I see how "Luna", "Penny" and "Calypso" lack their "i love you" moments with Orion, which in my mind are "must" before the harem. Once they are over, all lewd scenes will probably be threesomes. Like how in the last game, past certain point, nearly all lewd scenes involved more than one girl.
I think that 0.9 will be the final update before the "end game" story arc begin. We were told that 0.10 will be shorter, as well as end on big cliffhanger. There aren't a lot of updates remaining. I can see Cari using this update as "final moment of respite before shit hit the fan" in which cause "using it to close the remaining girl's individual arcs" make sense.
At the same time, with everything else happening in the upcoming update i feel like adding in Penny scene will be a bit much. In the sense that "proper i love you scene need set up" which is kind of there. The main problem in my mind, is that if it's in this update it will be "in between other things happening". ... There is also how we still have to see how her whole "model" shtick will help the gang, which was foreshadowed a few times in the story.
If there is "Penny" scene here, then in mind there won't be "Alex + Dalia threesome" but instead we will get "Nova + Annie threesome". ... Again, unless Orion use the duplication artifact and decide to do "Penny in one room" and "Alex + Dalia in the other room" while "Nancy is happy that the harem she is setting up seem be working so far".