When Bruce returns home from Vietnam, the family is shocked to find out he is dating, and eager to share his life with, an older woman with a son; when they learn more about Bruce's last deployment, they come together to support him.
As Kim decides to take classes at Bill's college and date one of his star students, Bill must walk the line between teacher and dad; Dean and his friends join the football team where Dean finds himself in a tricky situation.
It's the summer of 1969, and Dean and Bill are experiencing new walks of life in New York City; in Montgomery, Lilian's infamous sister, Jackie, pays a memorable visit.
Torn between his secret relationship with Keisa and his friendship with Broderick, Dean turns to Jackie for advice; after her latest run-in with the law, Jackie decides to turn over a new leaf.
Bill and Lillian consider moving into the first integrated neighborhood in Montgomery; Dean develops a crush on Brad's mom during a sleepover at their house.
Dean heads to band practice with Bill, but the grown folks' business at the music studio prompts Lillian to pick Dean up; Dean learns what his mum does while he's at school all day.
Dean can't wait to spend Christmas with his older brother, Bruce, when he returns home from Vietnam; Bruce struggles to adjust to life back in Montgomery; the rest of the family rely on their favorite holiday traditions to bring cheer.
When their teacher goes on leave, Dean, Cory and Keisa are excited to be taught by Mr. Brady, the school's first Black teacher; Mr. Brady encourages the students to try out for the Knowledge Bowl team, where Dean faces some challenges.
When Lillian joins the church choir, she discovers a new side to her mother-in-law; Kim encourages a guilt-ridden Dean to have an encounter with the supernatural.
After Bill befriends Dean's music teacher, Bill and Lillian attend a party at his house and the evening takes an unexpected turn; with their parents away, Dean, Bruce and Kim make their own plans for the night.