Files
DodoSSH/docs/crypto.md
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jaap-jan d2a2ed8a29 Specify the key statement encoding and key log chain (crypto.md 7.1, 7.2)
Section 7 always required "a canonical, length-prefixed encoding" for
signatures without ever specifying one. That gap had to be closed before
enrollment could exist: the client hashes the key statement and uses the
result as an OIDC nonce, so the provider signs over those exact bytes. Two
implementations disagreeing by one byte produce two nonces and an
enrollment nobody can verify -- and it only shows up against a real
provider, never in a local test.

JSON cannot be the hashed form. Property order, number formatting, Unicode
escaping and whitespace all vary between serialisers. So the statement is
transmitted as JSON and hashed as a fixed binary encoding, and the two are
independent by construction.

Three details are load-bearing rather than stylistic:

- The presence byte before each string is what makes the encoding
  injective. Without it an absent email and an empty one encode
  identically, and two different statements share a binding.
- Timestamps truncate to milliseconds. PostgreSQL stores microseconds, so
  a statement that has been through the database must still hash to what
  the client hashed. The same applies to the key log, where an entry that
  cannot reproduce its own hash after being read back makes the chain
  unverifiable.
- The key log entry hash deliberately excludes the database sequence. It
  is unknown until the insert runs, and order already follows the hash
  links -- so a renumbered or gapped sequence column cannot silently
  reorder history.

KeyStatementFields is separate from Contracts.KeyStatement on purpose: one
may gain JSON fields freely, the other cannot change without invalidating
every stored binding, and Crypto must not depend on the contract assembly.
KeyStatementDriftTests makes a field added to one and not the other a
build failure, because a wire field outside the binding is unauthenticated
data the server can change undetected.

54 new tests and two new golden vector sections. The vectors pin the
absent-versus-empty email case and confirm that an offset-bearing
sub-millisecond timestamp encodes identically to its truncated UTC form.
Only additions to vectors.json; nothing existing moved.
2026-07-28 16:06:11 +02:00

20 KiB
Raw Blame History

DodoSSH cryptographic specification (DSH1)

  • Status: frozen as of 2026-07-28. Version 1.
  • Normative. DodoSSH.Crypto must agree with this document exactly, and tests/fixtures/crypto/vectors.json pins the byte-level results.

Why this is frozen before anything is built on it. The server holds ciphertext and no keys, so it cannot re-encrypt anything, ever. Only clients can. A change to the envelope layout or to AAD derivation after users hold data is therefore not a server migration — it is a coordinated rewrite of every client's local store, with no rollback. Additive change is possible through the version fields in §8; changing the meaning of an existing field is not.

1. Primitives

Purpose Algorithm Source
Passphrase KDF Argon2id NSec (libsodium)
Subkey derivation HKDF-SHA512 BCL System.Security.Cryptography.HKDF
Content AEAD XChaCha20-Poly1305 NSec (libsodium)
Key wrapping X25519 + HKDF-SHA256 + XChaCha20-Poly1305 NSec (libsodium)
Signatures Ed25519 NSec (libsodium)
Hashing, fingerprints SHA-256 BCL

Why not the BCL for everything

  • The BCL has no X25519 and no Ed25519 as of .NET 10. ECDiffieHellman is NIST curves only. We do not substitute P-256 to avoid a native dependency: point validation, cofactor and encoding are all footguns that X25519 does not have.
  • ChaCha20Poly1305.IsSupported is false on macOS, and on Windows builds before 10.0.20142. That disqualifies the in-box AEAD for a cross-platform client.
  • NSec holds key material in libsodium's guarded, mlocked allocations with KeyExportPolicies.None, which is real protection against heap scraping and core dumps. A byte[] cannot offer that.

AES-256-GCM (alg_id = 2) is specified as a fallback for environments without XChaCha20-Poly1305. It is not currently emitted; readers must accept it.

Verified availability

tests/DodoSSH.Crypto.Tests/PrimitiveAvailabilityTests.cs proves each primitive functions on the host running the suite. It is not ceremony: it is the guard that catches a platform where this specification is not implementable.

