An optical fiber bend limiting device may be used in a movable optical connection system to transition optical fibers between at least first and second optical fiber connecting structures that move relative to each other. The optical fiber bend limiting device may be coupled between the optical fiber connecting structures such that the bend limiting device moves with the connecting structures. The optical fiber bend limiting device allows movement of the optical fibers within the movable optical fiber connection system while preventing the optical fibers from bending beyond a bend radius limit.