This is a radio one, but it still ranks as one of the most memorable things I have ever experienced. Controversial radio hosts Opie and Anthony were on the radio in Massachusetts at the time, and in order to give a listener tickets to a concert, they made them play "Hey Mom, I'm in Jail." on Mother's Day. They set up a three way call between the contestant and his mother, along with one of the hosts pretending to be the police. The contestant had to explain to his mother that he was pulled over with a trunk full of marijuana, and the hosts would not relent until the contestant had convinced his mother he was truly in jail.

Painful, but so funny I had to pull over from laughing so hard.

a good ten cent cigar.