Tomoya Okazaki vs Caillou

Tomoya Okazaki isn’t the most athletic character anymore because of the injury to his arm but he would still be able to take Caillou down rather quickly. Tomoya has the age advantage and he seems like the kind of guy who wouldn’t mind getting into a bit of a fight. Caillou doesn’t have that same mindset and would end up just being overshadowed here. The fight won’t last long. Tomoya Okazaki wins.

Yu Ishigami vs Caillou

Caillou is back to get beaten up some more. I’m afraid that he just isn’t ready to take a big win here. Yu has a lot of video game knowledge and while he may not be the toughest guy physically, he can hold his own as needed. Ishigami always strives to improve himself more and more over the years while Caillou has always been very static. Caillou hasn’t increased his power level in a while now. Yu Ishigami wins.

Miyuki Shirogane vs Caillou

Caillou is not always the nicest kid but he does have a way of making his presence felt. Still, Miyuki should have a fairly easy path to victory here. He’s older, tougher, and smarter. At the end of the day when you have the advantage in all of those categories then it is difficult to lose. After all, what can Caillou really do against that? It’s not like he’s a master strategist capable of shaking the whole playing field with a plan, that’s another Shirogane trait. Miyuki Shirogane wins.

Casey vs Caillou

Suggested by Anonymous Caillou is a tough kid but he’s not ready to fight someone like Casey. She’s just at a completely different level than he is. She has her Pokemon at the ready and I wouldn’t be surprised if she would win in a fist fight as well. She already defeated Charlie Brown earlier so now she will rise up the blog ranks once more with the win over Caillou. Can anyone stop her? Casey wins.

Caillou vs Katrielle Layton

Katrielle Layton is a pretty solid detective. She may not be much of a fighter but she can certainly move fast and is quick at making snap decisions. Caillou was never really good at that kind of thing and would be getting outmaneuvered the entire time. He really doesn’t stand a chance against Katrielle Layton and would need to get some kind of edgy CW series where he’s all grown up to compete. It’s not unheard of for this to happen but I’m going to assume that it just won’t. Katrielle Layton wins.

Caillou vs Charlie Brown

Suggested by Sonic Caillou finally makes his debut on the blog! He’s a pretty tough kid, but at the end of the day he is only 3-4 years old. There’s not much that he can do against an 8 year old like Charlie. Charlie doesn’t like violence, but he can certainly defend himself when necessary. He handles kids like Caillou with ease and this is one time where everything will finally go Charlie’s way. Charlie Brown wins.