Manufacturing operations produce surface characteristics that, although stochastic, can significantly affect functionality, especially in forming tools, impacting contact and lubrication conditions during operation. This study investigates the influence of stochastic microtextures resulting from milling on the tribological performance of cold work tool steels with two different carbon contents (0.8 and 2 wt%). Different surface textures were observed resulting from the different C contents, with 3D roughness parameters indicating rougher surfaces for the 2.0% wt. C steel. Tribological behavior was assessed using the strip drawing test to analyze friction, wear coefficients, and wear mechanisms. Surface analysis before and after testing was executed employed SEM, EDX, and CLSM, with CLSM also used to determine 3D roughness parameters of the worn tracks. Post-test macrographic analyses and 2D roughness measurements were conducted on the pulled sheets. Tribological test data revealed lower friction and wear coefficients for the 2.0 wt.% C tool steel, with susceptibility to abrasion wear, while the 0.8 wt.% C tool exhibited a higher tendency towards adhesion wear. Post-test analysis suggested smoother surfaces for the 2.0 wt.% C steel compared to the 0.8 wt.% C steel. Macrographic analysis showed no visible wear marks on sheets tested with the 2.0 wt.% C steel, contrasting with wear grooves visible on sheets pulled against the 0.8 wt.% C steel. Additionally, 2D roughness measurements indicated higher roughness after pulling against the 0.8 wt.% C tool compared to the 2.0 wt. C tool. Overall, the study demonstrates that manufacturing-induced textures without the need of post-manufacturing texturing influence the tribological performance of the evaluated steels, opening an avenue to be explored to improve the tribological performance of forming tools.