FragBench: Cross-Session Attacks Hidden in Benign-Looking Fragments

LLM-based agents process external content, exposing them to prompt injection and multi-turn manipulation. Most safety benchmarks evaluate defenders against fixed attack pools collected before evaluation, single-turn or multi-turn. We present a 21-scenario benchmark for \emph{adaptive multi-round attacks against memoryless LLM defenders}: an autonomous LLM attacker observes prior defender responses and pivots across rounds, while each defender response is evaluated as a fresh interaction. Holding the 21 scenarios, attackers, defenders, and structured-output scoring fixed, restricting scoring to the first attacker turn yields $0$-$1\%$ attack success rate (ASR); allowing 15 rounds of adaptive attack yields $5.4$-$14.0\%$. Pooling three frontier attacker LLMs uncovers $1.4$-$2.2\times$ as many unique successful attacks as the best single attacker, and the generated attacks have low cosine similarity ($0.02$-$0.14$) to attacks in existing benchmarks. Claude Opus 4.6 and GPT-5.4 are tied in aggregate ($5.4\%$ each; overlapping $95\%$ CIs), but their weaknesses differ sharply: on one scenario Opus reaches $60\%$ ASR ($95\%$ CI $36$--$80\%$) while GPT-5.4 and Gemini each stay at $7\%$ (CI $1$-$30\%$; the gap is preserved in a higher-$N$ replication). $13$ of $21$ scenarios distinguish at least one defender pair, yet rankings disagree across scenarios (Kendall's $W = 0.19$). We release the benchmark -- 21 evaluation scenarios, 10 public development scenarios, the orchestrator, baseline harnesses, and a multi-attacker CLI -- plus 945 transcripts from the 3$\times$3 frontier matrix, an attack-replay dataset, and 18{,}422 gpt-oss-20b battles from an open competition's final scoring rounds.

We present MultiBreak, a scalable and diverse multi-turn jailbreak benchmark to evaluate large language model (LLM) safety. Multi-turn jailbreaks mimic natural conversational settings, making them easier to bypass safety-aligned LLM than single-turn jailbreaks. Existing multi-turn benchmarks are limited in size or rely heavily on templates, which restrict their diversity. To address this gap, we unify a wide range of harmful jailbreak intents, and introduce an active learning pipeline for expanding high-quality multi-turn adversarial prompts, where a generator is iteratively fine-tuned to produce stronger attack candidates, guided by uncertainty-based refinement. Our MultiBreak includes 10,389 multi-turn adversarial prompts, spans 2,665 distinct harmful intents, and covers the most diverse set of topics to date. Empirical evaluation shows that our benchmark achieves up to a 54.0 and 34.6 higher attack success rate (ASR)} than the second-best dataset on DeepSeek-R1-7B and GPT-4.1-mini, respectively. More importantly, safety evaluations suggest that diverse attack categories uncover fine-grained LLM vulnerabilities}, and categories that appear benign under single-turn can exhibit substantially higher adversarial effectiveness in multi-turn scenarios. These findings highlight persistent vulnerabilities of LLMs under realistic adversarial settings and establish MultiBreak as a scalable resource for advancing LLM safety.

LLM-agent defenses are typically evaluated one session at a time. In deployment, however, attacks can be distributed across independent agents, teams, and runtimes, leaving each local guardrail with only a sparse fragment. We formalize cross-agent asynchronous campaign attribution: linking sessions from the same latent adversarial campaign without shared runtime state, test-time campaign labels, or attacker identity oracles. We introduce Asynchronous Attribution Fingerprint Vectors ($A^2FV$), a lightweight proxy-side reference protocol for scoring pairwise campaign similarity from proxy-observable tool-use, timing, and prompt residue. We also construct SCD-v1, a controlled persona-matched benchmark with benign traffic, isolated attacks, multi-session campaigns, matched non-oracle evasion, and leakage audits. On SCD-v1, $A^2FV$ achieves 0.82 pairwise AUC for campaign linking, while score-only adaptations of per-session detectors and chunked LLM judges remain near chance under the same task. The strongest fixed signal is carried by structural and stylometric residue, while timing is retained as a diagnostic channel for richer proxy traces. Crossed-style controls show that the signal is partly style-sensitive but not reducible to style alone. Static and dimension-aware non-oracle stress tests further show that pairwise separability persists under controlled evasion. These results establish cross-agent campaign attribution as a distinct evaluation layer for securing LLM agents in the wild.