2. Argon2id parameters

Purpose Memory Passes Parallelism Output
Passphrase → master key 256 MiB 4 1 32 B
Recovery code → KEK 64 MiB 3 1 32 B
Invite secret → KEK 64 MiB 3 1 32 B

Salt is 16 bytes from a CSPRNG, fresh on every passphrase change.

MemorySize is in kibibytes

NSec.Cryptography.Argon2Parameters.MemorySize is KiB, not bytes. Passing bytes gives either a catastrophically weak KDF or an absurd allocation:

Intent Correct If bytes were assumed
256 MiB 262144 268435456 → 256 GiB, allocation failure
262144 bytes → 256 KiB, ~1 ms, trivially crackable

DodoSSH.Crypto therefore never accepts a raw integer here. Argon2Profile takes MemoryMebibytes and converts, so the unit cannot be got wrong at a call site.

Parallelism is pinned to 1 because libsodium's Argon2id implementation supports only p=1. Memory cost compensates: 256 MiB at t=4 is far above OWASP's 19 MiB/t=2 floor.

Measured on a fast desktop (see §2 note in the test suite for the harness):

Parameters Time
64 MiB, t=3 52 ms
128 MiB, t=3 114 ms
256 MiB, t=4 (default) 323 ms
512 MiB, t=4 700 ms

A once-per-session unlock at roughly 0.3 s on fast hardware and an estimated 11.5 s on a low-end laptop is the intended trade. Clients expose a security level of 128 / 256 / 512 MiB.

KDF parameters are stored in plaintext per wrap row (kdf_alg, kdf_salt, kdf_m, kdf_t, kdf_p). Salts are not secrets, and storing the parameters makes raising them later a per-user, unlock-time migration instead of a breaking change. An old client can still open its own wrap.

No passphrase verifier is stored server-side. An Argon2id(passphrase) hash held by the server would be an offline-crackable target on the very machine being defended against, for no gain: the AEAD tag on the bundle wrap already proves the passphrase. Rate limiting is the OIDC access-token gate plus client-side backoff.

3. Key hierarchy

vault passphrase
   │ Argon2id(salt, m=256 MiB, t=4, p=1) → 32 B
   ▼
MK — master key, RAM only, never persisted, never transmitted
   │ HKDF-SHA512-Expand with domain-separated info labels
   ├── KEK_pp        info = "dsh1/kek/passphrase/v1"   32 B
   └── LocalCacheKey info = "dsh1/localcache/v1"       32 B
   ▼
UserSecretBundle — canonical CBOR, ~200 B
   { v: 1, x25519_sk: 32 B, ed25519_sk: 32 B, created: <unix s>, keyGeneration: <u32> }
   stored server-side as N independent wraps of the SAME bundle:
     kind=passphrase → symmetric AEAD under KEK_pp
     kind=device     → SealTo(device_x25519_pk)   one row per enrolled device
     kind=recovery   → symmetric AEAD under KEK_rc = Argon2id(recovery code)
     kind=escrow     → SealTo(team_breakglass_pk) opt-in, M5
   ▼
VaultKey — 32 B CSPRNG, per vault, per key generation
   wrapped per member: SealTo(member_x25519_pk, VaultKey, aad)
   ▼
DataKey (DK) — 32 B CSPRNG, per item, per version
   wrapped: XChaCha20-Poly1305(VaultKey, DK, aad)
   ▼
item plaintext — password, private key, key passphrase, TOTP seed, encrypted metadata
   XChaCha20-Poly1305(DK, plaintext, aad)

Why the bundle is wrapped many ways

This is the load-bearing structural choice. Because every wrap protects the same bundle:

  • Passphrase change re-derives KEK_pp from a new salt, re-wraps ~200 bytes and updates one row. No vault data is re-encrypted and no other member is involved. This is the entire reason an identity keypair exists rather than encrypting vault keys under the passphrase key directly.
  • New device is one additional wrap row.
  • Recovery is one additional wrap row.

Why a per-item DataKey

  1. Cheap rotation. Rotating a vault key re-wraps N × 32-byte data keys and never touches content blobs. A 10,000-item vault rotates in a few hundred kilobytes of writes.
  2. Narrow sharing. A single item can be re-wrapped to another vault key or user key.
  3. Nonce hygiene. Each key encrypts about one message.
  4. Versioning. A new item version gets a new data key, so prior ciphertext stays independently decryptable for history and undo.

