testing-smtp-smuggling-and-email-spoofing

testing-smtp-smuggling-and-email-spoofing is a skill for Claude Code from UnboundCompute/security-agent-skills. It costs 162 tokens per session (1,899 once invoked), scanned A, original, MIT.

A security testing guide for email sender authentication and SMTP smuggling. SPF, DKIM, and DMARC are email checks that help prove who sent a message; SMTP smuggling exploits different interpretations of where a message ends.

In plain words
What is it for?
Use it to test a domain's email setup and mail path, including delivered messages, authentication results, and message-boundary handling.
Why use it?
Email can still be forged when authentication records are misaligned, unenforced, missing for subdomains, or interpreted differently by servers. Reading the records alone may not reveal what mail systems actually accept.

Skill for Claude Code

Written for Claude Code: shipped in a Claude Code plugin.

Part of the security-agent-skills plugin — 194 skills shipped together

Good fit Use it to test a domain's email setup and mail path, including delivered messages, authentication results, and message-boundary handling.

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Install with agentmods
npx agentmods add skills/unboundcompute/security-agent-skills/testing-smtp-smuggling-and-email-spoofing
Install

Getting it into your agent

One page per mod, every tool's command on it. A separate URL per tool would split the same page into five that compete with each other.

Any agent
npx skills add UnboundCompute/security-agent-skills --skill testing-smtp-smuggling-and-email-spoofing
Clone the repo
git clone --depth 1 https://github.com/UnboundCompute/security-agent-skills

Made for: Claude Code.

Or install security-agent-skills, the plugin that ships this one along with the rest of its 194 skills.

Wrote this? Show the measurements

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README.md
[![agentmods](https://agentmods.dev/badge/skills/unboundcompute/security-agent-skills/testing-smtp-smuggling-and-email-spoofing/github.svg)](https://agentmods.dev/skills/unboundcompute/security-agent-skills/testing-smtp-smuggling-and-email-spoofing)
Your own site
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Or the 80×15 button, for a site that already has a row of RSS and ATOM ones. Only the verdict fits; the numbers stay here.

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Your own site · 80×15
<a href="https://agentmods.dev/skills/unboundcompute/security-agent-skills/testing-smtp-smuggling-and-email-spoofing"><img src="https://agentmods.dev/badge/skills/unboundcompute/security-agent-skills/testing-smtp-smuggling-and-email-spoofing.svg" alt="Reviewed on agentmods" width="80" height="20"></a>
Per session 162 Skills are progressive disclosure: only the name and description are preloaded; the body loads when the skill is used.
When invoked 1,899 The whole file, excluding the scripts and references it only reads on demand.
Security scan A 0 findings. A grade says what 26 rules found in the file — not that it is safe.
Origin original No closer match found in the catalogue.
Token cost

What it costs to keep this loaded

Counted locally with the o200k_base tokenizer, which is exact for GPT models; Claude uses its own tokenizer and its counts differ. Treat this as one consistent yardstick across the catalogue rather than a bill. Prices are per million input tokens.

ModelPer sessionOnce invoked
Fable 5.1 $0.00162 $0.01899
Opus 5.5 $0.00065 $0.00760
Sonnet 5.5 $0.00032 $0.00380
Haiku 4.5 $0.00016 $0.00190

Measured 1mo ago against content hash 017678ad065e, method: parsed. Prices are Anthropic first-party input rates as of 2026-10-07, from the pricing page.

Security

Grade A, and why

testing-smtp-smuggling-and-email-spoofing scanned grade A with 0 findings against 26 rules in 11 categories — prompt injection, anti-refusal, data exfiltration, privilege escalation, supply chain, agent snooping, system-prompt leakage, SSRF and excessive agency — measured 1mo ago.

A static scan of the body, not an audit. Every finding is printed with the line that produced it so you can judge whether it matters here. A mod is markdown that instructs an agent; that is exactly why what it instructs is worth reading.

Nothing flagged

None of the 26 patterns this scan looks for appear in this file: no shell pipes, no recursive deletes, no credential paths, no hidden text, no instruction-override or anti-refusal phrasing, no agent-config snooping. That is not a guarantee, it is the absence of the things that are checkable.

skills/testing-smtp-smuggling-and-email-spoofing/SKILL.md · 135 lines

How it starts

The opening of the file, as written. The whole thing — 135 lines — stays where its author put it; the contents beside it link to each section on GitHub.

Testing SMTP smuggling and email spoofing: authenticated, and still forged

Email authentication is a stack of three records that only stops spoofing if all three are present, aligned, and enforced - and even then only if every server on the delivery path agrees where one message ends and the next begins. The failures are quiet: a policy published but set to take no action, a signature that validates a domain that is not the visible sender, a subdomain with no policy, and the boundary desync where two servers parse the end-of-data sequence differently, letting a forged message ride inside a legitimate one and pass every check. You find them by testing what actually gets delivered and trusted, not by reading the records and assuming they hold.

When to use

  • You are auditing a domain's email authentication or a mail server's message handling.
  • The domain publishes sender-authentication records, or receives mail through more than one hop.
  • You can send test mail into the path and observe what is accepted and how it is judged.

Scope check

Test mail authentication and delivery only for domains and servers you own or are authorized to assess, sending only to mailboxes you control. Spoofed mail to third parties is out of scope and often unlawful. If you can't name the authorization, stop.

The loop

  1. Map the mail path and the records. Identify the servers a message crosses inbound and outbound, and retrieve the domain's sender-authentication records: the authorized-senders policy, the signing setup, and the alignment-and-reporting policy. Note the published enforcement action and whether it is set to reject, quarantine, or merely observe. The path and the records together define what should stop a forgery.

  2. Check enforcement, not just presence. A record that exists but sets its action to none, or a reporting policy in monitor mode, authenticates nothing in practice. Confirm the policy instructs receivers to actually reject or quarantine failures, and that receivers on the path honor it. Present-but-permissive is the most common gap.

Read the full file on GitHub · 135 lines

Changes

What this file has done since we first saw it

Hashed on every crawl. A supply-chain change to an agent config is a question of when, not whether, so the history is kept rather than the latest state alone.

  1. 1mo ago First seen · 135 lines · 162 tokens per session scan A 017678ad065e

Subscribe to this mod's changes

testing-smtp-smuggling-and-email-spoofing is a skill published in the GitHub repository UnboundCompute/security-agent-skills (5 stars, last pushed 1mo ago), licensed MIT. It adds 162 tokens to every session and 1,899 once invoked, about $0.0006 per session on Opus 5.5. A static security scan graded it A with 0 findings. No closer match exists in the catalogue, so it is treated as the original; first seen 2026-09-05.

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