I had the recent pleasure of viewing an excellent documentary called Hip-Hop: Beyond Beats and Rhymes by documentarian (and Omega man) Byron Hurt. Hurt, an avid hip-hop fan, took a real, hard look at the rap industry and how it affects and reflects Black masculinity. This is one of the best documentaries I've ever seen (and I'm a buff) - it was thorough, insightful, and honest. The 2006 documentary was originally aired on PBS on the indie film show, Independent Lens, hosted by Terrence Howard.
Surprisingly enough, the entire documentary is on Google Video! However, be a good sport and support this brother by purchasing a copy (for about $20) at http://www.bhurt.com.