Per-item keys wrapped to individual users — which is what would make per-item ACLs cryptographic rather than server-enforced — are deferred to M5. The content_key_id column exists from the first migration so that lands without a migration. Until then, an item ACL is access control, not cryptographic isolation: anyone holding the vault key can decrypt any ciphertext they obtain. Say so in the product.

4. Canonical AAD

Every AEAD operation binds its ciphertext to the identity of the row that holds it. The AAD is not stored; it is recomputed from that row's plaintext columns on both encrypt and decrypt.

4.1 Encoding

Fixed-width binary, 64 bytes, big-endian throughout:

Offset Size Field Notes
0 5 magic ASCII dsh1\n
5 1 aadVersion u8, currently 1
6 1 purpose u8, §4.2
7 1 resourceType u8, §4.3
8 16 resourceId UUID, RFC 4122 big-endian byte order
24 16 keyId UUID, or 16 zero bytes when not applicable
40 4 keyGeneration u32
44 4 itemVersion u32, 0 when not applicable
48 2 schemaVersion u16
50 14 reserved zero
AAD = SHA-256(canonical 64-byte encoding)

Fixed-width encoding is used rather than delimited string concatenation so that no field value can forge a field boundary. UUIDs must be serialised in RFC 4122 order — not .NET's Guid.ToByteArray(), which emits the first three groups little-endian. Use Guid.TryWriteBytes(dest, bigEndian: true).

This supersedes the illustrative string form sketched in ADR 0001. The fields and intent are unchanged; only the byte encoding is nailed down here.

4.2 purpose

Value Name Binds
1 UserSecretBundle a bundle wrap
2 VaultKeyGrant a vault key sealed to a member
3 ItemDataKey a data key wrapped under a vault key
4 ItemPayload item plaintext under its data key
5 ItemMetadata encrypted host metadata under its data key
6 LocalCache a client's on-disk cache record

4.3 resourceType

1 User, 2 Device, 3 Vault, 4 Host, 5 Credential, 6 SshKey, 7 HostGroup, 8 Tag, 9 Snippet, 10 PortForward, 11 KnownHostKey.

0 means not applicable and is legal only where the table in §4.2 implies no resource.

4.4 What this prevents

A malicious or compromised server, holding every ciphertext and every plaintext column:

  • cannot move credential A's payload onto host B — resourceId differs, tag fails;
  • cannot roll back a row to an earlier key generation — keyGeneration differs;
  • cannot replay a revoked grant blob — keyGeneration and resourceId differ;
  • cannot repurpose a bundle wrap as a vault grant — purpose differs;
  • cannot substitute an item's metadata blob for its payload blob — purpose differs.

None of that follows from ACLs. It is the single most valuable structural property here, and it is why AAD derivation is frozen ahead of everything else.

5. DSH1 envelope

Binary layout. All multi-byte integers big-endian.

 offset size  field
      0    4  magic          ASCII "DSH1"
      4    1  alg_id         1 XChaCha20-Poly1305 | 2 AES-256-GCM | 3 SealTo(X25519)
      5    1  flags          reserved, must be 0, readers must reject non-zero
   [alg_id = 3 only]
      6   32  ephemeral_pk   X25519 ephemeral public key
      —    —  nonce          24 B for alg 1 and 3, 12 B for alg 2
      —    n  ciphertext     includes the trailing 16-byte AEAD tag
  • Header is 6 bytes, plus 32 for alg_id = 3.
  • Nonces are drawn from a CSPRNG per message. A 192-bit nonce is why no counter is needed; this is a concrete reason to prefer XChaCha20 over AES-GCM's 96-bit nonce.
  • flags exists so a reader can fail closed on an envelope it does not fully understand.
  • Minimum lengths: 46 bytes for alg_id = 1, 34 for 2, 78 for 3. Shorter is malformed.

6. SealTo — anonymous-sender wrapping (alg_id = 3)

Specified explicitly rather than using libsodium's sealed box, because the sealed-box KDF is Blake2b over the ephemeral and recipient keys only and we require the AAD binding of §4.

