Wayne has started dating Bonnie, a single mother, and becomes more mature from the experience. Meanwhile, Winnie is still mad at Kevin after the events of the previous episode. Kevin decides to buy her a big teddy bear, only to find that Winnie has a new boyfriend over. Kevin meets a girl named Cindy who is interested in him, but Kevin notices she acts childish. After asking, Kevin finds that Cindy is indeed too young for him, but he gives her the teddy bear. Eventually, Kevin and Winnie make up and become a couple again.
This episode includes examples of:
- Armor-Piercing Question: After noticing that his new girlfriend acts more like a child, Kevin ends up asking her about her age, learning that she is at least three years younger.
- Character Development: Wayne starts to act like a more mature adult when dating Bonnie.
- Unusually Uninteresting Sight: When Kevin brings an oversized teddy bear to Winnie, neither she or her new boyfriend acknowledge the teddy bear during this visit. The narrator points out that nobody seemed to notice. At the end, when Winnie finally forgives Kevin, she asks what happened to the bear.
