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Encrypting files with passkeys and age
- thadt 1y ago> Note that there’s no secure way to do asymmetric encryption: we could use the PRF extension to encrypt a private key, but then an attacker that observes that private key once can decrypt anything encrypted to its public key in the future, without needing access to the credential. IMHO, it would move the world of privacy forward significantly if someone took up championing a web API that securely pipes the output of WebAuthn's PRF into the input seed of a WebCrypto ML-KEM/X25519 implementation. Sure, we'll still have the (unenviable) job of securing the client side JS environment, but it would make it feasible to have E2EE in the browser with passkey managed private keys exposed only up to the point of the browser/OS.
- defraudbah 1y agoI follow Filippo for years and he's doing amazing job for crypto and golang communities. Excited to see your bikes adventures too. If it wasn't for you who knows, maybe golang wasn't that popular in the fields where cryptography matters. keep up, Filippo!
- andrewmcwatters 1y agoSay you wanted to share sign in details with someone and the only way to sign in to a website or service was a magic email link (tied to an IP address) or a passkey (tied to the physical user). How do you do it without the service implementing guest sign in as a feature? I’m asking as someone who has implemented auth.
- lxgr 1y agoiOS allows sharing passkeys via Airdrop, I believe, and presumably 1Password also allows storing them in shared vaults? Regarding email, nothing prevents somebody wanting to share an account from just forwarding the magic link to the intended recipient without clicking on it, right?
- andrewmcwatters 1y agoDepends on the magic link implementation, really. Some tie the login request to specific request details.
- lxgr 1y agoWhich would come from the person that’s trying to login, right? I don’t think I understand the problem. Person A tries to log in; B receives a magic link, does not click it but forward it to A; A clicks it and gets logged in. I’ve done this myself successfully, even with services pinning the link to A’s client IP (which is a bad idea anyway in an age of privacy proxies, CG-NATs, dynamic IPs etc.)
- perching_aix 1y agoSounds like a rhetorical question? Maybe you could explain the usage context instead?
- degamad 1y agoMany (most?) sites that I have used passkeys on allow having multiple passkeys linked to the same account.
- mkw5053 1y agoVery cool! Clever use of WebAuthn’s PRF to reuse synced passkeys for file encryption without the hassle of managing private keys directly. The catch is credential revocation: leaked passkeys mean full rotation and bulk re-encryption of files. That works fine for casual backups, but production usage will need tooling to handle automated rotation cleanly.
- packetlost 1y agoI feel like only one extra layer of indirection (encrypt a symmetric key with the age key) would enable rotation.
- 9dev 1y agoYeah, envelope encryption is the only sane solution. That also allows decryption with multiple passkeys, for example.
- defraudbah 1y agocould you please elaborate on envelope encryption in this case. I encrypt one key with another, how does it enable rotation? The first key is now safer, but now I have to manage 2 keys, master key and a the one I use per files group X.
- 9dev 1y agoBasically it works like this: You encrypt the data with a long, symmetric key. This data key can be used to decrypt the data itself, which may be large, and thus expensive to re-crypt. Now you encrypt this data key with the user key, and store that encrypted decryption key in addition to the encrypted data. You can also create multiple copies the data key encrypted with different user keys to enable shared access to the encrypted document. This way, you can decommission individual user's access by dropping their copy of the key, and efficiently re-crypt the data key because you don't have to encrypt the full data, but only the key. In scenarios where you don't have multiple users, you can also just prepend the encrypted data key to the payload (as in, `<encrypted data key>.<encrypted payload>`), so effectively you'll only have to store an encrypted blob and the user key. Edit: The AWS docs explain this way better than I do: https://docs.aws.amazon.com/encryption-sdk/latest/developer-guide/concepts.html#envelope-encryption https://docs.aws.amazon.com/encryption-sdk/latest/developer-...
- hdb385 1y ago[flagged]
- dariosalvi78 1y agoI was waiting for the prf to be implemented since a long time exactly for this type of applications (e2e encryption), but , as usual, Safari doesn't support it https://developer.mozilla.org/en-US/docs/Web/API/Web_Authentication_API/WebAuthn_extensions#browser_compatibility https://developer.mozilla.org/en-US/docs/Web/API/Web_Authent...
