Bought this today, first full playthrough, got the Suburbia Ending and had Good Fellas flashbacks. Wonderful range of options here. Kinda wish given there's an achievement for sleeping about with people that you should get one for staying loyal to your partner like my guy did.
Also how does one get the Have Five Kids Achievement? I tried that with Christine but her heart didn't seem to be in it and we just had the one daughter. I assume it has something to do with her parents feelings towards you? Or maybe him/her knowing about you being a mobster?