Oh oh there you are Josy, that's not very kind of you is it?
First time it happens to me, being with Jill didn't even give me the option to tell her "I feel the same" during the pillow fort scene, and this is what happens afterwards.
The "good part" is that even a dude with the empathy level of an amoeba (Tremolo/MC), follows up better, no shouts, scolding or crazy stares, just:
"do you want me to say something humiliating to make you feel better about dropping this on me, again?"
Does this also happen if you confessed still having feelings for Maya? Haven't tried that yet.
To specify:
Told them to stay as friends
massive CHICK
Said I did still have some feelings for Josy
Picked Jill's path
Got no option during the "Pillow fort" scene, it just was "no I don't Josy, sorry"