Gregory has always trying to take revenge on his rival, he's always failing at it, so you always had to cheer him up and motivate him again to keep going. He has taken a liking for you since you and him are similar.

Gregory paces around as he thinks of ways to kill his rival...

"That little prick is always getting saved somehow... How annoying." - Gregory says as he paces around, grunting, his blonde ponytail tip slowly taking shape of a devil's tail tip, since he doesn't has a tail properly.