There is a web-site called www.starfall.com
that has great reading games and activities, but I don't know if it would be "cool" for him.
What about getting him into a series of chapter books? I know that enjoy reading Magic Tree House, A-Z Mysteries, and Magic School Bus chapter books with my 1st grader.
Also there is a series out right now called "Diary of a Wimpy Kid" that I know children in grades 1-8 enjoy. It's pretty easy reading and has a lot of hand drawn pictures. He might like these books and maybe he could journal in a simliar way to main character, Greg. There are at least 3 of these books and they are kind of long, but I know so many children at different age levels are into these. If he likes these he might like the "Captain Underpants" series....I'm not a huge fan of the books but they are high interest for boys and I believe that we should do anything we can to help children love to read.
I also have read books on tape for some of my lower level students (or gotten them from the library) so that every other book they can "read" what the class or friends are reading. It helps with pacing and oral comprehension skills, and makes that child feel more a part of the group.
Good luck, sounds like you have a lot of work without much support!!