Since you're separated I'd still DB and keep away from relationship questions. You can be positive, supportive and his friend (the first steps to getting back together), but let him "work" his way back in. Make him initiate getting back together. You just keep PMA and GAL. Don't make things too easy, they appreciate you more if they have to work for it. I learned that one the hard way!

When he brings up things you might do in the future just smile and say, "That would be nice." (One more thing. To protect myself, I didn't believe in things until they happend. Having no expectations is a nice safe place. And yet another thing... don't worry about tomorrow live for today).