliyah away from him. He said Jay-Z "went hard" at Aaliyah but she curved him repeatedly. Even though she was dating Dash, Jay-Z couldn't keep his paws off of Aaliyah.

Photo by J. Vespa/WireImage

In this photo dated May 6, 2000, Jay-Z is hugged up on Aaliyah at a Tommy Hilfiger party in Los Angeles. Also pictured are Bijou Phillips, 2nd from right, and Quincy Jones' daughter Kidada Jones, who dated rapper LL Cool J from 1992 to 1994.

Photo: Ron Galella Collection via Getty Images

R Kelly

R. Kelly was charged with 10 counts of aggravated criminal sexual abuse of a minor, according to the Chicago Tribune. The singer/songwriter, whose real name is Robert Sylvester Kelly, was charged in Cook County, Illinois on Friday.

Cook County Officials have issued a no-bail arrest warrant.

Read more »

Aaliyah, R. Kelly

A video that surfaced online this week provides proof that embattled singer/songwriter R. Kelly knew Aaliyah was underaged at the time of their marriage in 1994.

Kelly strenuously denied knowing the late singer was only 15 when he married her. But the video proves definitely that he did.

Read more »

Wendy Williams Show

Talk show Diva Wendy Williams executive produced the widely panned Aaliyah biopic TV movie that aired over the weekend. The backlash on Black Twitter ranged from casual disinterest to naked outrage. You would think Black Twitter users were related to Aaliyah the way they reacted.

Read more »

Chattrisse Dolabaille and Missy Elliott

Canadian actress Chattrisse Dolabaille has been selected to play rapper producer Missy Elliott in the Lifetime biopic on the late singer Aaliyah's life.

The Internet melted down when a similarly hued actress, Zendaya Coleman, was chosen to play Aaliyah. Coleman, who is mixed, backed out of the project when the pressure became too much to bare.

Read more »

Yaya DaCosta as Whitney Houston

America's Next Top Model contestant Yaya DaCosta landed the role of Whitney Houston in Lifetime Network's new biopic on the singer's life and death. The biopic is in the production stages, and Yaya recreated Whitney's 1987 album cover in a photo shoot. "I just looked at the picture and did the pose," she told Entertainment Weekly.

Read more »

Zendaya Coleman at the 2014 BET Awards

Singer/dancer Zendaya Coleman's decision not to play Aaliyah in an upcoming Lifetime Network biopic left many scratching their heads. The 17-year-old former Disney child star told reporters at the 2014 BET Awards that she abandoned the plum role because something was missing in the production.

“I felt like something with the production [wasn't] all the way there, the project wasn't all the way there,” she told reporters according to People. “If I'm going to do something for someone I care about so much, I have to do it the right way.”

Read more »

Zendaya seen all smiling while she was leaving the SiriusXM Radio in New York City

You win. Former Disney child star Zendaya Coleman has abandoned the coveted role as singer/actress Aaliyah in an upcoming Lifetime biopic.

Read more »