The Midwest Teen Sex Show

It's a sex ed show with wit. I'm gonna say more but it's only filler; just watch their episode on oral sex below. Only the audio is NSFW. The Midwest Teen Sex Show is actually shot in the Midwest and actually targeted to teens, only it's so devoid of condescension that you might forget it's more than comedy.

I also highly recommend their anal episode:

The show got a lot of media attention earlier this year, and they have a huge following among teens and parents who say they've learned from the show. The creators (friends of mine) tell me they're still not making any money from it, but they're looking for a sponsor or TV deal.