Seal(recipient_pk, plaintext, aad):
    (e_sk, e_pk) = X25519.GenerateKeyPair()
    dh           = X25519(e_sk, recipient_pk)          reject all-zero output
    prk          = HKDF-SHA256-Extract(salt = e_pk || recipient_pk, ikm = dh)
    k            = HKDF-SHA256-Expand(prk, info = "dsh1/sealto/v1|" || aad, L = 32)
    nonce        = CSPRNG(24)
    ct           = XChaCha20-Poly1305-Encrypt(k, nonce, aad, plaintext)
    wipe(e_sk, dh, prk, k)
    return e_pk || nonce || ct

Open(recipient_sk, envelope, aad):
    parse e_pk, nonce, ct
    dh  = X25519(recipient_sk, e_pk)                   reject all-zero output
    prk = HKDF-SHA256-Extract(salt = e_pk || X25519_public(recipient_sk), ikm = dh)
    k   = HKDF-SHA256-Expand(prk, info = "dsh1/sealto/v1|" || aad, L = 32)
    return XChaCha20-Poly1305-Decrypt(k, nonce, aad, ct)   null on tag failure

SealTo is anonymous-sender by construction — it proves nothing about who created the envelope. Every grant record therefore additionally carries a detached Ed25519 signature from the granter (§7). Without that, a server could fabricate a grant and the recipient could not tell.

7. Signatures

Ed25519 over a canonical, length-prefixed encoding. Each signature is domain-separated by a context string so a signature in one role can never be replayed in another:

Context Signs
dsh1/sig/keystatement/v1 an enrollment key statement
dsh1/sig/grant/v1 (vaultId, keyGeneration, granteeUserId, granteeKeyFingerprint, SHA-256(wrappedKey), grantKind, granterUserId, granterKeyFingerprint, keyLogHead, timestamp)
dsh1/sig/attestation/v1 an admin's attestation of another user's key statement

A grant signature covers SHA-256(wrappedKey) rather than the wrapped key itself, so signature verification does not require the verifier to hold the vault key.

The server stores signatures opaquely and clients verify them. Server-side verification would be a convenience, never the security boundary, and would drag an asymmetric implementation onto a machine that is supposed to have none.

The one exception is the key statement self-signature in §7.1, which the server does verify. That is a data-integrity check, not a boundary: an unverifiable statement admitted into the append-only key log (§7.2) is permanent, and every client auditing the chain afterwards would see an entry it cannot validate and cannot distinguish from tampering.

7.1 Key statement — canonical encoding and the identity-provider binding

Added 2026-07-28. §7 always required "a canonical, length-prefixed encoding"; this specifies it exactly. This is a clarification of an underspecified detail, made before any client exists, not a change to a defined one. Pinned by keyStatement in the test vectors.

statement = "dsh1/keystatement/v1"        20 bytes, literal
          || u16  version                  big-endian
          || u32  keyGeneration            big-endian
          || i64  createdAt                big-endian, Unix milliseconds, UTC
          || x25519_pk                     32 bytes
          || ed25519_pk                    32 bytes
          || str(issuer) || str(subject) || str(email) || str(deviceName)

str(absent)  = 0x00
str(present) = 0x01 || u32 length (big-endian) || UTF-8 bytes

binding = SHA-256(statement)              32 bytes
nonce   = base64url(binding), unpadded    43 characters

Notes that are normative, not stylistic:

  • The presence byte is what makes the encoding injective. Without it an absent email and an empty one encode identically, and two different statements would share a binding.
  • createdAt is truncated to milliseconds by construction. PostgreSQL stores microseconds, so a value that has been through a database round trip must still hash to the same thing. The offset is normalised to UTC, so the timezone a client happens to hold is irrelevant.
  • JSON must never be hashed. Property order, number formatting, Unicode escaping and whitespace all vary between serialisers. Two implementations disagreeing by one byte produce two nonces and an enrollment nobody can verify. The statement is transmitted as JSON and hashed as the encoding above; the two are independent on purpose.
  • The nonce is base64url because it travels in an authorization request query string.

