I hope that's not the case and it's only a bug.
I didn't have those issues when I played the last version.
Maybe if you go back to that version and played that Georgina will continue the relationship.
Anyway in chapter 1 the only reason to end the Georgina relationship was so she can send the recording to D Blackmail Maria into giving F a big severance check.
Anyway if you don't end it with Georgina in CH1 you won't get the check.
You have another opportunity in CH 2 but I think it's best if you follow the walkthrough.
I didn't I wanted to be a surprise . I could have ended both Georgina and Jennifer's relationship but I didn't.