How can I tell my boyfriend (who may still be in prison for another year), in the kindest way, that I cannot be a jail girlfriend anymore. He has to take responsibility for his business, and I have to move on and live my life - can't do anymore "time" with him. He can contact me when he gets out, if he wants, and maybe we can start over again...

Juliette, we can't tell you this, it has to come from the heart.

You tell him just like you did here --

I cannot be a jail girlfriend anymore. You have to take responsibility for your business, and I have to move on and live my life. I just can't do anymore "time" with you. You can contact me when you get out, if you want, and maybe we can start over again.