D&D (or any other type of role-playing games) is basically a fantasy story, in which you play an active role in. Instead of watching Conan the Barbarian in his epic battles, or reading Frodo in his grand quest, you actually play the part. You (and a few friends) imagine a group of characters, then you play the role of those characters. In order to keep things organized and fair, your characters (and anything you encounter) has list of things they are good at, and a number for how good they are. For example, your character might be fairly strong, and have a strength of 16, but your friend's character is incredibly strong, with a strength of 18.
Every character will have things they are good at, and things they are not so good at. Your friend's character may have an 18 strength, but only has a 6 intelligence.
When your characters are out adventuring, the game master (story teller) will tell you what types of things you encounter (monsters, traps, spells, etc.). Once you find something, you'll tell the game master what your character is doing, and probably roll some dice. The dice keeps things interesting. Your friend with the 18 strength might normally be the strongest in the group, but when he rolls a 1 (a bad roll), his character might pull a muscle and not be able to open the gate. Your character has a 16 strength and probably couldn't open the gate, but a good die roll means he somehow summons the strength to move the iron door.
There are many local gamers, but I don't personally know of any groups of kids. You may want to ask in some of the local game stores (Collector's Connection, Dragon Port) to see if they know of any groups. If you're not able to find an existing group, you could always grab a group of friends, gets some of the base manuals, and try your first adventure together. :)

Just have him vow 10 years of celibacy.  Same end result without all the boring dice-rolling.

There are also the GURPS and MERPS series, as well as a few good sci-fi RPGs too...anyone still play Battletech or Star Frontiers?

Ironic1, why the fee?

Ah -- it wasn't clear to me if it was the hosts or the group.

Be aware that the Edition Four books are probably the ones people are using now. If you see older ones at a garage sale or something, those have different rules.
Also, there are D&D miniatures, which is a different game, but still with fantasy characters. My understanding is that this game is easier for young children to play.

I appreciate huitz's post but I'd shy away from any computer based games at this stage in his experience. The joy of RPG is getting into it with some people around the table, recanting your successful attack on the goblin village...These are the greatest things in life. I'm sure the little pirate will hav plentty of time for the compute games but now it's the time to geek with friends.

Well, my last post sounded a little pompous.  I meant that we both agree, not that you agree with me one-sided like, baci.

Human interaction: good
Super-lcd-monitor interaction: hmmm

Blogs kinda suck the wrong end.

If the library has the 4th edition Player's Handbook, Dungeon Master's Guide and Monster Manual, that's an excellent way to start. Those are considered the "core" rule books, which will set you back < $60. 

Garage sale finds are inevitably 3.5, 3rd, Advanced 2nd, Advanced 1st and occasionally Basic editions. Avoid old "core" rule books, but all of the supplemental books can be easily converted to 4th edition. If they're really cheap, they are a good find, but don't let anybody try and sell you a 1st ed. Find Foliofor $40.

$60 is a pretty steep investment at first. But, (1) having your own books always helps make new friends / RPG groups, and (2) he'll read them cover to cover at least a dozen times.

Then when he starts slacking in math class, you can pull out the old "but you don't seem to have any problems remembering how to play Dungeons & Dragons.." line.

1st Ed. Fiend Folio .. adam, you're such a base modron.

There are many gaming groups and events at Dragon Port Games & Comics downtown as well. 

There has been some talk for awhile about a Saturday Gaming Event for D&D but as of right now its a bunch of scattered groups.

Someone asked what parents from the 70's and 80's were thinking when they denounced D&D as satanic, etc, etc.  I grew up in the 90's not particularly playing more than a couple games, but I heard the same sentiments.  Anyway, lightly enough this sketch from the Dead Alewives (Milwaukee comedy group) probably sums it up...
http://www.youtube.com/watch?v=9Kgx2b1sIRs