diff --git a/packages/safe-chain/bin/aikido-poetry.js b/packages/safe-chain/bin/aikido-poetry.js
new file mode 100644
index 0000000..49265c0
--- /dev/null
+++ b/packages/safe-chain/bin/aikido-poetry.js
@@ -0,0 +1,12 @@
+#!/usr/bin/env node
+
+import { main } from "../src/main.js";
+import { initializePackageManager } from "../src/packagemanager/currentPackageManager.js";
+import { setEcoSystem, ECOSYSTEM_PY } from "../src/config/settings.js";
+
+setEcoSystem(ECOSYSTEM_PY);
+const packageManagerName = "poetry";
+initializePackageManager(packageManagerName);
+var exitCode = await main(process.argv.slice(2));
+
+process.exit(exitCode);
diff --git a/packages/safe-chain/package.json b/packages/safe-chain/package.json
index 15279d6..607c524 100644
--- a/packages/safe-chain/package.json
+++ b/packages/safe-chain/package.json
@@ -20,6 +20,7 @@
     "aikido-pip3": "bin/aikido-pip3.js",
     "aikido-python": "bin/aikido-python.js",
     "aikido-python3": "bin/aikido-python3.js",
+    "aikido-poetry": "bin/aikido-poetry.js",
     "safe-chain": "bin/safe-chain.js"
   },
   "type": "module",
diff --git a/packages/safe-chain/src/packagemanager/currentPackageManager.js b/packages/safe-chain/src/packagemanager/currentPackageManager.js
index c6f4484..3dba075 100644
--- a/packages/safe-chain/src/packagemanager/currentPackageManager.js
+++ b/packages/safe-chain/src/packagemanager/currentPackageManager.js
@@ -11,6 +11,7 @@ import {
 import { createYarnPackageManager } from "./yarn/createPackageManager.js";
 import { createPipPackageManager } from "./pip/createPackageManager.js";
 import { createUvPackageManager } from "./uv/createUvPackageManager.js";
+import { createPoetryPackageManager } from "./poetry/createPoetryPackageManager.js";
 
 /**
  * @type {{packageManagerName: PackageManager | null}}
@@ -57,6 +58,8 @@ export function initializePackageManager(packageManagerName) {
     state.packageManagerName = createPipPackageManager();
   } else if (packageManagerName === "uv") {
     state.packageManagerName = createUvPackageManager();
+  } else if (packageManagerName === "poetry") {
+    state.packageManagerName = createPoetryPackageManager();
   } else {
     throw new Error("Unsupported package manager: " + packageManagerName);
   }
diff --git a/packages/safe-chain/src/packagemanager/poetry/createPoetryPackageManager.js b/packages/safe-chain/src/packagemanager/poetry/createPoetryPackageManager.js
new file mode 100644
index 0000000..262d915
--- /dev/null
+++ b/packages/safe-chain/src/packagemanager/poetry/createPoetryPackageManager.js
@@ -0,0 +1,78 @@
+import { ui } from "../../environment/userInteraction.js";
+import { safeSpawn } from "../../utils/safeSpawn.js";
+import { mergeSafeChainProxyEnvironmentVariables } from "../../registryProxy/registryProxy.js";
+import { getCombinedCaBundlePath } from "../../registryProxy/certBundle.js";
+
+/**
+ * @returns {import("../currentPackageManager.js").PackageManager}
+ */
+export function createPoetryPackageManager() {
+  return {
+    runCommand: (args) => runPoetryCommand(args),
+
+    // For poetry, we use the proxy-only approach to block package downloads,
+    // so we don't need to analyze commands.
+    isSupportedCommand: () => false,
+    getDependencyUpdatesForCommand: () => [],
+  };
+}
+
+/**
+ * Sets CA bundle environment variables used by Poetry and Python libraries.
+ * Poetry uses the Python requests library which respects these environment variables.
