Bistable rollable booms are favorable when a low strain energy requirement for the coiled state is imposed and have more controllable deployment when compared to monostable booms. An inextensional analytical model describing the bending deformation mechanics of Collapsible Tubular Mast (CTM) booms was used to determine how design variables induce bistability, or the existence of two strain energy wells in the rolled-up and unrolled states. The effects of varying lamina material, laminate layup, and shell arc geometries between different inner and outer shell segments on the second strain energy well and stiffness properties were determined for boom cross-sections formed by circular segments. The full design space for two-walled composite CTM booms was explored to evaluate the validity of the developed analytical model. Optimized CTM boom designs were experimentally characterized for comparisons against model results. The model under-predicted the stable coiled diameter of the co-cured two-walled booms by up to 8.9% and 23.4% for the individual thin shells wrapped alone.