- FiloSottile 1y agoHuh, iCloud Keychain supports the prf extension when used with Chrome, so I had assumed they added support to Safari as well, but I just tested it and sure enough, you're right. Edit: well https://webauthn-passkeys-prf-demo.explore.corbado.com/ https://webauthn-passkeys-prf-demo.explore.corbado.com/ works with an iCloud Keychain passkey on Safari on macOS 15.5, but Typage doesn't work with a YubiKey 5, so there is some support (the MDN data is out of date) but also something weird.
- lxgr 1y agoI'm pretty sure Safari supports it since iOS 18! See for example https://www.corbado.com/blog/ios-18-passkeys-automatic-passkey-upgrades https://www.corbado.com/blog/ios-18-passkeys-automatic-passk... and https://www.corbado.com/blog/passkeys-prf-webauthn https://www.corbado.com/blog/passkeys-prf-webauthn.
- neutrinoq 1y agoFor a simple web app that encrypts files with passkeys, check out https://filekey.app https://filekey.app
- leosanchez 1y agoDoes this have a cli version ?
- 9dev 1y agoThis enables a few cool use cases, like uploading sensitive, client-side encrypted documents, and storing them on behalf of the user—without even being able to peek inside—all with the convenience of passkeys!
- megous 1y agoNothing that the user can trust, though. Only way to upload sensitive data is to encrypt it yourself, while handling all the secret key material yourself, and then upload the result. You can't trust the website, when it has access to the secret key, regardless of whether it was derived from FIDO2 HMAC or whatever.
- 9dev 1y agoHuh? But that’s the entire point. The website only knows your public key. The encryption happens locally, within the secure code of the authenticator, far away from the website.
- skybrian 1y agoThe decrypted data is stored in a JavaScript variable. The JavaScript is under full control of the website owner. Adding telemetry to a website is pretty easy. It would simplify website operations and eliminate some kinds of security bugs, though.
- 9dev 1y agoWell, okay, sure. But everything that is exfiltrated happens in plain sight, since all crypto operations are performed client-side. This offers way better guarantees than plaintext or SSE for many use cases IMHO.
- megous 1y agoNo it does not. Website knows the secret key, it just is not supposed to store it (user has to trust that the website stores just salt and not the derived secret key): https://fidoalliance.org/specs/fido-v2.0-rd-20180702/fido-client-to-authenticator-protocol-v2.0-rd-20180702.html#sctn-hmac-secret-extension https://fidoalliance.org/specs/fido-v2.0-rd-20180702/fido-cl...
- wkat4242 1y agoI wonder if this can replace the PGP backend from "pass": https://www.passwordstore.org/ https://www.passwordstore.org/ I don't really want to replace it. It works fine. But the toolchain for other platforms is becoming difficult to manage. I use pass with PGP Yubikeys as backing for each encrypted password. But the developer of the Android version has stopped supporting it and the person who took it over has removed yubikey support because he doesn't use it himself and doesn't care about it. Of course I need to access my passwords on Linux, Windows, Mac, Android. Only iOS is not possible because Apple doesn't allow raw APDU access to NFC tags so you can't do OpenPGP functions. I also don't want to use a password manager with a single master password like bitwarden. I want each password to be encrypted individually with the public key from a number of hardware tags (multiple, that's also a hard requirement). This way not my whole password database is instantly leaked when my master password gets compromised. Even when my endpoint gets completely compromised, the only passwords they will have are the ones I decrypted on it since it was compromised. Yubikeys require a physical touch for every decryption so you also can't 'milk' them for credentials when they're inserted and unlocked. Also, any password manager I use must be self-hosted, I hate and don't trust the big tech companies. I wonder if this could be a new backend. And have support on all platforms (though iOS I don't care about personally, but it would be a nice to have).
