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- Season 1 overviewSep 27, 2009-May 23, 201021 episodesSeason 1 episodes1. Pilot Sep 27, 2009
- Cleveland decides it's time for Cleveland Jr. and him to leave Quahog.
- 2. Da Daggone Daddy-Daughter Dinner Dance Oct 4, 2009
- Cleveland asks Roberta to the school's father/daughter dance.
- 3. The One About Friends Oct 11, 2009
- Cleveland, afraid that Cleveland Jr. has no friends, invites his neighbor's son to the house.
- 4. Birth of a Salesman Oct 18, 2009
- Tim wishes that bad things on Cleveland after he is named top salesman at Waterman Cable.
- 5. Cleveland Jr. Cherry Bomb Nov 8, 2009
- Cleveland Jr. takes a vow of chastity when Cleveland has "the talk" with Roberta.
- 6. Ladies' Night Nov 15, 2009
- Cleveland discovers that Donna is still attending a support group for single mothers.
- 7. A Brown Thanksgiving Nov 22, 2009
- Cleveland celebrates his first Thanksgiving with his new family.
- 8. From Bed to Worse Nov 29, 2009
- Cleveland and Donna are excited to have the house to themselves.
- 9. A Cleveland Brown Christmas Dec 13, 2009
- Cleveland lets a secret slip when he fills in as Santa Claus at the office holiday party.
- 10. Field of Streams Jan 3, 2010
- Cleveland visits his old high school and discovers there is no longer a baseball team.
- 11. Love Rollercoaster Jan 10, 2010
- Ms. Eck encourages Roberta to change her appearance in an attempt to teach her an important lesson.
- 12. Our Gang Jan 31, 2010
- Cleveland takes a group of delinquent teens under his wing and forms a club.
- 13. Buried Pleasure Feb 14, 2010
- Holt confesses to Cleveland that he wishes he had a special someone in his life.
- 14. The Curious Case of Jr. Working at the Stool Feb 21, 2010
- Cleveland challenges Junior to get a job to teach him responsibility.
- 15. Once Upon a Tyne in New York Mar 21, 2010
- Cleveland and Donna head to New York for a long overdue honeymoon.
- 16. Brown Knight Mar 28, 2010
- Cleveland and Donna are mugged; Roberta takes advantage of Rallo when he thinks she is dying.
- 17. Gone With the Wind Apr 11, 2010
- Donna puts Cleveland on a new diet; Quagmire visits Stoolbend to deliver some upsetting news.
- 18. Brotherly Love May 2, 2010
- Rallo gives Cleveland Jr. tips on how to woo the girl of his dreams.
- 19. Brown History Month May 9, 2010
- Cleveland and Cleveland Jr. tell Donna and the kids about Black History Month.
- 20. Cleveland's Angels May 16, 2010
- Kendra discovers that Cleveland was cheated out of the money in Roberta's college fund.
- 21. You're the Best Man, Cleveland Brown May 23, 2010
- Cleveland discovers that parents plan to remarry and he will not be the best man.
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