The Stanley Parable sequence is quite frankly, the worst chunk of content Caribdis has ever produced across both his games. On its own, it's not offensive (although a dated reference), but where it occurs in the story has the effect of completely tanking the pacing, removing the characters from their forward momentum towards their goal... And most importantly, it is purposeless.
There is context to consider here. The new world "arc" has already been split by occuring between two updates. We already got derailed by the 8 months of development. To have it then interrupted again for a one-note joke that lasts from 30 to 45 minutes, has no relevance to the new world plot (and can barely be considered an obstacle), and has such a different vibe from what happens before and after it, that it feels like a complete break. It is a thoroughly annoying sequence. The idea of Orion confronting his fears of what might happen to the girls in the future if he fuck's up is a good one. However, I think that this was both a poor execution of that idea, and I know it was a wholly inappropriate place for it to be put in the grand scheme of the story.