I can't get the Spoiler's good ending. The other guys were no issues at all. There's still that chunk of ice by his feet every time, and I have played through this route seven times now (edit: 12 now). I've watched the sun go down today trying to get his good ending.
I've followed the guide to a T. I got all 4 items for the route and flower scenes (early on before the cut off time for them). I got the park scene. I've done all the gray symbols. I've done everything I can every time his symbol comes up and still am not getting a Christmas gift.
EDIT: Okay, so I think I got it now. It actually triggered on the SIXTH time of me entering the dreamscape, not the fifth as I assumed to mean from the guide. I also was not sure if you meant going into his dreamscape or doing the gray symbol events (like when the game symbol comes up during investigating or when talking to Osiria and stuff) so I split between doing the two. Finalllyyy got it down.