1 - hours
2 - Day of Week
3 - Days Passed
4 - Relationship Maria
6 - Relationship Sara
8 - Relationship Amy
10 - Relationship Laura
12 - Relationship Rachel
13 - Relationship Morgan
14 - Relationship Mark
15 - Relationship Tyna
16 - Relationship Tom
17 - Relationship Beth
18 - Relationship Ronald
19 - Relationship Daisy
20 - Relationship Nadine
21 - Relationship Pam
22 - Relationship Charles
23 - Relationship Sandra
24 - Relationship Caroline
25 - Relationship Phil
26 - Relationship Nurse
30 - Relationship Jason
31 - Relationship Mrs Turner
32 - Relationship Mrs Taylor
141 - Stealth
146 - Aim
181 - More in love with Sara
182 - More in love with Maria
183 - More in love with Amy
184 - More in love with Laura
185 - More in love with Rachel
186 - More in love with Mrs Taylor
187 - More in love with Sasha
46 - Endurance
47- Skill
1996 - Karma
48 - Relationship Christian
49 - Brenda
50 - Sasha
Also last I checked there is no way to miss out on a character's content especially if you didn't start it. For a character's content to unlock (Nadine, Caroline Sandra, Etc) you just need to max their affection out to the point where it won't go up anymore during the recess section. 15 is the max for just about everyone there who can have their affection risen.