Whatever happened, or didn’t, Usher soon began dating renowned fashion model Eishia Brightwell. She just accompanied me to an event and is a great friend of mine who I think is a great person.” The attractive supermodel also denied their relationship, telling ABC News’ Diane Sawyer on the “Primetime Live” show, “We were never boyfriend-girlfriend.”

However, he tried to shut down those rumors in his 2005 interview with CONTACTMUSIC.COM, saying, “We were never a couple. Over the time, things changed somewhat, and Chilli in her October 2013 interview with US Weekly magazine, admitted that she was wrong, saying “All of those songs on Confessions, that was about Jermaine Dupri‘s situation. I will never be with him again, and that is that,” and added, “He portrayed himself to be this honest and great guy, and he really wasn’t.” an assertion which he later denied.

It’s just something that happens in life.” In February 2004, Chilli insinuated that the cheating rumors were true during her appearance on Atlanta’s Q100’s “The Bert Show”, saying “Usher did the ultimate no-no to me. According to People magazine, he said during a radio program, “Yeah, I’m single.” but that they remained on good terms – “We’re still friends. Shortly afterwards, he confirmed their split. Although the songs about infidelity weren’t inspired by his life, many speculated that there had been some relationship issues because Usher was unfaithful to Chilli. They became romantically involved in 2001, after she featured in the music videos for his songs, “U Got It Bad” and “U Remind Me”.Īfter two years of dating, the couple parted ways in December 2003, around the same time that he released his fourth studio album, “Confessions”, which included songs inspired by the personal lives of himself and his collaborators. Usher’s first highly publicized relationship was with TLC member Rozonda Ocielian ‘Chilli’ Thomas. She also revealed that their affair was ended as soon as he fell for Chili Thomas, but the two renewed their relationship in 2004, for about five months of dating, then called it quits. The couple eventually broke up but remained on good terms – her father subsequently became Usher’s mentor and godfather. He even met Karon’s father Ben, who encouraged him to pursue his career further. According to The New York Times magazine, they dated back in 1993, when Usher was about 15, after he’d moved from Texas to New York to work on his debut studio album. Usher’s first girlfriend appears to be Karon Vareen, known for being the daughter of famous American actor, singer, and dancer Ben Vereen. So, if you want to find out more about this aspect of his life, just keep listening ‘til the end, and you may discover something interesting! earns his 32nd top 10 on the R&B/Hip-Hop Airplay chart, the fifth-best streak of all time, as 'Bad Habits' hits No. Over the years, Usher has been romantically linked to many ladies – his dating list is quite long and includes many familiar names. He quickly became one of the most desirable entertainers among the female section of his audience, partly due to his good-looking appearance. Regarding his personal life, it seems that Usher has been a topic of conversation ever since his career took off back in the 1990s. Moreover, Usher has tried himself as an actor, starring in such titles as “Texas Rangers”, “In the Mix”, and “Hustlers”, among others, and in 2008 he performed on the Broadway stage in the musical “Chicago”.

A post shared by Usher is also the co-founder of the recording label Raymond-Braun Media Group (RBMG), alongside his talent agent Scooter Braun.

Usher's girlfriends