18 year old Vanessa reveals that she is engaged to a 29 year old Head Caretaker of her University ... and has been for six months.

During his first parent-counselor meeting, Theo and a single mother discover mutual attraction. Rudy meets Stanley and the two are immediately smitten with each other, much to the chagrin of a jealous Kenny.

Vanessa's grandparents Russell Huxtable and Carrie Hanks are desperate to meet her fiancé Dabnis, who bonds with Cliff over a plumbing job.

As Christmas approaches, Clair gets a wonderful present: the completion of her special room.

Theo decides to turn down the corporate job in San Francisco and attend graduate school in New York. One of the students at the community center finds $600.