+ * 
+ * @param {NodeJS.ProcessEnv} env - Environment object to modify
+ * @param {string} combinedCaPath - Path to the combined CA bundle
+ */
+function setPoetryCaBundleEnvironmentVariables(env, combinedCaPath) {
+  // SSL_CERT_FILE: Used by Python SSL libraries and requests
+  if (env.SSL_CERT_FILE) {
+    ui.writeWarning("Safe-chain: User defined SSL_CERT_FILE found in environment. It will be overwritten.");
+  }
+  env.SSL_CERT_FILE = combinedCaPath;
+
+  // REQUESTS_CA_BUNDLE: Used by the requests library (which Poetry uses)
+  if (env.REQUESTS_CA_BUNDLE) {
+    ui.writeWarning("Safe-chain: User defined REQUESTS_CA_BUNDLE found in environment. It will be overwritten.");
+  }
+  env.REQUESTS_CA_BUNDLE = combinedCaPath;
+
+  // PIP_CERT: Poetry may use pip internally
+  if (env.PIP_CERT) {
+    ui.writeWarning("Safe-chain: User defined PIP_CERT found in environment. It will be overwritten.");
+  }
+  env.PIP_CERT = combinedCaPath;
+}
+
+/**
+ * Runs a poetry command with safe-chain's certificate bundle and proxy configuration.
+ * 
+ * Poetry respects standard HTTP_PROXY/HTTPS_PROXY environment variables through
+ * the Python requests library.
+ * 
+ * @param {string[]} args - Command line arguments to pass to poetry
+ * @returns {Promise<{status: number}>} Exit status of the poetry command
+ */
+async function runPoetryCommand(args) {
+  try {
+    const env = mergeSafeChainProxyEnvironmentVariables(process.env);
+
+    const combinedCaPath = getCombinedCaBundlePath();
+    setPoetryCaBundleEnvironmentVariables(env, combinedCaPath);
+
+    const result = await safeSpawn("poetry", args, {
+      stdio: "inherit",
+      env,
+    });
+    
+    return { status: result.status };
+  } catch (/** @type any */ error) {
+    if (error.status) {
+      return { status: error.status };
+    } else {
+      ui.writeError("Error executing command:", error.message);
+      ui.writeError("Is 'poetry' installed and available on your system?");
+      return { status: 1 };
+    }
+  }
+}
diff --git a/packages/safe-chain/src/packagemanager/poetry/createPoetryPackageManager.spec.js b/packages/safe-chain/src/packagemanager/poetry/createPoetryPackageManager.spec.js
new file mode 100644
index 0000000..a49cd27
--- /dev/null
+++ b/packages/safe-chain/src/packagemanager/poetry/createPoetryPackageManager.spec.js
@@ -0,0 +1,14 @@
+import { test } from "node:test";
+import assert from "node:assert";
+import { createPoetryPackageManager } from "./createPoetryPackageManager.js";
+
+test("createPoetryPackageManager", async (t) => {
+  await t.test("should create package manager with required interface", () => {
+    const pm = createPoetryPackageManager();
+    
+    assert.ok(pm);
+    assert.strictEqual(typeof pm.runCommand, "function");
+    assert.strictEqual(typeof pm.isSupportedCommand, "function");
+    assert.strictEqual(typeof pm.getDependencyUpdatesForCommand, "function");
+  });
+});
diff --git a/packages/safe-chain/src/registryProxy/registryProxy.js b/packages/safe-chain/src/registryProxy/registryProxy.js
index 8169086..053d5d7 100644
--- a/packages/safe-chain/src/registryProxy/registryProxy.js
+++ b/packages/safe-chain/src/registryProxy/registryProxy.js
@@ -36,10 +36,19 @@ function getSafeChainProxyEnvironmentVariables() {
     return {};
   }
 
+  const proxyUrl = `http://127.0.0.1:${state.port}`;
