I can only agree on the common suggestion that this update needed to have some plot.
Easy fix would be that Lena always plans fo a date at Blazer to hang out with Ivy. This would be a fixed event and she can chose who she wants to acompany - Ian, Mark (ugh), Robert (double ugh), John (you know something is wrong when Robert is not your worst option). She would meet Ivy and possibly Holly and Jeremy. This can flesh out each characters by having them interact with Lena and their partners. Not really looking forward to 3/4 of these, but Ivy commenting on Ian if he is flirting with her, or dissing Robert and John while these two are nervous around her could be something. Then Holly may enter if its the throuple or if she is about to be corrupted by Ivy, and she and Ivy leave to the glory hole. At Blazer, Lena and her partner can also chat with Jeremy. Ians reaction to Jeremy can be notworthy if he is either fine sharing Lena with him or is flat out angry at him. That way Lena and Jeremy can agree on sex later. The evening ends with Lena fucking one of the four boys (or none) and the next day Jeremy.
My point is, that you would have one distinguished scene in which every character interacts based on their and Lena/Ians prior choices. You know, the games original premise.
The first Stan scene is decent, a debauched camgirl like Lena exploiting her simp roommate for money is entirely consistent with their characters and a proper progression down the rabbit hole. This adresses the elephant in the room, why someone like her would interact with someone like him. And it also would be better if it had a proper set-up, like inviting Stan to the shoot and have it unravel, rather than just jumping to the end. Haven't seen the romance yet, thats probably far worse to sell just by the premise being nonsensical and not justified.
Holly Hole content was a risk that overall paid off. There are some eyebrow raisers regarding the plausibility of Holly jumping to 5 to 10, but it leaves a few questions for later to keep us engaged.
I'm honestly not optimistic about the Billy event. Just like the recent Seymour trip, it is very limited on the main and secondary characters and if anything we can fear it wants to compensate with another superflous cameo. If Eva has the gall to let Billy introduce Tyrone to Lena and Ivy, I rage. At best we can have a competition and serious talk with Ivy. This woman is on standstill for too long. Be it Ian, Billy, Jeremy, that girl needs to get laid with someone. Its not like I expect much for Lena to gain something out of the event, worst case just a rushed free ticket to become a porn star, yawn.
Then back to Ian and his girls to save the game.