Many people have difficulty reaching good endings in Crossroads.
Here are some general tips.
First you need to know that there is a scoring system on two dimensions: affect/respect and lust. The level of these for each girl depends on what you say and do. If the level of either is too low, you will not make progress with that girl. For most girls this is rather straightforward, but Evelyn is more complicated. If you are too obedient, you will loose her respect.
Second, certain combinations are not possible. For instance, you cannot please both Olivia and Ava, or Evelyn and Olivia.
Third, the default (if you play reasonably well) is Emma. So for some endings it is necessary to ruin your relationship with her.