   return {
-    HTTPS_PROXY: `http://localhost:${state.port}`,
-    GLOBAL_AGENT_HTTP_PROXY: `http://localhost:${state.port}`,
+    // Uppercase variants (standard)
+    HTTP_PROXY: proxyUrl,
+    HTTPS_PROXY: proxyUrl,
+    GLOBAL_AGENT_HTTP_PROXY: proxyUrl,
     NODE_EXTRA_CA_CERTS: getCaCertPath(),
+    // Lowercase variants (some tools like Poetry/requests prefer these)
+    http_proxy: proxyUrl,
+    https_proxy: proxyUrl,
+    // Clear NO_PROXY to ensure all requests go through our proxy
+    NO_PROXY: "",
+    no_proxy: "",
   };
 }
 
diff --git a/packages/safe-chain/src/shell-integration/helpers.js b/packages/safe-chain/src/shell-integration/helpers.js
index 7f45669..af95284 100644
--- a/packages/safe-chain/src/shell-integration/helpers.js
+++ b/packages/safe-chain/src/shell-integration/helpers.js
@@ -25,6 +25,7 @@ export const knownAikidoTools = [
   { tool: "uv", aikidoCommand: "aikido-uv", ecoSystem: ECOSYSTEM_PY },
   { tool: "pip", aikidoCommand: "aikido-pip", ecoSystem: ECOSYSTEM_PY },
   { tool: "pip3", aikidoCommand: "aikido-pip3", ecoSystem: ECOSYSTEM_PY },
+  { tool: "poetry", aikidoCommand: "aikido-poetry", ecoSystem: ECOSYSTEM_PY },
   { tool: "python", aikidoCommand: "aikido-python", ecoSystem: ECOSYSTEM_PY },
   { tool: "python3", aikidoCommand: "aikido-python3", ecoSystem: ECOSYSTEM_PY },
   // When adding a new tool here, also update the documentation for the new tool in the README.md
diff --git a/packages/safe-chain/src/shell-integration/startup-scripts/include-python/init-fish.fish b/packages/safe-chain/src/shell-integration/startup-scripts/include-python/init-fish.fish
index 235ecb8..a849b2f 100644
--- a/packages/safe-chain/src/shell-integration/startup-scripts/include-python/init-fish.fish
+++ b/packages/safe-chain/src/shell-integration/startup-scripts/include-python/init-fish.fish
@@ -81,6 +81,10 @@ function uv
     wrapSafeChainCommand "uv" "aikido-uv" $argv
 end
 
+function poetry
+    wrapSafeChainCommand "poetry" "aikido-poetry" $argv
+end
+
 # `python -m pip`, `python -m pip3`.
 function python
     wrapSafeChainCommand "python" "aikido-python" $argv
diff --git a/packages/safe-chain/src/shell-integration/startup-scripts/include-python/init-posix.sh b/packages/safe-chain/src/shell-integration/startup-scripts/include-python/init-posix.sh
index 9f51010..693075e 100644
--- a/packages/safe-chain/src/shell-integration/startup-scripts/include-python/init-posix.sh
+++ b/packages/safe-chain/src/shell-integration/startup-scripts/include-python/init-posix.sh
@@ -73,6 +73,10 @@ function uv() {
   wrapSafeChainCommand "uv" "aikido-uv" "$@"
 }
 
+function poetry() {
+  wrapSafeChainCommand "poetry" "aikido-poetry" "$@"
+}
+
 # `python -m pip`, `python -m pip3`.
 function python() {
   wrapSafeChainCommand "python" "aikido-python" "$@"
diff --git a/packages/safe-chain/src/shell-integration/startup-scripts/include-python/init-pwsh.ps1 b/packages/safe-chain/src/shell-integration/startup-scripts/include-python/init-pwsh.ps1
index e2ea1c9..ab22ab8 100644
--- a/packages/safe-chain/src/shell-integration/startup-scripts/include-python/init-pwsh.ps1
+++ b/packages/safe-chain/src/shell-integration/startup-scripts/include-python/init-pwsh.ps1
@@ -99,6 +99,10 @@ function uv {
     Invoke-WrappedCommand "uv" "aikido-uv" $args
 }
 
