It's worth it now, but when that Bella ending comes around and the MC has impregnanted a woman who is over a dozen years older, and is living with her... it's not gonna feel perfect. I wonder how MC dad and his friends would react to this...
A Josy ending would seem plain or stereotypical.
A Sage ending would include a lot of "what's fun without risk", her and MC doing risky, bad shit and having lots of sex.
A Jill or Maya ending might seem like the best, but Maya (and Josy) seem to bring a lot of drama so I'm leaning towards Jill.