I've played chapter 6 with Universal RenPy Mod and I noticed there are some additional dialogues between MC and Deb about Jen. This happen, when you are in relationship with Jen and on "learning" path with Deb. What are requirements for that?
I never managed to find this scene in a normal playthrough. I suspect you have to have given Deb a foot massage, and agreed to the orgasm denial and cock cage 2 times. Then you'd also have to be in a sub/sub relationship with Jen, and have answered "include only other women", or "include both (men and women)". (I think I've always picked "both" here, it's possible this is the deciding factor, and you have to pick women only.)
Vanilla/Romance paths. Are there any Vanilla/Romance paths worth playing at this point? I know you can be exclusive with Lea, have romantic relationship with Jen and "complicated" path with Emma. Are there any other? Are those worth playing "content-wise" (both NFSW/SFW)?
Emma has a vanilla path, as far as I can tell. It's related to the "Will They, Won't They" achievement. I'm not sure if that's the one you mean with "complicated". As for the others, I don't think so. Maybe Olivia, in a future update, at least it seems like things are changing for her, and possibly, she'll want to settle down. Bri hasn't gotten much screen time yet either, though I suspect any kind of relationship with her will be shown in an epilogue, due to her studies. No vanilla path for Kim or Deb.