+function poetry {
+    Invoke-WrappedCommand "poetry" "aikido-poetry" $args
+}
+
 # `python -m pip`, `python -m pip3`.
 function python {
     Invoke-WrappedCommand 'python' 'aikido-python' $args
diff --git a/test/e2e/Dockerfile b/test/e2e/Dockerfile
index 8c3b0a5..4e6d9cb 100644
--- a/test/e2e/Dockerfile
+++ b/test/e2e/Dockerfile
@@ -71,6 +71,11 @@ EOF
 RUN curl -LsSf https://astral.sh/uv/install.sh | sh && \
     echo 'source $HOME/.local/bin/env' >> ~/.bashrc
 
+# Install Poetry
+RUN curl -sSL https://install.python-poetry.org | python3 - && \
+    echo 'export PATH="/root/.local/bin:$PATH"' >> ~/.bashrc && \
+    /root/.local/bin/poetry config virtualenvs.in-project true
+
 # Copy and install Safe chain
 COPY --from=builder /app/*.tgz /pkgs/
 RUN npm install -g /pkgs/*.tgz
diff --git a/test/e2e/poetry.e2e.spec.js b/test/e2e/poetry.e2e.spec.js
new file mode 100644
index 0000000..56c3e10
--- /dev/null
+++ b/test/e2e/poetry.e2e.spec.js
@@ -0,0 +1,368 @@
+import { describe, it, before, beforeEach, afterEach } from "node:test";
+import { DockerTestContainer } from "./DockerTestContainer.js";
+import assert from "node:assert";
+
+describe("E2E: poetry coverage", () => {
+  let container;
+
+  before(async () => {
+    DockerTestContainer.buildImage();
+  });
+
+  beforeEach(async () => {
+    // Run a new Docker container for each test
+    container = new DockerTestContainer();
+    await container.start();
+
+    const installationShell = await container.openShell("zsh");
+    await installationShell.runCommand("safe-chain setup --include-python");
+  });
+
+  afterEach(async () => {
+    // Stop and clean up the container after each test
+    if (container) {
+      await container.stop();
+      container = null;
+    }
+  });
+
+  it(`successfully installs known safe packages with poetry add`, async () => {
+    const shell = await container.openShell("zsh");
+    
+    // Clear poetry cache using command to bypass safe-chain wrapper
+    await shell.runCommand("command poetry cache clear pypi --all -n");
+    
+    // Initialize a new poetry project
+    await shell.runCommand("mkdir /tmp/test-poetry-project && cd /tmp/test-poetry-project");
+    await shell.runCommand("cd /tmp/test-poetry-project && poetry init --no-interaction");
+    
+    // Add a safe package
+    const result = await shell.runCommand(
+      "cd /tmp/test-poetry-project && poetry add requests"
+    );
+
+    assert.ok(
+      result.output.includes("no malware found.") || result.output.includes("Installing"),
+      `Output did not include expected text. Output was:\n${result.output}`
+    );
+  });
+
+  it(`poetry add with specific version`, async () => {
+    const shell = await container.openShell("zsh");
+    
+    await shell.runCommand("mkdir /tmp/test-poetry-version && cd /tmp/test-poetry-version");
+    await shell.runCommand("cd /tmp/test-poetry-version && poetry init --no-interaction");
+    
+    const result = await shell.runCommand(
+      "cd /tmp/test-poetry-version && poetry add requests==2.32.3"
+    );
+
+    assert.ok(
+      result.output.includes("no malware found.") || result.output.includes("Installing"),
+      `Output did not include expected text. Output was:\n${result.output}`
+    );
+  });
+
+  it(`safe-chain blocks installation of malicious Python packages via poetry`, async () => {
+    const shell = await container.openShell("zsh");
+    
+    await shell.runCommand("mkdir /tmp/test-poetry-malware && cd /tmp/test-poetry-malware");
+    await shell.runCommand("cd /tmp/test-poetry-malware && poetry init --no-interaction");
+    
+    const result = await shell.runCommand(
+      "cd /tmp/test-poetry-malware && poetry add safe-chain-pi-test"
+    );
+
+    assert.ok(
+      result.output.includes("Blocked by Safe-chain"),
+      `Expected malware to be blocked. Output was:\n${result.output}`
+    );
+    assert.strictEqual(
+      result.exitCode,
