BenchPreS: A Benchmark for Context-Aware Personalized Preference Selectivity of Persistent-Memory LLMs

Memory-augmented assistants use retrieved preferences to guide their responses. A small change in the situation can change whether a preference is appropriate while barely affecting its retrieval similarity. Memory benchmarks typically test whether systems store and retrieve preferences, with less attention to when those preferences should apply. We introduce PairPref, a benchmark of contextual preference use. Each pair changes only the situation, keeping the preference, request, and four candidate replies fixed. The preference remains valid in both situations. In the selection track, models must choose the reply that applies the preference only where appropriate. In the free-generation track, they must decide when to apply it without seeing candidate replies. Both tracks use the same 1,227 pairs across 45 preferences and eight situation categories. We evaluate eight models, most of which achieve selection scores ($Δ$) of 51 to 65 points. In free generation, however, both responses are appropriate for their respective situations in only 3.6% to 18.3% of pairs. Models continue to apply the preference in both situations even with fewer retrieved memories, alternative presentation formats, and a stricter prompt. These results show that models still struggle to judge when user preferences apply and respond accordingly.

Large Language Models (LLMs) are increasingly serving as personal assistants, where users may share individual preferences over extended interactions. However, assessing how well LLMs can follow these preferences in natural, long-term situations remains underexplored. This work proposes RealPref, a benchmark for evaluating natural preference-following in personalized user-LLM interactions. RealPref features 100 synthetic user profiles, 1300 personalized preferences, 4 types of preference expression (from explicit to implicit), and long-horizon interaction histories. It explored three types of test tasks (multiple-choice, true-or-false, and open-ended), with granular rubrics for LLM-as-a-judge evaluation. Results indicate that LLM performance drops significantly as context length grows and preference expression becomes more implicit, and that generalizing user preference understanding to unseen scenarios poses further challenges. RealPref and these findings provide a foundation for future research to develop user-aware LLM assistants that better adapt to individual needs.

As Large Language Models (LLMs) evolve into lifelong AI assistants, LLM personalization has become a critical frontier. However, progress is currently bottlenecked by the absence of a gold-standard evaluation benchmark. Existing benchmarks either overlook personalized information management that is critical for personalization or rely heavily on synthetic dialogues, which exhibit an inherent distribution gap from real-world dialogue. To bridge this gap, we introduce AlpsBench, An LLM PerSonalization benchmark derived from real-world human-LLM dialogues. AlpsBench comprises 2,500 long-term interaction sequences curated from WildChat, paired with human-verified structured memories that encapsulate both explicit and implicit personalization signals. We define four pivotal tasks - personalized information extraction, updating, retrieval, and utilization - and establish protocols to evaluate the entire lifecycle of memory management. Our benchmarking of frontier LLMs and memory-centric systems reveals that: (i) models struggle to reliably extract latent user traits; (ii) memory updating faces a performance ceiling even in the strongest models; (iii) retrieval accuracy declines sharply in the presence of large distractor pools; and (iv) while explicit memory mechanisms improve recall, they do not inherently guarantee more preference-aligned or emotionally resonant responses. AlpsBench aims to provide a comprehensive framework.