Jeff appears after you had recruited 8 girls and have 1 crush. Jeff is a winnable jock and gets cut in gym. Then you will have to find a match for him and go on dates with him. Keep dating him until he becomes your crush!
Jeff: Sigh...cut again...Why can't I catch a break...
Pick the girl you want to match with Jeff. After choosing your girl, the girl you chose should say:
Jeff: I got cut again, I just don't understand.
Girl you chose: How about we hang out?
There are 5 levels:
Strangers 21 Points
Causal Friends 30 Points
Close Friends 216 Points
Sparks Flying 270 Points
Crushes 0 Points
Jeff: (Girl you Chose), I'm totally over trying to be a jock, I want to be with you all the time!