Underwater drag reduction is of great importance for reducing energy consumption, enhancing transportation efficiency, and prolonging equipment lifespan. Inspired by the pitcher plant, slippery surfaces introduce a lubricating layer at the solid-liquid interface and achieve drag reduction, but the depletion of surface oil layers easily leads to drag reduction failure. Based on a polydimethylsiloxane (PDMS) substrate, a three-dimensional interconnected porous network was constructed by incorporating thermally expandable microspheres (EM), and a porous organogel was prepared. After silicone oil impregnation, a long-lasting self-repairing slippery surface was obtained. The porous PDMS enables efficient silicone oil storage and continuous lubricant replenishment, achieving self-recovery when the oil layer is damaged. With 3% EM content, the surface exhibits ultralow water contact angle hysteresis (1.35°) and universal repellency to multiple liquid systems. Drag reduction experiments demonstrate a maximum drag reduction rate of 19.7%, whereas the slippery surface with 9% EM content shows a maximum drag increase of 5.4% due to its insufficient oil film retention capability. This study provides a new perspective for the research on underwater drag reduction materials.