Whitley gets a job as an assistant art buyer for E.H. Wright Industries. She attends an auction in Washington, D.C. as an observer. When her boss steps out to take a phone call, Whitley disobeys her wishes by bidding on a painting from a promising young artist. Whitley fears that she will lose her job, but the painting turns out to be a great investment. Although her boss disagrees with her tactics, she applauds Whitley's intuition and enthusiasm. Freddie's new philosophical radio call-in show fails to attract interest because no one has any idea what she is talking about. She becomes a big hit after she assumes the persona of Jamaican-born ""Mother Eartha"" and distributes advice to her listeners.

Whitley plans to sleep with Dwayne for the first time on his birthday. The public speaking professor assigns the students to write their own eulogies. A young woman named Josie stuns everyone with her speech, in which she reveals that she contracted AIDS through unprotected sex in high school. Gina and Terrence display their ignorance about the disease and are afraid to be around Josie. Kim and Mr. Gaines defend her and advise the duo to become more informed. Ron worries that he could fall victim to AIDS because of his history of casual sex. He and Dwayne decide to undergo HIV testing. Whitley, still shaken by the news of Josie's illness, decides that she just isn't ready for sex.