Looks:
Bella >>> Maya = Josy > Jill > Sage
Personality:
Jill > Josy = Maya > Bella > Sage
Sexuality:
Bella > Sage >>> Josy > Maya >>> Jill
Baggage (least to most):
Jill > Josy > Sage > Bella = Maya
Future:
Jill > Josy > Sage > Maya >>> Bella
I will expand on this further as I seem to have pissed off some people.
Looks are purely subjective so no point in explaining.
Personality:
1. Jill is the definition of innocence. She is always on her best behavior and is fiercely loyal. Never gets jealous, trusts you and forgives you completely after learning the truth about the Preps party. She is the dream girl personality-wise.
2. Josy/Maya are both fun all around, and perfect combo of behaving and getting into mischief. They both like/love you unconditionally. Also any girl that willingly shares you with another is automatically in the top 0.1% of women.
3. Bella is basically two different people. When she first meets you she is a cold-hearted bitch, let's be honest. The definition of no fun allowed. Eventually she becomes a different person for the better and by Ep11 she is a really nice girl.
4. Sage is jealous, possessive and untrusting (although she has a good reason, it has nothing to do with you). She also gets mad at you for no reason all the time. Lots of fights.
Sexuality:
1 and 2. These are self-explanatory. Both Bella and Sage are the most experienced choices by far. Both are cool with taking it up the ass and swallowing cum without hesitation.
3. Josy is more adventurous and experienced than Maya so she is ahead.
4. Maya is more conservative sexually and needs a lot of preparation to even have PIV sex.
5. Jill is also self-explanatory. Literally a virgin until you fuck her.
Baggage:
1. Jill basically has none, she is upset about her sister's death obviously as well as her father's alcoholism, but neither have impacted her relationship with you in any noticeable way (yet).
2. Josy is going through typical young girl problem (identity crisis, worried about being seen as too basic, etc) but none of them are worth getting worried about.
3. Sage has issues with jealously that will probably never go away. Her anger issues may subside but there is no guarantee.
4. Basically a tie between Bella and Maya. Bella's age is a barrier as far as having kids, and the age gap will never go away obviously. Maya has the worst personal life by far of all the characters (father abusing and entrapping her, mother has a terminal illness, worry about inheriting said illness, etc) and that will be a massive minefield to navigate.
Future:
1. Jill is one of only two characters (at least that I can recall) that tells you she loves (or rather, that she would have). She also has the most financial security of all the characters, so getting married and raising a family will be easier.
2. Josy is the other character that tells you she loves you, and unlike Maya, has no issues that would prevent the two of you from starting a family. She is also much more interested in being in a real relationship than a "throuple".
3. Sage already has shown interest in getting married and raising a family.
4. Maya is here just because she doesn't have the age gap barrier that you and Bella have.
5. Self-explanatory. Bella will be in her 40s by the time the MC is willing to settle down and have kids. Not great. There is also uncertainty about whether the relationship will even be allowed to continue.
Genuinely interested in your feedback and corrections if I've said something that isn't correct.