Yes, I did all that including the 'lay down your burdens' option, so maybe I messed up by pushing for more information both times. So I will go back and not push for more information the second time (on the Explore Bedroom talk during Week 4 I did pick 'Promise not to talk about the trial' already if that's what you mean. I saw somewhere that apparently the response you give Jasper after the ride in Week 2 negatively or positively affects the relationship with him? I chose the (paraphrasing) 'I'm as good as I can be considering someone tried to kill me" option, but saw that the "I'm not sure how I feel" option gives the most relationship improvement. Maybe that's how I missed his ending? EDIT: LMAO oops I went back and realized that I missed Jasper's Week 6 conversation between preparing for the ball, stat-raising and gaining faction approval so I will probably get it now.) and also do the Historian chain if I can.
And also figure out how to build my stats to get all four Legendary endings for his best ending. Maybe that will only work from New Game+ after I complete other romance routes first though.
Thank you for your help!