Having gone through all the endings (with the best ones of course being the two threesome endings), I've actually began to question how separated they needed to be.
First off is my major problem:
Evelyn: It is dumb to have her be separated from him in any ending almost. Except maybe Primrose or Nell. If we're talking solely others, Callie would have accepted her (if you weren't already a triad) after the ending just as much as before. And if we talk about Thorn, she had her Lesbian training for a reason, it wouldn't be hard to assume that our bisexual sister would fall for someone as hot as the former fairy queen. Outside of the town, separating from her as the King would make even less sense. Firstly, because Selena and Lilith are asking you to do exactly what they refused to do. That should have been a deal breaker from the start. Secondly, she's the sister of the King and Shadow of the Queen, she's going to be not only in the Capital but probably living in the castle. If you can get away with S/L threesomes adding Evelyn in is nothing. Lilith would be able to stop any unwanted incest children from being born, and if they were, the King would simply adopt their nephew/niece since his sister would remain unwed and her pregnancies could be considered "Part of the job" with her role as Shadow.
Callie: In my mind, this one makes the least sense. Sure, you've made her bisexual, but from the little detail we have of the spell it's clear the spell only lets them become attracted to the caster. In the Callie endings where you aren't with her, she goes right back to eye fucking every woman in town. If you had a triad with Evelyn, they'll become lovers. She doesn't go out looking for a different man. So then what I don't see as a problem is why she would have any problem with you introducing 1-5 girls into the relationship if she's that much of a lesbian predator... Hell if you took her to see Agnes at the church she'd probably be over the moon. Now her working within the King ending is less probable, but workable if you have her installed as the royal dress maker. There'd be plenty of times for "Private Fittings" with Queen and Princess. Callie doesn't want to have children and Lilith would be more than happy to Contraceptive her to prevent it from happening.
Nell and Thorn: Whether by becoming the Fairy King with Nell or staying in town with Thorn, I can't even begin to see why these two need to be separated. You are the link between the two worlds, and as we've seen we can walk from one to the other in less than a day. The Queen needs to stay at her post, but the King doesn't appear to need to follow such rules. As such, even if Thorn refuses to return to the Fey Court you could still be the one who keeps the two sisters connected, while at the same time continue seeing both of them. I mean, how're they going to find out if Thorn won't go back? Who's gonna tell them? Belle?