I would make absolute sure he's single first.......normally I'd say make it sound like innocent convo but since ya'll flirt anyway just come out with it...do you have a gf....
Once you do that...if you're really really interested...just pursue it...make sure you're ready for the long term commitment that you might be making, not only to this guy, but to his children. If you're around long enough they're gonna know you and become attached to you. Make sure that emotionally you can handle that. I actually think you can learn a lot about a person by how they treat their children...but that's just me. I wish you good luck!! I hope that was atleast a little helpful lol
"An it harm none, do what ye will."