The Caterpillar smokes a hookah from which colorful smoke rises, spelling out the words he says. He often over-enunciates certurn words such as 'exactly' and 'correctly'. The Caterpillar has a passion for recitation and grammar as well as a short temper which can easily be set off. A few times he also doesn't remember who he earlier talked to, as he asked who Alice was a few times.
After leaving the Garden of Living Flowers, Alice comes across the Caterpillar singing and smoking. After a rather confusing conversation, and an angry transformation into a butterfly, the Caterpillar tells Alice to take part of a mushroom to grow larger and a part on the other side to grow smaller. The Caterpillar, in Butterfly form, later reappears when Alice is attempting to escape being beheaded by the denizens of Wonderland, only for him to ask who she is and blow smoke that warps her to a surreal smoke tunnel leading to the Doorknob.Jefferson and Regina encounter during their trip to Wonderland. He is reclining on a mushroom and smoking a hookah. He asks them, "Who are you?", like in the original book and the Disney adaption. He is voiced by Roger Daltrey, the lead singer of the British band The Who. After the encounter, Jefferson states that he hates Wonderland.
The Caterpillar appear in the spin-off once again, voiced by Iggy Pop. He represents in Alice's flashback memories before that she meets the genie Cyrus, stealing him a piece of the mushroom where he sits. He is later mentionned by Silvermist like the person in charge like the to have put Will Scarlett's head to capture. This latter, accompanied with Alice, visits him for to find the Forget-Me-Knot, the year valuable enchanted piece of rope, in his mushroom which turns out to be a den for the criminals of Wonderland. The Caterpillar turns out to be a Lord of the Organized crime with characteristics similar to Jabba the Hutt. The Caterpillar informs both heroes that the object is actually possessed by Grendel, a dangerous ogre and agrees to stop pursuing Will if they he give the object. Will after all, burns the rope, aware of the lack of morality from The Caterpillar. The Caterpillar is later visited by Jafar, investigating into Will
The Caterpillar appears at the end of Chapter 1. His hookah is replaced with one that blows bubbles. He blows the player a bubble at the end of the chapter, which is used when the character is used as a croquet ball in Chapter 2.