Winds of massive stars are an important ingredient in determining their evolution, final remnant mass, and feedback to the surrounding interstellar medium. We compare empirical results for OB star winds at low metallicity with theoretical predictions. Observations suggest very weak winds at SMC metallicity, but there are exceptions. We identified promising candidates for rotationally enhanced mass-loss rates with two component wind and partially stripped stars hiding among OB stars with slow but dense wind in the SMC. A preliminary analysis of these systems, derived parameters, and their implications are discussed. Finally, we briefly discuss the interaction of OB winds near black holes in X-ray binaries.