The evolution of mechanical properties in polycrystalline metals during plastic deformation is crucial for predicting material performance in forming processes. In this study, we systematically investigate how progressive deformation affects yield surface evolution and r-values using both experimental characterization and crystal plasticity modeling. To achieve controlled deformation states, rolling-like simulations and experiments are conducted at varying thickness reductions, allowing us to track the microstructural and mechanical response. Two modeling strategies are employed to evaluate the influence of deformation history. The first approach starts from an undeformed microstructure obtained via electron backscatter diffraction (EBSD), applying rolling boundary conditions to simulate the accumulation of plastic strain. The second approach directly incorporates EBSD data from deformed samples to construct representative volume elements (RVEs), capturing the microstructure after different levels of prior rolling. By comparing these strategies, we assess how deformation history influences the prediction of yield surface evolution and anisotropy. The simulation results are validated against experimental measurements of stress-strain response, yield surface evolution, and r-values. However, at higher thickness reductions, mechanical testing becomes increasingly challenging due to material instability and experimental limitations. Therefore, modeling plays a crucial role in extending the analysis to these regimes, providing complementary insights where experimental data is limited. To maintain numerical accuracy at large deformations, an adaptive remeshing approach [1,2] is employed, ensuring robust high-resolution simulations without excessive mesh distortion. The findings highlight the importance of incorporating deformation history into RVE-based modeling and provide new insights into the role of rolling-induced anisotropy.