Buttle encounters a beautiful college sophomore, Lisa, who shares his passion for Shakespeare. Intrigued by his knowledge of the bard, Lisa decides to sleep with Buttle and the two engage in an afternoon of earth-shattering sex.

Back at Winslow High, Senate learns that Juan Figgis' mother has been convicted on drug charges and is going to jail. Determined to provide for his family, Juan ignores Senate's pleas to finish his education and drops out of school to support them.

Meanwhile, Lipschultz collapses in class and is rushed to the hospital. A student, Kelly O'Toole, comes forward and confesses that she slipped ecstasy into his coffee as a joke. Harper decides to play hardball - he calls the cops, who take Kelly away in handcuffs, and then proceed to search the lockers.

Senate struggles to do the right thing concerning Juan and calls Social Services, who break up the family. Realizing that he did more damage than good, Senate begins a foundation to raise money to keep Figgis in schoo

While heading to work, Lauren's car breaks downs. She gets so frustrated with it that she starts jumping up and down on it and smashing the windows with a baseball bat. Suddenly, an old student of hers appears named Daniel Evans who thanks her for changing his life. He shows her a history text book he has written and she is very impressed. He asks her out for a drink, and she immediately says yes. After, they head to her place and have a night of passion. The next day she tells Marilyn, who finds it a little immoral. Lauren cannot get past how great the sex was. Lauren admits she finds it a total turn on when Daniel calls her Ms. Davis.

Marilyn is dealing with a boy named Jeremy who throws up after an anxiety attack related to his mom not being able to accept his mark of a B+. He goes to the nurse, where Marilyn notices a huge bruise on him. He says he got it playing basketball. When Jeremy's mom shows up, she says he must of got it on his scooter. Marilyn suspects abuse.