+      1,
+      `Expected exit code 1 for blocked malware, got ${result.exitCode}`
+    );
+  });
+
+  it(`poetry install installs dependencies from pyproject.toml`, async () => {
+    const shell = await container.openShell("zsh");
+    
+    await shell.runCommand("mkdir /tmp/test-poetry-install && cd /tmp/test-poetry-install");
+    await shell.runCommand("cd /tmp/test-poetry-install && poetry init --no-interaction");
+    await shell.runCommand("cd /tmp/test-poetry-install && poetry add requests");
+    
+    // Now remove the virtualenv and run install
+    await shell.runCommand("cd /tmp/test-poetry-install && rm -rf .venv");
+    
+    const result = await shell.runCommand(
+      "cd /tmp/test-poetry-install && poetry install"
+    );
+
+    assert.ok(
+      result.output.includes("no malware found.") || result.output.includes("Installing"),
+      `Output did not include expected text. Output was:\n${result.output}`
+    );
+  });
+
+  it(`poetry update updates dependencies`, async () => {
+    const shell = await container.openShell("zsh");
+    
+    await shell.runCommand("mkdir /tmp/test-poetry-update && cd /tmp/test-poetry-update");
+    await shell.runCommand("cd /tmp/test-poetry-update && poetry init --no-interaction");
+    await shell.runCommand("cd /tmp/test-poetry-update && poetry add requests");
+    
+    const result = await shell.runCommand(
+      "cd /tmp/test-poetry-update && poetry update"
+    );
+
+    assert.ok(
+      result.output.includes("no malware found.") || result.output.includes("Updating"),
+      `Output did not include expected text. Output was:\n${result.output}`
+    );
+  });
+
+  it(`poetry update with specific packages`, async () => {
+    const shell = await container.openShell("zsh");
+    
+    await shell.runCommand("mkdir /tmp/test-poetry-update-specific && cd /tmp/test-poetry-update-specific");
+    await shell.runCommand("cd /tmp/test-poetry-update-specific && poetry init --no-interaction");
+    await shell.runCommand("cd /tmp/test-poetry-update-specific && poetry add requests certifi");
+    
+    const result = await shell.runCommand(
+      "cd /tmp/test-poetry-update-specific && poetry update requests"
+    );
+
+    assert.ok(
+      result.output.includes("no malware found.") || result.output.includes("Updating"),
+      `Output did not include expected text. Output was:\n${result.output}`
+    );
+  });
+
+  it(`poetry sync synchronizes environment`, async () => {
+    const shell = await container.openShell("zsh");
+    
+    await shell.runCommand("mkdir /tmp/test-poetry-sync && cd /tmp/test-poetry-sync");
+    await shell.runCommand("cd /tmp/test-poetry-sync && poetry init --no-interaction");
+    await shell.runCommand("cd /tmp/test-poetry-sync && poetry add requests");
+    
+    const result = await shell.runCommand(
+      "cd /tmp/test-poetry-sync && poetry sync"
+    );
+
+    assert.ok(
+      result.output.includes("no malware found.") || result.output.includes("Installing"),
+      `Output did not include expected text. Output was:\n${result.output}`
+    );
+  });
+
+  it(`poetry add with multiple packages`, async () => {
+    const shell = await container.openShell("zsh");
+    
+    await shell.runCommand("mkdir /tmp/test-poetry-multi && cd /tmp/test-poetry-multi");
+    await shell.runCommand("cd /tmp/test-poetry-multi && poetry init --no-interaction");
+    
+    const result = await shell.runCommand(
+      "cd /tmp/test-poetry-multi && poetry add requests certifi"
+    );
+
+    assert.ok(
+      result.output.includes("no malware found.") || result.output.includes("Installing"),
+      `Output did not include expected text. Output was:\n${result.output}`
+    );
+  });
+
+  it(`poetry add with extras`, async () => {
+    const shell = await container.openShell("zsh");
+    
+    await shell.runCommand("mkdir /tmp/test-poetry-extras && cd /tmp/test-poetry-extras");
