Derek is one of Oliver Wilkerson's friends that picks on Cleveland Brown Jr. during his first day of school at Stoolbend High School in "Da Doggone Daddy-Daughter Dinner Dance". He attempts to join Laine and Reggie in making fun of him for kissing his dad goodbye, but goes much too far and makes the situation uncomfortable for everyone present.
Derek was the one who originally nominated Cleveland Jr. for student-council president as a joke in "Ladies' Night".
- TCS102 Da Doggone Daddy-Daughter Dinner Dance
- TCS106 Ladies' Night
- TCS108 From Bed to Worse
- TCS111 Love Rollercoaster
- TCS116 The Brown Knight
- TCS118 Brotherly Love
- TCS121 You're the Best Man, Cleveland Brown
- TCS204 It's the Great Pancake, Junior Brown
- TCS205 Little Man on Campus
- TCS206 Fat and Wet
- TCS211 How Do You Solve a Problem Like Roberta?
- TCS304 Skip Day
- TCS320 Flush of Genius
- TCS322 All You Can Eat
- TCS414 The Hangover Part Tubbs