
A Different World (1987)
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Robert Guillaume as Dean Winston
Episodes 2
Never Can Say Goodbye
Walter announces that he is leaving Hillman to take a job at a community center in Philadelphia. A roast is organized to give everyone a chance to say goodbye to him. Ron learns that he cannot graduate because he failed to take a European history course. Walter lobbies the dean on his behalf and convinces him to let Ron take the final. Although his friends help him cram for the test, Ron cannot learn enough in one night to pass the difficult exam. He wants to drop out of school, until Walter reminds him of his father's probable reaction. Kim receives a grant to study medicine in London over the summer. She and Matthew must head their separate ways, as he is going to spend the summer with an acting company in Seattle.
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Ron tries to keep his father from discovering that he did not graduate. He dons a cap and gown and takes part in the ceremony. When his father decides to stay an extra day, Ron finally tells him the truth. Mr. Johnson believes that Ron has been treated unfairly and tries (unsuccessfully) to plead his son's case to the dean. Whitley's boss offers her a transfer to the company's main office in New York. Although Whitley doesn't want to leave Dwayne and her friends, he believes that she must take advantage of this career opportunity. They decide to try a long-distance relationship, but Whitley overhears the depressed Dwayne tell Ron that it might be better to end things before they drift apart. She steps away from the window and does not hear him vow to not give up on the relationship. Before boarding her flight, Whitley tells Dwayne that they should break up. Dwayne chases after her and asks her to marry him.
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