+    await shell.runCommand("cd /tmp/test-poetry-extras && poetry init --no-interaction");
+    
+    // Use quotes to prevent shell expansion of square brackets
+    const result = await shell.runCommand(
+      'cd /tmp/test-poetry-extras && poetry add "requests[security]"'
+    );
+
+    assert.ok(
+      result.output.includes("no malware found.") || result.output.includes("Installing"),
+      `Output did not include expected text. Output was:\n${result.output}`
+    );
+  });
+
+  it(`poetry add with development group`, async () => {
+    const shell = await container.openShell("zsh");
+    
+    await shell.runCommand("mkdir /tmp/test-poetry-dev && cd /tmp/test-poetry-dev");
+    await shell.runCommand("cd /tmp/test-poetry-dev && poetry init --no-interaction");
+    
+    const result = await shell.runCommand(
+      "cd /tmp/test-poetry-dev && poetry add --group dev pytest"
+    );
+
+    assert.ok(
+      result.output.includes("no malware found.") || result.output.includes("Installing"),
+      `Output did not include expected text. Output was:\n${result.output}`
+    );
+  });
+
+  it(`poetry install with extras`, async () => {
+    const shell = await container.openShell("zsh");
+    
+    await shell.runCommand("mkdir /tmp/test-poetry-install-extras && cd /tmp/test-poetry-install-extras");
+    await shell.runCommand("cd /tmp/test-poetry-install-extras && poetry init --no-interaction");
+    await shell.runCommand('cd /tmp/test-poetry-install-extras && poetry add requests');
+    await shell.runCommand("cd /tmp/test-poetry-install-extras && rm -rf .venv");
+    
+    const result = await shell.runCommand(
+      'cd /tmp/test-poetry-install-extras && poetry install'
+    );
+
+    assert.ok(
+      result.output.includes("no malware found.") || result.output.includes("Installing"),
+      `Output did not include expected text. Output was:\n${result.output}`
+    );
+  });
+
+  it(`poetry install with dependency groups`, async () => {
+    const shell = await container.openShell("zsh");
+    
+    await shell.runCommand("mkdir /tmp/test-poetry-install-groups && cd /tmp/test-poetry-install-groups");
+    await shell.runCommand("cd /tmp/test-poetry-install-groups && poetry init --no-interaction");
+    await shell.runCommand("cd /tmp/test-poetry-install-groups && poetry add requests");
+    await shell.runCommand("cd /tmp/test-poetry-install-groups && rm -rf .venv");
+    
+    const result = await shell.runCommand(
+      "cd /tmp/test-poetry-install-groups && poetry install"
+    );
+
+    assert.ok(
+      result.output.includes("no malware found.") || result.output.includes("Installing"),
+      `Output did not include expected text. Output was:\n${result.output}`
+    );
+  });
+
+  it(`poetry lock creates/updates lock file`, async () => {
+    const shell = await container.openShell("zsh");
+    
+    await shell.runCommand("mkdir /tmp/test-poetry-lock && cd /tmp/test-poetry-lock");
+    await shell.runCommand("cd /tmp/test-poetry-lock && poetry init --no-interaction");
+    await shell.runCommand("cd /tmp/test-poetry-lock && poetry add requests");
+    await shell.runCommand("cd /tmp/test-poetry-lock && rm poetry.lock");
+    
+    const result = await shell.runCommand(
+      "cd /tmp/test-poetry-lock && poetry lock"
+    );
+
+    assert.ok(
+      result.output.includes("no malware found.") || result.output.includes("Resolving") || result.output.includes("lock file"),
+      `Output did not include expected text. Output was:\n${result.output}`
+    );
+  });
+
+  it(`poetry add with version constraint using @`, async () => {
+    const shell = await container.openShell("zsh");
+    
+    await shell.runCommand("mkdir /tmp/test-poetry-constraint && cd /tmp/test-poetry-constraint");
+    await shell.runCommand("cd /tmp/test-poetry-constraint && poetry init --no-interaction");
+    
+    const result = await shell.runCommand(
