D.J. comes running in the house with a skinned knee. Dan and Roseanne take him to the kitchen to get fixed up, but when Dan slings open the freezer door to get ice, he accidentally hits Roseanne in the face, knocking out a tooth. After a few failed attempts earlier in their relationship, Darlene and David finally have sex for the first time. They also get the responses to their college applications. David doesn't get in, but Darlene does, prompting her to hide the truth... at first. Determined to be allowed to go to this art school in Chicago, Darlene enlists her Aunt Jackie's help to try and talk Roseanne into letting her go. Dan gets a job with the City.

After a night of drinking with the New York socialites, Roseanne has a strange dream about the future of Darlene and her baby.

The Conners are invited to a wealthy Cape Cod estate, where Roseanne butts heads with the "old money" set.