He was ready. Cutty could tell. The snake boy dug into his pocket and pulled out the dragonhide gloves that he'd been holding on to for the exercise and fired off a spell at them. "Impervius." Would that work? They were dragonhide, but they were also a bit worn for having hung on to them for so long and he knew Phlegon's claws would show them no mercy. He slipped the gloves on and bent over to lift Phlegon onto his shoulder and head outside of the housing with his wand in hand. When the reached a clear piece of land, enough so that Cutty could run for a significant amount of time and create a gust of wind beneath the creature's wings he stopped and walked over to the farthest end of the space. He turned quickly and tucked away his wand for the moment so that he could reach up and burrow his thumbs inside of Phlegon's front talons.

Cutty took off running, his hands that held the front talons prepared to rise on Phlegon's que. Aaaaaand, WINGS OUT! That was it. Cutty raised his arms up and Phlegon began to flap.

There would be no airborne moment, but this was important to build wing strength. So long as one more or less owns a griffin one might as well train it to be strong and fast.