+      "cd /tmp/test-poetry-constraint && poetry add requests@^2.32.0"
+    );
+
+    assert.ok(
+      result.output.includes("no malware found.") || result.output.includes("Installing"),
+      `Output did not include expected text. Output was:\n${result.output}`
+    );
+  });
+
+  it(`poetry remove does not download packages`, async () => {
+    const shell = await container.openShell("zsh");
+    
+    await shell.runCommand("mkdir /tmp/test-poetry-remove && cd /tmp/test-poetry-remove");
+    await shell.runCommand("cd /tmp/test-poetry-remove && poetry init --no-interaction");
+    await shell.runCommand("cd /tmp/test-poetry-remove && poetry add requests");
+    
+    const result = await shell.runCommand(
+      "cd /tmp/test-poetry-remove && poetry remove requests"
+    );
+
+    // Remove should succeed - it doesn't download packages
+    assert.strictEqual(
+      result.status,
+      0,
+      `Expected exit code 0 for remove command, got ${result.status}`
+    );
+  });
+
+  it(`blocks malware during poetry install`, async () => {
+    const shell = await container.openShell("zsh");
+    
+    // Create a project with malware in dependencies
+    await shell.runCommand("mkdir /tmp/test-poetry-install-malware && cd /tmp/test-poetry-install-malware");
+    await shell.runCommand("cd /tmp/test-poetry-install-malware && poetry init --no-interaction");
+    
+    // Add safe-chain-pi-test to pyproject.toml using sed
+    await shell.runCommand('cd /tmp/test-poetry-install-malware && echo "safe-chain-pi-test = \"*\"" >> pyproject.toml');
+    
+    const result = await shell.runCommand(
+      "cd /tmp/test-poetry-install-malware && poetry install 2>&1"
+    );
+
+    assert.ok(
+      result.output.includes("Blocked by Safe-chain"),
+      `Expected malware to be blocked during install. Output was:\n${result.output}`
+    );
+    assert.strictEqual(
+      result.status,
+      1,
+      `Expected exit code 1 for blocked malware during install, got ${result.status}`
+    );
+  });
+
+  it(`blocks malware during poetry update`, async () => {
+    const shell = await container.openShell("zsh");
+    
+    await shell.runCommand("mkdir /tmp/test-poetry-update-malware && cd /tmp/test-poetry-update-malware");
+    await shell.runCommand("cd /tmp/test-poetry-update-malware && poetry init --no-interaction");
+    
+    // Add safe-chain-pi-test to pyproject.toml using sed
+    await shell.runCommand('cd /tmp/test-poetry-update-malware && echo "safe-chain-pi-test = \"*\"" >> pyproject.toml');
+    
+    const result = await shell.runCommand(
+      "cd /tmp/test-poetry-update-malware && poetry update 2>&1"
+    );
+
+    assert.ok(
+      result.output.includes("Blocked by Safe-chain"),
+      `Expected malware to be blocked during update. Output was:\n${result.output}`
+    );
+    assert.strictEqual(
+      result.status,
+      1,
+      `Expected exit code 1 for blocked malware during update, got ${result.status}`
+    );
+  });
+
+  it(`blocks malware during poetry sync`, async () => {
+    const shell = await container.openShell("zsh");
+    
+    await shell.runCommand("mkdir /tmp/test-poetry-sync-malware && cd /tmp/test-poetry-sync-malware");
+    await shell.runCommand("cd /tmp/test-poetry-sync-malware && poetry init --no-interaction");
+    
+    // Add safe-chain-pi-test to pyproject.toml using sed
+    await shell.runCommand('cd /tmp/test-poetry-sync-malware && echo "safe-chain-pi-test = \"*\"" >> pyproject.toml');
+    
+    const result = await shell.runCommand(
+      "cd /tmp/test-poetry-sync-malware && poetry sync 2>&1"
+    );
+
+    assert.ok(
+      result.output.includes("Blocked by Safe-chain"),
+      `Expected malware to be blocked during sync. Output was:\n${result.output}`
+    );
+    assert.strictEqual(
+      result.status,
+      1,
+      `Expected exit code 1 for blocked malware during sync, got ${result.status}`
+    );
+  });
+});