Mark is assigned to a private school by P.J. to teach American history. The school is nothing like what Mark is used to. Everyone is properly uniformed, preppy, and all white! He ends up teaching them all about black history ""from slavery to Soul Train"".

In this episode, Geneva has a hard time at the grocery store. Nicole asks why men treat women differently than others. Nicole decides to dress and act like Vanessa and see men, or usually Tyler, will respond to a woman like Vanessa. Mark teaches a drama class at Oakland High. Mark receives a letter that his assistant coach, when he was playing high school basketball, has died. The coach's son asks Mark to give the speech at the funeral. One problem, Mark does not know who the man is. Mark's plan is to look at the body of the dead man in the coffin to see who he is. Unfortunately, he was cremated. Now Mark has to give a speech on the man he does not know. Will Mark remember the assistant coach?

PJ and Victor are planning to get married, and this couldn't make Mark any happier, cause that would mean she would be leaving to go to Chicago. But Mark discovers something about Victor and wrestles with whether or not he should tell her or not.

Mark catches Vanessa lying on the phone to Thaddeus. They make a bet. So, when P.J. invites them to her fund raiser thay can't get out of it. P.J. wants Mark to take her niece Luttie to the fund raiser, and that's the way it goes since Mark can't lie about not having a date. Tyler falls in love with Geneva.

Mark meets Vanessa's extremely weathly parents for the first time, and hopes that they will pay for the wedding.

Mark promises that he will introduce Tyler to his favorite rap star who happens to be an old friend of Mark's.

While Vanessa's friends give her a pre-wedding party at a strip club where her old boyfriend works, Mark's buddies host a similar party for him.

Vanessa wonders if Mark really understands her. She places an advertisement in a section of the personals and then tests Mark by telling him to determine which ad is hers.