This paper presents the X-Teaming Evolutionary M2S framework, which automatically discovers and optimizes M2S templates through language model-based evolution to overcome the limitations of existing manually written templates for a multi-turn-to-single-turn (M2S) approach that compresses iterative Red-Teaming into a single structured prompt. The framework performs smart sampling from 12 sources and records a complete audit log using LLM-as-judge, inspired by StrongREJECT. Setting the success threshold to $\theta = 0.70$, we obtain two new template families through five generations of evolution, achieving an overall success rate of 44.8% (103/230) on GPT-4.1. Furthermore, we find that the structural gain varies across subjects, and that there is a positive correlation between prompt length and scores.