the toronto rapper D.O set a world record for the longest freestyle. The judges wrote topics up on a blackboard at random to make sure he wasn't reciting from pre-writes. He had to workt he topics into his freestyle.
D.O. was a finalist in this summer's "Source Unsigned Hype Tour" in Detroit. He also has an Honours English degree and is currently writing his first novel "Jewelz".
article:
http://www.muchmusic.com/
RnR