Usher, the Grammy-winning R&B singer, has recently revealed that his breakup with Rozonda ‘Chilli’ Thomas, the TLC singer, was one of the most painful experiences of his life. The former couple dated for two years, from 2001 to 2003, and were considered one of the hottest pairs in the music industry. However, their relationship ended abruptly, and Usher admitted that he was devastated by the split.

Who is Rozonda ‘Chilli’ Thomas?

Rozonda Chilli Thomas is mostly known by her stage name Chilli. She is an American singer, dancer and actress. The singer, 52, also belongs to the TLC group. The group has sold 65 million records worldwide and is one of the best-selling girl groups of all time. Chilli is also known for her activism and philanthropy, as she supports various causes such as animal rights, sickle cell disease, and cyberbullying.

Chilli was born in Atlanta, Georgia, on February 27, 1971. She is of African American and Indian descent. She has a son, Tron Austin, who was born in 1997. Tron’s father is Dallas Austin, a music producer who worked with TLC and other artists. Chilli and Dallas had an on-and-off relationship for several years, but never married.

Chilli joined TLC in 1991, after replacing Crystal Jones, who was the original member of the group. TLC consists of Tionne ‘T-Boz’ Watkins, Lisa ‘Left Eye’ Lopes, and Chilli. The group rose to fame with their debut album, Ooooooohhh… On the TLC Tip, which spawned hits such as Ain’t 2 Proud 2 Beg, Baby-Baby-Baby, and What About Your Friends. TLC’s second album, CrazySexyCool, was even more successful, selling over 14 million copies in the US and earning them four Grammy Awards. The album featured songs such as Waterfalls, Creep, and Red Light Special.

TLC’s third album, FanMail, was released in 1999, after a hiatus due to personal and financial issues. The album was a tribute to their fans, who supported them through their struggles. The album included songs such as No Scrubs, Unpretty, and Dear Lie. TLC’s fourth and final album, 3D, was released in 2002, seven months after the death of Left Eye, who died in a car accident in Honduras. The album featured songs such as Girl Talk, Damaged, and Turntable.

Chilli has also pursued a solo career, releasing singles such as Body, Dumb Dumb Dumb, and Breathe. She has also collaborated with other artists, such as Missy Elliott, Tyrese, and Usher. Chilli has also appeared in several movies and TV shows, such as Snow Day, That ’70s Show, The Parkers, and Single Ladies. She also starred in her own reality show, What Chilli Wants, which aired on VH1 from 2010 to 2011. The show followed her quest to find love and balance in her life.

How did Usher and Chilli meet?

Usher and Chilli met in 2001, when they worked together on Usher’s album, 8701. The album featured songs such as U Remind Me, U Got It Bad, and U Don’t Have to Call, which were reportedly inspired by Chilli. Usher and Chilli confirmed their relationship in 2002, and made several public appearances together, such as the MTV Video Music Awards, the Grammy Awards, and the Soul Train Music Awards. They also appeared in each other’s music videos, such as Usher’s U Got It Bad and Chilli’s Body.

Usher and Chilli were praised for their chemistry and compatibility, as they seemed to share a lot in common. They both had successful music careers, they both had sons from previous relationships, and they both valued their faith and family. Usher and Chilli also faced some challenges, such as dealing with the media attention, the age difference (Usher was 23 and Chilli was 31 when they started dating), and the rumors of infidelity.

Why did Usher and Chilli break up?

Usher and Chilli broke up in 2003, after two years of dating. The exact reason for their split is still unclear, as both of them have given different versions of what happened. Usher claimed that Chilli broke up with him because he was not ready to settle down and get married. He also said that Chilli accused him of cheating on her, which he denied. Usher expressed his regret and sorrow over the breakup in his 2004 album, Confessions, which featured songs such as Burn, Confessions Part II, and My Boo.

Chilli, on the other hand, said that Usher was the one who ended the relationship, and that he did cheat on her with another woman. She also said that Usher’s album, Confessions, was not based on their relationship, but on the experiences of his producer, Jermaine Dupri. Chilli said that she was hurt and betrayed by Usher, and that she still loved him, but could not trust him again.

How do Usher and Chilli feel about each other now?

Usher and Chilli have remained in touch over the years, and have expressed their respect and admiration for each other. Usher has said that Chilli is one of his best friends, and that he still cares for her. He has also said that Chilli is the most beautiful woman he has ever met, and that he would always love her. Usher has also apologized to Chilli for hurting her, and has said that he wishes he could have done things differently.

Chilli has also said that Usher is one of her best friends, and that she still loves him. She has also said that Usher is a great father, and that she is happy for him. Chilli has also said that she is proud of Usher’s achievements, and that she supports his music. Chilli has also said that she is open to the possibility of getting back together with Usher, if he is willing to commit and be faithful.

Usher and Chilli have both moved on with their lives, and have dated other people since their breakup. Usher married Tameka Foster in 2007, and had two sons with her, Usher Raymond V and Naviyd Ely Raymond. However, they divorced in 2009, after a bitter custody battle. Usher then married Grace Miguel in 2015, but they separated in 2018, and divorced in 2019. Usher also had a daughter, Sovereign Bo Raymond, with his girlfriend, Jenn Goicoechea, in 2020.

Chilli has also had several relationships since her breakup with Usher. She dated actor Hill Harper from 2006 to 2010, and comedian Wayne Brady from 2013 to 2014. She also dated singer Nick Cannon from 2016 to 2017, and producer Dallas Austin from 2018 to 2019. Chilli has also been linked to rapper T.I., actor Brad James, and singer Ne-Yo.

Usher and Chilli’s relationship was one of the most memorable and influential in the history of pop culture. They inspired millions of fans with their music, their style, and their love. They also broke many hearts with their breakup, and left many wondering what could have been. Usher and Chilli’s relationship was a roller coaster of emotions, but also a testament of their talent, their passion, and their bond.