Just FYI, this isn't correct. I just replayed the beginning and made all the "love" choices — she's at 8 Love 0 Lust at this point — and she still says "[the MC] had left her vulnerable after the conversation they had back home" as she's about to enter the shower. But in that playthrough, Claire didn't "stretch like Olivia," and so Darryl doesn't even exist in the game yet. There was no MC dream, and thus no conversation about the dream the next morning.
On the same playthrough, if you switch to "other men" during the Claire masturbation scene (Claire is now at 8 Love 2 Lust), she goes to the bar with Olivia and recognizes Darryl. Which she shouldn't, because she hasn't met him yet. The easy fix is to provide different text so that she's attracted to him but not because she recognized him, after which she can go ahead and do what she does downstairs for whatever reason other than a preexisting interest, change the dialogue downstairs in which she recognizes and remembers Darryl's cock, and now they do have a relationship.
If you get to the gloryhole via this path, you also have to change the MC's interior dialogue once he and Claire get home, because he's thinking about the shower with Darryl...an event that didn't happen in this playthrough. He also asks her about the shower when she returns and she tells him all about it, but it still didn't happen (unless you intend that the NTR events happened no matter what, but in any case neither the MC nor the player would know about it). The dream is also referenced, but that didn't happen in this playthrough either.
As a further observation: if you play it this way — love route until the masturbation scene, after which Claire goes to the gloryhole — you arrive at a Halloween pool scene in which there's no Darryl but there's still the Jenni "NTR" event if you played her path that way. It's not a fatal logical flaw, but it's probably not how this is supposed to work. If Claire's willing to blow Darryl at the gloryhole without prior knowledge of him, then he should probably be at the pool because this just reeks of an Olivia-manipulated event, which I think was your intention. If you're going to try to write a "willing hotwifing/NTR" path or an "Olivia corrupts Claire" path — and I don't know if you are — this would be the way to arrive at the same post-pool events as the full NTR scene. But there's some cleanup required before it arrives at that point.