Thanks.If you want you can use my save, only thing about it is that some stuff was changed during the save update. For instance I had Eve as a girl now she's a trap with a D instead, I had Tammy as my sex friend this was changed into me having June as my gf and lastly I believe I had Helen as my sex slave instead of Mia as a gf but it was changed into me having Mia as a gf. Oh and yeah I believe that with me wanting to be a bro I allowed Tony to watch while I banged his wife but it was changed into Tony not being allowed to watch.
Outside of that I believe I have everything done, stats maxed out, tons of cash since I cheated, all cookie jars unlocked, everyone has been pregnant at least once that can be. Etc etc so pretty much a 100% save I believe though I haven't understood how to go into new game plus yet. Though I am still unsure on how to get Cassie to swallow and Judith to get naked since they both say they have to get to know me better, unsure if I just need to do a ton of more sex scenes with them or if it's just not implemented yet.
I took your advice and restarted the Game and just focused on the Main story and everything went well. I dont know where the Problem was the first time. I now focus on the Side Quests seperately. I think the game does not like a sandboxish Gameplay