I really wanted to post .hack//sign but it's kinda hard having a picture of them playing the game cause they are inside the game like SAO. The pictures looked like a medieval fairytale anime world.
So I'll go with Wataru and Chi from the anime Brothers Conflict
this anime is about anime characters going into video game and got stuck..in order to survive they have to win the whole game...........
if they die in the game which means they will die for real..........
It's an anime about a brother and sister getting teleported into this world where everything is decided by games. The anime revolves around gaming and the characters play video games and other games such as poker and chess.