Champ Gray (Anime)

Anime Bio
Gray is the best friend of Ash and a frequent trailer in Ash's journeys. He originally was seen by Ash walking from the road to the Battle Entrance in Viridian City and has since been on countless adventures with Ash, usually he see's right through Team Rocket's disguises and more often than not tries to kill them outright, but somehow they stay alive, even after a Hyper Beam and a Dragon Rage. Ash finally found out that the champion was Gray, but he never got a chance to witness Gray's full power as champion, even though Gray wiped out Gary's team when he leaves for a few days.

Indigo League
Gray is the deuteragonist in Indigo League and the Champion of Johto and Kanto. He appears first in Indigo League and soon follows Ash everywhere, In this anime, Gray convinces Ash to climb to the top of Mt. Silver and when they do, Gray finds Red and Ash is in shock, Red turns around and gives a small salute and a tipped hat to Ash and they have a battle, then Red brings out his Espeon and they use Teleport, and leave. This is also the first anime to feature Team Rocket Bloodlust from Gray.

Master Quest and others
In Master Quest, Gray doesn't show up often, as he is seen briefly in backgrounds and such walking along, and sometimes glancing at the gang then walking off. Though he makes appearances in some to half of the Team Rocket episodes. Team Rocket is deathly terrified of Gray's Dragonair.

Diamond and Pearl and Black and White
Gray hardly appears in these regions, but he makes an appearance in Diamond and Pearl as the current champion, Ash never actually beats him. In Unova, Ash is gossiped to about the Shroud Gym, a secret gym that will give immediate access to the League, Ash searches for days to find it, and eventually find it by accident and sees Gray operating it, the shock makes him twice as more eager to battle his old friend, these are his only appearances in these anime, at the end.

X&Y
In Kalos, Gray is following Ash once again on a trip to being a Pokemon Veteran Legend, he once again goes on chances to kill Rocket, but still fails, eventually they find out that he's the Shroud Gym of Kalos' leader as well, and Gray explains he runs a gym in all the regions after Unova.

Sun and Moon
In this anime, Gray is now a confident and cocky 24 year old who still follows Ash around the regions, he is seen beating multiple people at Pokemon School challenges, including Ash, as his Pokemon are skilled in each enviroment they were bred for, Gray once again tries to kill Team Rocket and soon fails again. Eventually they find their way to the Battle Tree and finds Blue and Red from the games, Ash asks if Blue is Gary and he says that Gary is his brother, Ash looks in shock at Red again and he just looks at him back, silently, after defeating Blue and Gray once again beating Red, they enter the Tree and see Gray's gym is in the tree. After a while, Ash beats Gray and earns the 9th gym badge. Red and Blue congratulate Ash and thus Gray disappears, leaving Red to laugh hard and look at them and actually say. "He learned that from me".