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The triggers for that scene are:

-Having all five previous visits with Jasper, being on the observe path, and a Jasper romance of 70 or above

So maybe you didn't get quite enough romance?

I'm positive I did everything the same as I had previously when i romanced him, EXCEPT hosting a event in week 1 and offering him an invitation, I believe. So I guess that was the dealbreaker? My goodness! 

(+1)

Jasper is the super challenge mode romance for a reason <3

Fair enough! <3