The client uses nonce for a fresh OIDC authorization with prompt=login, so the resulting ID token is an identity-provider signature over exactly these keys. Verifiers must check: signature against the provider's JWKS fetched directly from the provider, iss matching the statement, sub matching the account, aud equal to the client id — an ID token is audienced to the client, never to the API — and nonce equal to the value above.

7.2 Key log chain

entryHash = SHA-256( "dsh1/keylog/v1"      14 bytes, literal
                  || previousHash          32 bytes, all-zero for the first entry
                  || userId                16 bytes, RFC 4122 big-endian
                  || u32 generation        big-endian
                  || x25519_pk             32 bytes
                  || ed25519_pk            32 bytes
                  || statementSignature    64 bytes
                  || i64 createdAt )       big-endian, Unix milliseconds, UTC

The database-assigned sequence is deliberately not an input. It is unknown until the insert executes, and order already follows the hash links — so a renumbered or gapped sequence column cannot silently reorder history.

Appends must be serialised (the server takes a deployment-wide advisory lock). Two concurrent appends reading the same head would produce two entries claiming the same predecessor, which is indistinguishable from the fork the chain exists to detect.

8. Fingerprints and versioning

fingerprint = SHA-256( "dsh1/fp/v1" || x25519_pk || ed25519_pk )        32 bytes

Displayed as lowercase hex in groups of four. The 6-word safety number for out-of-band verification derives from the first 48 bits of the sorted concatenation of both parties' fingerprints, so both sides compute the same words regardless of who initiates.

SSH host key fingerprints are a different thing and follow OpenSSH: SHA256: + unpadded base64 of SHA-256(host key blob). Compute from the raw host key blob; do not use SSH.NET's MD5 property.

Change rules

Field Widening Meaning change
alg_id new value, readers reject unknown never
flags new bit, readers reject unknown bits never
aadVersion new value; rows carry payload_aad_version never
keyGeneration monotonic per vault never
purpose, resourceType append only never

alg_id = 4 is reserved for a hybrid X25519 + ML-KEM-768 seal. The identifier is claimed now, before it is needed, because store-now-decrypt-later is a genuine threat against long-lived SSH private keys and the value must not be reused. .NET 10 ships MLKem; the construction concatenates both shared secrets into HKDF-Extract. Deferred, not forgotten.

Raising aadVersion or alg_id requires a client-side lazy re-encrypt-on-write path to exist first. The server cannot participate.

9. Test vectors

tests/fixtures/crypto/vectors.json is generated by DodoSSH.Crypto.Tests.VectorGenerator and asserted by GoldenVectorTests. It pins:

  • canonical AAD encodings and their SHA-256, including UUID byte order;
  • envelope framing for each alg_id, with fixed key, nonce and plaintext;
  • Argon2id and HKDF outputs for fixed inputs;
  • the negative cases of §4.4 — each must fail to decrypt;
  • key statement encodings, bindings and nonces (§7.1), including an absent versus empty email, a multi-byte device name, and a sub-millisecond offset-bearing timestamp that must encode identically to its truncated UTC form;
  • key log entry hashes (§7.2), including the genesis link and a second entry chained to it.

Deterministic operations are pinned to exact bytes. SealTo and signature generation use fresh randomness, so those are verified by round-trip plus fixed-input Open vectors.

A failing golden vector is never to be "fixed" by regenerating the file. It means either a genuine regression or an intentional, versioned format change that requires a client migration path first.

10. Threat model boundaries

This specification protects the confidentiality and integrity of vault contents against the server, its operators, its backups and the network. It does not address:

  • a compromised client endpoint — past the endpoint, E2EE is irrelevant;
  • a malicious authorized member — an authorization and rotation problem;
  • retroactive revocation — impossible; rotate the SSH credential itself;
  • public-key substitution — mitigated but not eliminated; see ADR 0001 §Consequences;
  • metadata — item counts, sizes, timestamps, access patterns and the sharing graph are visible, as are host addresses for relay-enabled hosts;
  • a weak passphrase — §2 parameters and passphrase entropy are the whole defence;
  • supply chain — a server can serve a backdoored client. Sign releases with a key the server does not hold. In a self-hosted E2EE product this is the largest practical hole.