The America's Got Talent host spoke with ET on Thursday at the LA Premiere of the documentary Gleason, and played coy regarding rumors that he's dating TLC singer Rozonda "Chilli" Thomas.
"She's an outstanding and amazing woman," Cannon said. "I've known her for so, so many years and, you know, we've been friends."
Earlier this week, speculation that the two were dating began when there were supposedly seen getting cozy at WDKX's Summerfest Concert in Rochester, New York.
"We got the opportunity to spend, uh, time together but I wouldn't-… I would say ask her," Cannon said, cautiously. "Ask her what the situation is."
Cannon, 35, admitted that Thomas is "someone I do care dearly for," and that he's "excited when I get to see her," but being in the dating world is still something new to Cannon.
"I'm fresh in this game when it comes to being single. I like to say I'm damaged goods… What woman would want me?" Cannon said, laughing. "I would be so lucky to, uh, be able to claim to be dating somebody like Chilli."
Gleason hits theaters July 29.