The stars, who have both dated singer Rihanna, came to blows in a New York City nightclub last year (12) when their entourages were embroiled in a violent brawl, which left several people injured.
Drake now admits he would like to overcome his issues with the Kiss Kiss hitmaker, but fears a reconciliation may never happen.
He tells America's GQ magazine, "I wish we could sit down, just like you and me are right now, and talk it out man-to-man. But that's not going to happen.
"I'm not confrontational but if someone challenges, I'm not going to back down. If I think about it too much, I feel it wrapping around my foot, like I get a feeling it could end really badly... like, it gets really dark."