In geotechnical applications such as deep foundation excavation, slope cutting, and tunnel construction, the stress state of the soil subjected to loading or unloading will change and undergo different stress paths with corresponding changes in its mechanical properties. Therefore, a series of comprehensive laboratory tests were conducted on the natural strong structured clay to evaluate the effects of stress paths on the stress-strain, pore water pressure-strain, deformation characteristics, shear strength behaviors, and the microscopic mechanism of the natural strong structured clay. The results show that the mechanical properties of structured clay under different stress paths are quite different and are closely related to its structure. The peak deviatoric stresses of the soil under both the compression path and the tensile path are affected by the stress path, and the order of its strength is INP > KCP > DEP. The variations of the pore water pressure reflect the shear dilation and the shear contraction characteristics of the soil under different stress paths; the pore pressure of the specimen is particularly complicated in the case of both axial stress and lateral stress unloading; therefore, the pore water pressure in the soil under unloading conditions should be monitored in real time in engineering practice. The stress path affects the total stress strength indices of the structured clay to a significant extent and the effect on soil cohesion is greater than that on the internal friction angle, and the microstructure of the specimens has been changed after shearing tests with different stress paths. Therefore, design calculations should be conducted according to the experimental mechanical parameters under the stress path experienced by the soil under the actual engineering conditions to ensure safety and stability during construction.