Ian has potentially just broke up with Lena so he could be with Cherry. I imagine in this scenario we'll see more of these 4 interacting soon, now that the beach trip is done. Since the stage for them was set.I agree that Cherry could have brought interesting dynamics, but for whatever reason she hasn't. Maybe I will be proven wrong in future updates but there has been quite some time since the Lena/Cherry/Axel drama was revealed and so far Cherry's past association with Axel is not that different to what Lena's already brings out.
If Ian and Cherry didn't establish relationship, then her presence will be likely indeed limited down the road. Although she may make independent appearance if Lena gets back to Axel, which is also potentially a very recent development.
As much as i laugh at it, having Robert as actual RO is interesting, because you don't often see a route with character who is noticeably just mediocre/flawed as genuine option. It makes the game more grounded, in that he's basically your average guy that's like the most of them.Robert as a legit LI for Lena is a joke.