The Olivia Lisa route was a nightmare as it blocked the Lisa and Olivia routes later in the game. I don't even want to think how many real and game days I was grinding at that getting nowhere. It needs a root and branch redesign, the number of threads which didn't inform other threads they where relevant toso you'd have full sex with someone on one opportunity but they'd be shy about kissing you in another it's noticeable that Dark Silver has altered the system in his Glamour reworking and for now simplified the number of threads) there's still about 9000% dangling plot threads that go nowhere or peter out to nothing but I think Another Story and BB In Space have the right idea
It was a nightmare because it wasn't designed to integrate well and was dropped. Probably because a lot of people didn't like having Lisa giving her BF head before the big breakup happened and Max was with the two girls in a thruple. But towards the end when DS decided to "integrate" the two plots, he more or less decided to start over from scratch, and suddenly the sexually liberated and super fun Olivia was a shy girl who barely interacted with Lisa and had a treadmill standard progression route with the MC, each route was a completely different character.
It would have been easy to integrate most of the solo Lisa content into the thruple route, and most of the Olivia/Lisa content into the mentor route. Just have Lisa "practicing" with the MC sans Kira for all of the BJs and other stuff, and Add the later Lisa/Olivia scenes to the mentor route, could even reuse the vast majority of renders.
The issue I think many sandbox games have is that so many have routes that are mutually exclusive, which does NOT work well with a grinding game. Hell even the BB games have a hard break on whether or not Erik is in the house, which causes its own set of issues, because once he is gone, every bit of the driving narrative force vanishes and there is no conflict. One of the reasons the Glamour route is so boring, there is nothing pushing Max do do anything other than his libido, and nothing in the way other than grinding.
There ARE ways around this, Photo Hunt does an ok job, as do some other sandboxes never set an antagonist in the first place, so expectations aren't there for the MC to do anything but try and get laid.