Ya I totally understand - I actually took her (Allison) to the gala, I just basically drew the line after that, and since I like Kris a lot, too, that probably nudged me since you run into Kris there as well.
Ultimately I feel like Allison's just gotta stop with the vitriol. I totally get that the MC betrayed her and was a total insensitive ass for cheating and the damage that was left in the wake of their relationship for Allison both personally and professionally, but because of the crisis they are going through with Lily, she just needs to put her adult pants on and sideline that bs for a bit while they deal with the crisis - no more digs at him while they are working on this thing for Lily. It would be one thing if he was being irresponsible and not focusing on things with Lily, but at least in my playthrough I make Allison + appointments for Lily and earning $ the primary objective and the two girls I'm now interested in romantically (Kris & Maggie) secondary objectives - picking Allison up for appointments with Lily is #1 as-is any potential for earning money on the project or with racing (I even declined the tea invitation with the doctor so I could take Allison home even though I had no interest in her romantically at the time, just because it's what I would have done in the situation IRL), so my outlook on the situation is...my MC is doing more than Allison is for Lily, so give it a rest for a bit, Allie, we're on the same team in this, don't keep hacking at the hull of your own ship or we'll both sink. I'll end my rant now.