Break the pencil is a sexual game where one member (usually male) has an erection and balances on it. The male, or the pencil, is usually suspended in the air with the tip of his dick touching the floor. Then one by one women will sit on the man's back until the suspension system breaks, causing the man to fall with his dick snapping in two like a pencil.
Dave: "What did you and Chelsea's friends do last night?"
Isaac:"We played break the pencil."
Dave:" Oh. How did you do?"
Isaac:"I only managed one..."
supposedly a "dance" crew that does Break Dancing in skates. They have competed on national television on MTV's America's Best Dance Crew being the Top 4 dance crew in America losing against Kaba Modern (as they should) for not incorporating Broadway style to their performance.