Developing smart organogels with simultaneous low ice adhesion, high mechanical strength, and durability through a simple method has proven to be challenging yet valuable. In this work, organogels (NF-x) possessing variable liquid paraffin contents (0−50 wt %) with fluorinated polynorbornene networks were produced by ring-opening metathesis polymerization (ROMP) using norbornene-trifluoroethyl ester (NF) and dinorbornyl glycol ester (NEG) as monomer and cross-linking agent, respectively. The stability, mechanical behavior, anti-icing, and antifrosting properties were comprehensively investigated. Owing to the well-designed networks, the organogels exhibited excellent stability even under harsh conditions for long-term use. Unprecedentedly, they showed a reversible pressure-responsive effect, wherein the paraffin could migrate from the inside of the gels to form a self-lubricating layer covering the surface under external force and subsequently reabsorbed and recovered to the original state upon force removal, enhancing the on-demand secretion of lubricants to the surface. The sensitivity to the applied force (merely 4 kPa of NF-5) was positively correlated with the paraffin content in the organogels. Benefiting from the fluorinated polynorbornene networks and switchable self-lubricating property, the organogels showed excellent durability in mechanical, antiicing, and antifrosting properties. Additionally, the mechanical, anti-icing, and antifrosting properties could be adjusted by varying the paraffin content. Notably, the NF-5 ice-phobic coating with 50 wt % paraffin exhibited high mechanical strength (1.69 MPa) and low ice shear strength (17.65 kPa), even after 15 icing−deicing cycles, remaining below 28 kPa. This study offers an approach to conveniently develop smart anti-icing materials with high mechanical durability.