At Jack's suggestion, Wyleen see the school therapist to help with her problems with Boyd. The therapist suggests bringing Boyd in for a session. Leonard's brother is coming for visit and he isn't prepared to see him.

Boyd and Wyleen host the Pritchett family barbecue. Joy seems to get very tired, every time her pending wedding to Jack is mentioned. Leonard has a part-time job delivering meals to shut-ins and his first stop won't let him go. Wyleen is struck on the head by a flying pork chop that brings them to the hospital.

Wyleen gets hooked on fat-free cookies. Leonard wins free groceries and the ensuing publicity photo gets him a disciple who thinks he's the messiah. Boyd tries to follow Joy's wish that they take a break from each other.

Boyd plans a group outing for line dancing at a country bar. Wyleen gets the opportunity to be a country singer. Leonard confesses to having a dream about Liz and is nervous about making another date.

Wyleen decides to run for president of the freshman class.

Boyd searches for the name of the landlord of their building, since the heat has been off for the past two days. The college entertains an obnoxious alumnus, who is funding the establishment of a new media center.

Everybody wants to have lunch with Boyd so they can get his advice. Wyleen wants to him to be there when she has lunch with the newly reformed Cookie. Joy wants advice about her pending wedding to Jack. Tasha wants assistance with her husband Darrell. Leonard worries about talking about radio in front of Jack's students.

When a new president is selected for the college, Boyd loses a job. Cookie expresses an interest in Leonard.

A men's magazine want to do a layout featuring the women of Harrington. Leonard gets a date with a former centerfold. Cross takes Joy out to dinner at the same time Jack takes the editor of the men's magazine.

Boyd arrives in Boston with his sister Wyleen. While she is attending Randolph Harrington College, he gets a job as a handyman at the Student Union.

Wyleen discovers a there is a secret woman's society on campus and decides she needs to join them. Butterfield schedules to meet with Leonard about something.

Tasha detects that Joy might be a bit jealous of Boyd. Wyleen learns about conspiracy theories and hidden agendas from Professor Reed. Leonard gives up his job at the cafeteria to go on unemployment and spend his time in the park, where he makes new friends.

Tasha suggests to Jack that he recruit Boyd to organize a surprise party for Joy's birthday, a date he'd forgotten. President Butterfield tries to inform Leonard that his funding has been cut.

Tasha sets Boyd up on a blind date. Joy accidentally calls Jack "Boyd". Leonard helps Tasha move into her newly painted office. Wyleen, still working for Professor Reed, must listen to him deal with losing Joy.

The college rolls out a new credit card program that it locates in the student union. Wyleen's been approved and begins to spend and spend. Leonard is caught in the middle of Jack and Joy's separation as well as Boyd and Tasha's disagreement about their need for office space.

Wyleen gets the lead in the play The Tea Ceremony. Joy arranges a date for Tasha and also tries to fix her hair. Leonard reluctantly agrees to become the editor for Jack's new book, but becomes a replacement for Joy.

Cross gets on Tasha for disciplining the son of a major college benefactor. Wyleen tells Boyd it is time for him to move out. He looks for a place to stay and winds up with Tasha. Joy is hired by Cross as a professor in Jack's department.

Wyleen is the subject of a student film, showing her daily life. When Jack doesn't seem to want to make the effort, Boyd takes the challenge of raising the funds to keep the school's non-essential programs alive, including Joy's storytelling program.

Joy asks Boyd to double-date with Jack and her friend Anna. Boyd uses the chance to get closer to Joy. Meanwhile, Wyleen tries to have a relationship with Morgan.

Joy's mother comes for a visit and takes more of a liking to Boyd than is comfortable for him. Leonard needs an insurance physical and gets an appointment with Tasha's gynecologist. Wyleen is also going there because she is thinking about making the next step in her relationship with Drake.

Boyd and others are against a tuition increase proposed by Cross. Wyleen wants to borrow money to obtain a fake ID. Leonard's guest for his radio show is Tasha's estranged grandfather.

Boyd uses Leonard to get Jack to take an offer from Stanford, so he can have Joy to himself. Wyleen finds another student who's also having trouble adjusting to college life.

Trying to study for her finals, Wyleen is fighting a cold, Boyd's interruptions and Jack's cryptic messages about the content of the final. Boyd cons the campus radio station manager into letting them use the station equipment. Instead of cutting a tape, Boyd lets Leonard rave out over the air about the blues he's feeling.

Wyleen develops a large cold sore on her upper lip. Boyd frets over the color of his teeth as he begins to work his new job. The crisis center is in danger of losing its funding, Boyd's first case as student liaison. Joy and Jack discuss their relationship.

Cross is going to be featured on a public television program called American Mind as a prominent educator. Boyd is tired of paying for everything and wants Wyleen to get a job.