It's a tough choice, but I feel like it might work out better to go with Sage because not only does it allow the MC to still feel like a free-wheeling bachelor who can fuck a couple of hot strippers, but it also seems that Jill is relieved as she doen't haven't to tell him "goodbye" and even see it as some kind of sign that's she's not supposed. Yes, we miss out on some nice touching moments with her and we don't find out about Tybalt blackmailing her, but we will find out about it and hopefully do something about it, and it also keeps our options open for now.