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docs: add security testing status and remaining tasks
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documentation/security-testing-status.md
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documentation/security-testing-status.md
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# Security Testing Status
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Tracking security testing progress and remaining tasks.
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---
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## Completed Testing
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### Local Fuzzer (tests/fuzz/run_fuzz.py)
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| Phase | Tests | Status |
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|-------|-------|--------|
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| Reconnaissance | 25 endpoints probed | PASS |
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| Input Fuzzing | Binary, unicode, size limits | PASS |
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| Injection Attacks | SQLi, XSS, SSTI, command injection | PASS |
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| Auth/Authz | Header spoofing, privilege escalation | PASS |
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| Business Logic | Burn-after-read, expiry, dedup | PASS |
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| Cryptography | PoW token replay, timing | PASS |
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### Production Fuzzer (mymx.me/paste)
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| Phase | Tests | Status |
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|-------|-------|--------|
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| Content Fuzzing | Null bytes, unicode, 50KB, control chars | PASS |
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| Injection Testing | SQLi, SSTI, XSS, command, path traversal | PASS |
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| Header Injection | Host override, XFF chains, SQLi in headers | PASS |
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| Path Fuzzing | Traversal, URL encoding, long paths | PASS |
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| MIME Detection | GIF+JS, PNG+HTML, PDF+HTML polyglots | PASS |
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### MIME Detection (Polyglot Attacks)
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| Attack Vector | Payload | Result |
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|---------------|---------|--------|
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| PNG + HTML | Magic bytes + script tag | Served as image/png |
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| GIF + JavaScript | GIF89a + JS comment trick | Served as image/gif |
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| PDF + ZIP | PDF header + ZIP trailer | Served as application/pdf |
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| SVG + Script | XML with embedded script | Served as text/plain |
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| JPEG + PHP | JFIF + PHP code | Served as image/jpeg |
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---
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## Remaining Tasks
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### MIME Detection - Additional Formats
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33 signatures untested on production:
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```
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[ ] WebP (image/webp)
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[ ] TIFF (image/tiff)
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[ ] BMP (image/bmp)
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[ ] ICO (image/x-icon)
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[ ] AVIF (image/avif)
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[ ] HEIC (image/heic)
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[ ] WebM (video/webm)
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[ ] MP4 (video/mp4)
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[ ] AVI (video/x-msvideo)
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[ ] MOV (video/quicktime)
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[ ] MKV (video/x-matroska)
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[ ] MP3 (audio/mpeg)
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[ ] WAV (audio/wav)
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[ ] FLAC (audio/flac)
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[ ] OGG (audio/ogg)
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[ ] WASM (application/wasm)
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[ ] 7z (application/x-7z-compressed)
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[ ] RAR (application/vnd.rar)
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[ ] TAR (application/x-tar)
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[ ] XZ (application/x-xz)
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[ ] BZ2 (application/x-bzip2)
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[ ] DMG (application/x-apple-diskimage)
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[ ] ISO (application/x-iso9660-image)
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[ ] DEB (application/vnd.debian.binary-package)
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[ ] RPM (application/x-rpm)
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[ ] CAB (application/vnd.ms-cab-compressed)
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[ ] DOCX (application/vnd.openxmlformats...)
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[ ] XLSX (application/vnd.openxmlformats...)
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[ ] PPTX (application/vnd.openxmlformats...)
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[ ] ODF (application/vnd.oasis.opendocument...)
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[ ] Java class (application/java-vm)
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[ ] Mach-O (application/x-mach-binary)
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[ ] AR archive (application/x-archive)
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```
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### Fuzzing Improvements
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```
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[ ] Add --target option to run_fuzz.py for external testing
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[ ] Implement adaptive rate limiting in production fuzzer
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[ ] Add hypothesis property-based tests for MIME detection
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[ ] Create polyglot generator for automated MIME confusion testing
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[ ] Add timing attack tests for authentication endpoints
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```
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### Penetration Testing (from PENTEST_PLAN.md)
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```
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[ ] Race condition: Burn-after-read via HEAD then GET
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[ ] Race condition: Content hash deduplication counter
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[ ] DoS: Memory exhaustion via unique IP rate limits
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[ ] DoS: Anti-flood list growth under load
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[ ] CLI: Clipboard command injection validation
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[ ] CLI: Certificate file permission exposure
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```
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### Documentation
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```
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[ ] Add remaining MIME test results to security assessment
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[ ] Document rate limiting behavior under attack
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[ ] Create threat model diagram
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[ ] Add security headers audit to CI pipeline
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```
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---
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## Test Commands
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```bash
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# Local fuzzer (starts isolated server)
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./venv/bin/python tests/fuzz/run_fuzz.py --verbose
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# Quick smoke test
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./venv/bin/python tests/fuzz/run_fuzz.py --quick
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# Specific phases only
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./venv/bin/python tests/fuzz/run_fuzz.py --phases 1,2,3
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# Hypothesis tests (via pytest)
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./venv/bin/pytest tests/test_fuzz.py -v
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# Production fuzzer (rate limited)
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python /tmp/prod_fuzz.py
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```
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---
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## Security Controls Verified
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| Control | Implementation | Verified |
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|---------|----------------|----------|
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| X-Content-Type-Options | nosniff | Yes |
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| Content-Security-Policy | default-src 'none' | Yes |
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| X-Frame-Options | DENY | Yes |
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| Magic byte detection | First 16 bytes, 42 signatures | Yes |
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| Input sanitization | Werkzeug header handling | Yes |
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| SQL injection prevention | SQLAlchemy parameterized queries | Yes |
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| SSTI prevention | No user content in templates | Yes |
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| Path traversal prevention | ID validation regex | Yes |
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---
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## Notes
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- Production testing requires rate limit awareness (1.5s+ delay)
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- X-SSL-Client-SHA1 spoofing requires TRUSTED_PROXY_SECRET in production
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- /metrics endpoint intentionally exposed for Prometheus
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- Hypothesis tests use Flask test client (in-memory, not network)
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