In case, its still (..) Possible (for now, as she want to meet with the band) to have both the two and Selena, this said explaining the situation could be an option.
Given respective know personas they are each different which could make it work, even if, he doesn't know correctly enough any of them out of maybe Jane (Since around for years).
Ie : start by asking if bi or curious, from which introduction then some time together.
The scene with Selena being probably the best in game for now, great lights, fitting locations and atmosphere.
Only thing is there no age mention at any time. As to status Selena should be a bit older than Lisa, not enough as to others.
This said, wonder how Lisa could handle concerts and tours given she is studying. TBS.
Others should all be olders than mc, who should have completed college ?
Cheating, with the two why ? They are apparently not that experienced, so the MC should be able to bring them up quite good.
This said, Lisa has already given interest to the MC sister, who should he quite happy to get a younger sister as she is.
As to Tue father, a younger girl could have quite a good effect presence based, human relationship are quite following guidelines (something which link to profile, who don't apply overall (no surprise since current physic can apply to dark matter or even harder, dark energy).
Looking forward continuation of the story's, quite ambitious to go from basis with this much LI but fitting so far.
A suggestion,add in profiles which could be updated based on both time and events as to give an option to have an option to gather again over details.
That and a Hide button, the current text box transparency setting is good, but on some scenes..