After breaking up with his girlfriend, Lisa, Jed starts his day at Evergreen Academy vowing that he won't be with girls for a long time, but soon he realizes that his new school is an all-girls school except for him and three other boys (Cary and Phil).
At the new school they don't have a locker room, they have to play sports with girls, and they have to attend home economics classes. But when Jed realizes that he has no chance of transferring to another school, he decides to give Evergreen a second chance.
After Jed starts to accept Evergreen he becomes a 'little sister' to Miranda, which results in all three guys singing "I will survive" dressed like girls. Although Kate seems interested in Jed, Jed has become interested in Miranda.
When the boys go to the activities fair at school, they are approached by Miranda who invites them to her birthday party, where she laughingly says she will be sacrificing a virgin. From this point on everyone tries to project their sexual stasis, except for Jed who is forced by Miranda to confess that he is a virgin.
At the party Jed really hopes that he and Miranda are picked as "the couple," and he matches with "girl number three," who he doesn't find in time as Phil accidentally makes the fire alarm go off and the police crash the party.
When a new adviser is hired at the school to talk about drugs and alcohol, the boys start to become jealous. Things get kind of weird when drugs end up in Cary's hands, which causes the entire school to respect him. Chaos follows as usual.
Bow Down week comes to Evergreen Academy, where seniors students are allowed to select junior students to be their slaves. Carrie (a girl who calls him Dorthy in an attempt to humiliate him) picks Cary; Phil is chosen by Judy (and realizes that the only way to get through this painlessly is to bow down to her every demand); and Jed is picked by the lesbian basketball player, Joely.
When he is humiliated by Fort Union students, Cary struggles with his masculinity and decides to seek revenge. When Jed discovers Kate on a date with Phil, he becomes jealous.
On a field trip to New York City Jed, Kate, Cary, and Stella meet Jed's ex girlfriend, Lisa, and suddenly Jed sees the possibility of a threesome in the works. Meanwhile, Stella and Cary take a break for the continues fighting to make love, and Phil, he ends up beaten by his team.
All the boys start to fantasize when they end up locked in the school for an entire night. These fantasies include: having sex with Miranda Mills, playing in the kitchen with Kate, pretending to be drunk, and swimming naked in the pool.
While Jed is dating Miranda and Kate, he eventually breaks up with Miranda, who then wants revenge resulting in Kate breaking up with Jed. Phil then tries to make his move on Kate, but in the end, everyone ends up in the hospital.