Reinforcement learning (RL) has demonstrated potential for enhancing reasoning in large language models (LLMs). However, effective RL training, which requires medium-difficulty training samples, faces two fundamental challenges: Effective Data Scarcity and Dynamic Difficulty Shifts, where medium-difficulty samples are scarce and become trivial as models improve. Existing methods mitigate this scarcity to some extent by generating training samples. However, these approaches suffer from anchor-free generation, ignoring co-evolution, and difficulty mismatch. To address these issues, we propose D$^2$Evo, a Dual Difficulty-aware self-Evolution RL framework. In each iteration, our method mines medium-difficulty anchors based on the current Solver's capability, trains the Questioner to generate diverse questions at appropriate difficulty levels, and jointly optimizes both components to enable progressive reasoning gains. Extensive experiments demonstrate that D$^2$Evo outperforms existing methods on mathematical reasoning benchmarks with fewer than 2K real mathematical samples, and exhibits strong generalization on general reasoning benchmarks.