Derek Smalls is a main antagonist of the ALVINNN!!! and The Chipmunks television series as one of the students in The Chipmunks' school.


Derek is seen wearing a letterman jacket, which has a red and white 'D' on the front; the actual jacket is purple with white sleeves and pockets. Derek also wears a red t-shirt with a yellow collar underneath the jacket, black jeans, and red and white trainers. Derek's hair is strawberry-blonde with a side fringe, and his eyes are light blue.


Derek is initially portrayed as the school bully,[1] and though his role as such decreases in some latter episodes,[2] he retains some hostility and troublesome behavior in most of his character interactions.[3][4] He isn't afraid to speak his mind and does so honestly, even if bribed to say otherwise.[5] Derek is also willing to cheat his way to victory and use other's kindness to him against them.[6] Despite being a bully himself, Derek becomes insecure when he becomes the target of bullies.[7]


  • Derek is seen hanging around with RayRay (name revealed in Missing Miss Smith) and one other unnamed boy in some episodes.




  1. Bully For You
  2. The Orb
  3. Back to School
  4. Alvin's Secret Power
  5. Who's Your Daddy
  6. I Will Survive
  7. Members Only