Here's Tiny Tiger, Ripper Roo, Pinstripe Potoroo, Komodo Joe, and Dingodile meeting Wolfgang, Dr. Krankcase, Nightshade, Luminous, and Chef Pepper Jack when they arrived in Skylands.+++++I would like to say they first meet each other when the Doom Raiders are in the Wumpa Islands, meeting the Cortex Commandos when the Skylanders have to save Crash Bandicoot's world from Nitros Oxide, which I would imagine this as part of the what have have existed a 3DS version of Skylanders: Imaginators' Thumpin' Wumpa Islands level *Because 3DS versions' storylines are different than console storylines anyways*, and afterwards leads to this scene, where they agreed to help them save Skylands from the Greater Forces of the Darkness.
Also don't worry, Doom Raiders Golden Queen, Dreamcatcher, Chompy Mage, the Gulper, and their ally Pain-Yatta, as well as other Commandos Koala Kong, and Komodo Moe are involved with saving the world too.
Wolfgang and Tiny would be good friends with each other, while the same thing goes to Ripper Roo and Krankcase, Pinstripe and Nightshade, Joe and Luminous, and Dingodile and Pepper Jack.
Drawn on Comic Workshop 2, first pic merged on MS Paint.