The transition toward 6G is pushing wireless communication into a regime where the classical plane-wave assumption no longer holds. Millimeter-wave and sub-THz frequencies shrink wavelengths to millimeters, while meter-scale arrays featuring hundreds of antenna elements dramatically enlarge the aperture. Together, these trends collapse the classical Rayleigh far-field boundary from kilometers to mere single-digit meters. Consequently, most practical 6G indoor, vehicular, and industrial deployments will inherently operate within the radiating near-field, where reliance on the plane-wave approximation leads to severe array-gain losses, degraded localization accuracy, and excessive pilot overhead. This paper re-examines the fundamental question: \emph{``Where does the far-field truly begin?''} Rather than adopting purely geometric definitions, we introduce an application-oriented approach based on user-defined error budgets and a rigorous Fresnel-zone analysis that fully accounts for both amplitude and phase curvature. We propose three practical mismatch metrics: worst-case element mismatch, worst-case normalized mean square error, and spectral efficiency loss. For each metric, we derive a provably optimal transition distance--the minimal range beyond which mismatch permanently remains below a given tolerance--and provide closed-form solutions. Extensive numerical evaluations across diverse frequencies and antenna-array dimensions show that our proposed thresholds can exceed the Rayleigh distance by more than an order of magnitude. By transforming the near-field from a design nuisance into a precise, quantifiable tool, our results provide a clear roadmap for enabling reliable and resource-efficient near-field communications and sensing in emerging 6G systems.