While The Chipmunks and The Chipettes are out skating, Alvin ends up being challenged by a gang called the Steam Rollers. They try to built up their own gang by asking the strongest, fastest, smartest, and even smallest members of their school, but no one wants to take on the Steam Rollers. The boys go to the ring with the belief that the girls where luckier than them only to soon discover no one came. The girls come as cheerleaders initially, however, when the boys need help, they are quick to enter the ring. Only after the Steam Rollers breaks one of Brittany's nails does she take them all on.
- Mishap for Jeanette: failing to stand up in her own roller skates.