Persistent contrails are a major contributor to aviation-induced non-CO<sub>2</sub> climate forcing, yet the extent to which their development depends on background cloud properties remains unclear. In this study, we aim to investigate persistent contrail development in various cloudy backgrounds. We use the high-resolution ICON-LEM model with a horizontal resolution of 156 m. Eight distinct ice-cloud scenarios are simulated as control runs, each initialized with realistic meteorological forcing. For each control case, a corresponding perturbation run is conducted by introducing an identical contrail, allowing us to assess its evolution within the same cloudy, ice-supersaturated environment. We find that persistent contrails embedded within natural cirrus clouds not only survive but can also alter the humidity field, cloud microphysics, and potentially the radiative properties of the host cloud. The evolution of persistent contrails is highly sensitive to the microphysical and thermodynamic properties of the background ice-supersaturated regions, particularly the combination of supersaturated layer thickness below flight level and the availability of excess water vapor, as the former alone is not sufficient to sustain contrail development. Although vertical growth through fall streaks is commonly expected, we suggest that in regions of high ice supersaturation and low atmospheric stability, contrails may also expand above the flight height due to latent heat release from deposition. Our findings indicate that mitigation strategies based solely on atmospheric thresholds are insufficient to reliably predict contrail evolution or their climate impact.