The dik status/affinity requirements are actually very loose. The game itself only has, as far as i can tell, two hard limitations so far:
1) you cant have Jade/Cathy AND the Josie/Maya relationship. (you will be forced to choose one or the other, which i dont think makes much sense because the Jade scene ends with you running out of her house, not staying the night. so you SHOULD be able to go see Jade AFTER convincing Josie/Maya, but BEFORE returning to Mayas dorm with them. This is actually my biggest complain about the game ultimately. There is room to allow both options, but the designers put a hard wall there that doesnt need to be there. Im considering even modding just to make this possible, though figuring out how to mod this game will take a lot of my time and headaches, so i dont know if i will. Maybe if there are some easy modding guide somewhere, i will check it out.) The only actual requirements to get Josie+Maya is to have neutral affinity (go chick for a couple major choices) and to have chosen to stay with Josie at her parents house. But having neutral affinity does not prevent you from getting dic status, thus does not prevent you from hooking up with any of the HOTs. and affinity nor status matter for bella and jill, just their reputation (make enough of the right rep choices)