As far as I know, this is the Matsumoto Challenge series. It's a bit different though. Instead of the other boys helping him he uses cheap tricks to accomplish his challenges.
Will upload more eventually. Also I really need a video streaming site where I can upload more than 500mb a week and is supported by this forums embedding system -.-

Image

Uploaded.to
Freakshare.com
Fileserve.com
Multiupload.com + Megaupload.com

password: gaki-no-tsukai.com