I guess technically by actually doing the story he ruined their relationships first.
Riyo-bunnygirl did that first by recruiting Anastasia to be an enforcer of the Yuri Singularity. There's no indication that Kadoc exists beyond being a character in Gudao's furry yaoi comic. Jury's still out on Xiang Yu though.
Who'd have thought that Osakabe was a lover of vanilla
And thus a dazzling lovey-dovey development ensues.It'd also be good to have Rider-stolfo see through this and the distance between the two widen immediately.But then Rider-stolfo would notice that he's just using his body for comfort after failing the gacha.And he realizes that true happiness has been by his side all this time.B-but then something like this: I guess Rider Astolfo has always been by my side.He should lose everything he has and be left in tatters.It's garbage to say the least.What a great difference in interpretation.You've finally come at last, Saber Astolfo-chan!Lostbelts are scary...It would be more appropriate for him to lose it so spectacularly doing the gacha.It should be impossible for that guy to pull Saber-stolfo.How is this plot?"Wherever You Go, I'll Be There (deep "meaning")" kukukukuI have nothing left for rent...Master!