Lil’ Wayne, the highest grossing rapper of 2009, will begin a one year jail sentence at Rikers Island tomorrow. The prolific rapper has a very different world awaiting him, one with virtually none of the freedoms he enjoys in his day to day life. MTV talked to police and correction officers to find out what Weezy can expect when he reports tomorrow. According to the article, Wayne will be able to watch regular TV, and keep his long dreadlocks. He will not be able to keep an iPod, and may not be held with the general population. Check out the video below.