Usher recently sat down with Daily Pop for an interview, where he revealed that he regrets never dating his good friend Aaliyah before her untimely passing.

Usher explained, “Somebody that I was really good friends with that I wish I would have taken more serious, ’cause she was a really, really close friend of mine for a small amount of time, and then we just kind of disconnected—it was Aaliyah.” Usher added, “And we just didn’t get around to it, we just kinda talked but didn”t do it.”

During the conversation, Usher also got candid about his first celebrity kiss, revealing that it was with Monica.