He began his career by contributing in the United States Navy and he served him there as a chef. He as well kept the spot of an executive protection specialist, where he played in the location until 2003. Boykin subsequently met Rob Dyrdek. Afterwards that, Rob appointed Boykin as a full time bodyguard. He and Rob experienced great time and, latter they become a best friend. They both played in The DC Video: Deluxe Edition in 2004.

Christopher Boykin stated in his interview that, he had a great interest in music in his childhood days. He sometime used to spend long time by singing and listening to the songs. Perhaps this is the reason as to why he was attracted and become the member of the Hip Hop Group. There are altogether four members including him, Boykin, Bam Bam, Steve OG and Zeus. They like to introduce themselves as a college of chunky material, where they especially inspired by their girth and size.

He made his contribution for skateboarding video game called Skate 1 and Skate 2. The best friends made their presence for that. He made another feature for video game called Nathan’s Hotdog Eating Competition. He had a great collaboration for the episode called Rob & Big along with Dyrdek, after working in first game, he left the project and the series was cancelled. He ended his presence because of his family matter. Boykin as well worked with Dyrdek’s other show called Ridiculousness.