SWIM: Student Writing Simulation via Proficiency-Conditioned Generation

Effective writing feedback is among the strongest drivers of student learning, yet producing it at scale is labor-intensive. LLMs offer a natural path to scaling writing support, but two gaps stand in the way: few public corpora capture how instructors actually deliver feedback in real classrooms, and no reliable method measures whether generated feedback aligns with what an instructor would write. We address both. SEFORA is a public corpus pairing instructor inline feedback with assignment prompts, rubrics, scores, and multi-draft revisions across various college writing genres, comprising 564 drafts and 8,240 instructor annotations. UniMatch is a reference-based evaluation framework for open-ended generation: it segments feedback into feedback units, scores their semantic correspondence under instructor-derived criteria, and aligns them via optimal matching to yield interpretable precision, recall, and F1. Across 74 experimental configurations spanning multiple LLMs, no setting exceeds 0.4 F1. UniMatch reveals that models struggle to identify the feedback instructors would prioritize, and performance degrades as models generate more.

Large language models (LLMs) can fluently generate student-like responses, making them attractive as simulated students for training and evaluating AI tutors and human educators. Yet such simulators are typically evaluated by output similarity to real students, not by whether they behave like students with coherent misconceptions during interaction. We introduce a controlled framework for evaluating misconception faithfulness, whether a simulator maintains a misconception-driven belief state and updates selectively when feedback addresses the underlying misconception. Central to our framework is a misconception-contrastive feedback protocol that compares targeted feedback against two controls: misaligned feedback (targeting a different but plausible misconception) and generic feedback (only identifying answer is wrong). We propose Selective Flip Score (SFS), which quantifies how much more often a simulator flips its answer under targeted feedback than under contrastive controls. Across seven LLMs (4B-120B), multiple datasets, and prompting strategies, simulators exhibit near-zero SFS, correcting their answers at similarly high rates regardless of feedback relevance. Further analyses reveal a sycophantic failure mode: models behave less like students with misconceptions but more like problem-solvers who treat any corrective signal as a cue to abandon the simulated belief and re-solve from internal knowledge. To address this, we develop a post-training pipeline spanning supervised fine-tuning (SFT), preference optimization, and reinforcement learning (RL) with an SFS-aligned reward; SFT yields notable gains up to +0.56, and SFS-aligned RL provides more consistent improvements than preference optimization. Our results establish misconception faithfulness as a challenging yet trainable property, motivating a shift from static output matching toward interactive, belief-aware student modeling.

Evaluating the writing capabilities of large language models (LLMs) remains a significant challenge due to the multidimensional nature of writing skills and the limitations of existing metrics. LLM's performance in thousand-words level and open-ended writing is inadequately assessed by traditional reference-based metrics or modern LLM-as-a-judge methods. We propose Tree-of-Writing (ToW), to resolve the implicit inconsistency often found when LLM-as-a-judge aggregates all sub-features in text evaluation. ToW incorporates a tree-structured workflow by explicitly modeling the aggregation weights of sub-features. We also present HowToBench, a large-scale Chinese writing benchmark encompassing 12 genres and 1302 instructions across three task categories: contextual completion, outline-guided writing, and open-ended generation. ToW successfully mitigates the biases, achieving a 0.93 Pearson correlation with human judgments. Furthermore, we detect that both overlap-based text generation metrics and popular LLM-as-a-judge practices are vulnerable to textual disturbances, while ToW is robust to them. We also uncover a negative correlation between input length and content-related scores in the Guide task, showcasing that it cannot be simply improved by input-side information piling.