The Pleasant Zone was originally a nice area, and the home of many Mobians. One resident of the zone, a human who later called himself the Chiller, developed a weather machine. The other residents believed it was too dangerous and, feeling rejected, the Chiller decided to use his new technology to turn the entire zone and its residents into ice! He used his unimaginatively-named Chill-machine, Chill-bots and Chill-guns in order to carry out his nefarious plan, and managed to succeed. However, Sonic the Hedgehog eventually managed to defeat him, and return the zone to normal. Furthermore, the Chiller agreed to turn his back on villainy and help the other residents in the struggle against Robotnik. By the time the Freedom Fighters left the zone, the ice had completely melted and the residents were laughing and dancing in the street once more.
Some time later, the Freedom Fighters visited the Zone again, disguised as Bob Beaky's Travelling Circus. Sonic was spotted by one of Robotnik's spies in the Zone (a rat), who reported back to Receptionik in Citadel Robotnik. However, the information was intercepted by Robotnik's new second-in-command, the elite Trooper Commander Brutus, who planned to take care of Sonic without Robotnik's knowledge. He brought a legion of Troopers to the Pleasant Zone, and succeeded in capturing the Freedom Fighters. He attempted to demoralise the local citizens by parading the captured Freedom Fighters, before the heroes managed to escape. Pushed to his limit, Sonic transformed into Super Sonic. In this form he obliterated the Troopers and even defeat the supposedly-indestructible Brutus, ripping off his arm and forcing him to flee.