arXiv:2605.04227v1 Announce Type: new Abstract: Procedural tasks with multiple ordered steps are ubiquitous in daily life. Recent advances in multimodal large language models (MLLMs) have enabled personal assistants that support daily activities. However, existing systems primarily provide reactive guidance triggered by user queries, or limited proactive assistance for isolated short-term events rather than long-horizon procedural tasks. In this work, we introduce Pro$^2$Assist, a step-aware proactive assistant that continuously tracks fine-grained task progress and reasons over the user's evolving state to provide timely assistance throughout tasks. Pro$^2$Assist leverages multimodal data from augmented reality (AR) glasses to achieve motion-based perception. It then extracts step-oriented procedural context from multi-scale temporal dynamics and task-specific expert knowledge. Based on both sensory input and procedural context, Pro$^2$Assist performs continuous reasoning to infer user needs and display timely assistance on AR glasses. We evaluate Pro$^2$Assist using a dataset curated from public sources and a real-world dataset collected on our testbed with AR glasses. Extensive evaluations show that Pro$^2$Assist outperforms the best-performing baselines by over 21% in procedural action understanding accuracy, and it achieves up to 2.29x the proactive timing accuracy of baselines. A user study with 20 participants further shows that 90% find Pro$^2$Assist useful, indicating its effectiveness for real-world procedural assistance.