- megous 1y agoI think my dream password manager currently is a Pinephone with a special custom UI that allows for managing and securing a list of accounts/passwords that can type them out via USB HID keyboard gadget when prompted. No way to prompt it for data, or compromise it remotely. No other features, no OS userspace, no wifi, no adb, no nothing. Just a Linux kernel + a tiny single userspace static binary based on lvgl for UI and libsodium for encryption/storage. Normally powered off, boots in 2 seconds. :)
- bee_rider 1y agoWhy a phone, though? The device doesn’t need any connectivity other than to act as a USB “keyboard,” right? Maybe a raspberry pi zero could do it.
- phoronixrly 1y agoNow do one for signing Linux packages with <insert anything else but GnuPG>...
- FiloSottile 1y agoYou'll never believe what I (and a bunch of folks) have been working on for years :) https://www.sigsum.org https://www.sigsum.org https://github.com/FiloSottile/torchwood/tree/main/cmd/apt-transport-tlog https://github.com/FiloSottile/torchwood/tree/main/cmd/apt-t... https://www.youtube.com/watch?v=SOfOe_z37jQ https://www.youtube.com/watch?v=SOfOe_z37jQ https://c2sp.org/tlog-tiles https://c2sp.org/tlog-tiles
- pluto_modadic 1y agosigstore, lol
- hoppp 1y agoWhat devices support the prf extension? Been waiting for it to get support for years
- sneak 1y agoWhat good timing. I am gearing up for a 1.0 release of a tool I wrote that stores secrets on disk (sort of like a local hashicorp vault/aws secrets manager) that uses age internally. https://git.eeqj.de/sneak/secret https://git.eeqj.de/sneak/secret It has a tiered architecture where several different types of “unlockers” can access the main vault key. I haven’t added passkey support yet but it does do gpg and macOS keychain, and secure enclave support is planned (but delayed due to the fact that you cannot use the secure enclave even on a local device you own without a paid/doxxed Apple Developer Program membership for the correct entitlements).
- defraudbah 1y agoout of curiosity, why do you host your repos?
- sneak 1y agoExplanation here: https://github.com/sneak https://github.com/sneak https://sneak.berlin/20200307/the-case-against-microsoft-and-github/ https://sneak.berlin/20200307/the-case-against-microsoft-and...
- defraudbah 1y agoholy moly that's a big weight to carry, hope you make a dent in MS reputation.
- johnisgood 1y agoCan someone sum up the difference between "passkeys" and "SRP, PAKE (like OPAQUE), and ZKPs"? Besides being related to the web (only?), it seems.
- arianvanp 1y agoPasskeys use a challenge response protocol where the server sends a challenge to the browser for a specific public key and the browser signs the challenge with the corresponding private key. Keys aren't re-used across domain names which makes the credentials phishing-resistent The user is required to enter a pin or password to unlock the private key (e.g. stored on their Yubikey or in their password manager) but that's a local decision. Also because a Yubikey and implement local rate limiting you don't need to have a long complicated password but a simple pin might suffice. Or you can use biometrics . This makes a passkey an authentication method with two factors. You provide something you know or are, and something you have. OPAQUE instead is a key exchange protocol where you establish a secure session with only your password without ever disclosing that password to the server. However, it's a single factor. You only provide your password as input. The other problem with OPAQUE is that unlike passkeys there is no anti-phishing guarantee. A user might be tricked into entering their password into another website . I guess this could be mitigated with browser support that derives a unique key from your password for each domain. But that browser support doesn't exist whilst passkeys do. In my opinion passkeys are more pragmatic than OPAQUE as the security doesn't rely on the user having to pick a secure password and because there is browser support today
- Crontab 1y agoI recently started to plan for off-site, cloud-based storage and I have pretty much decided that I will be using Age to encrypt my backup files. It basically does everything I need. My appreciation to the creator.
- crossroadsguy 1y agoOn this topic — how to harden security of the keychain db on the Mac? One is — keep the Mac password long and difficult to crack. What else? Is there any other way to make it harder? Like is there a way to ensure that those db files can’t be accessed even with the mac password on any other hardware? Also — on a mac why are these files not saved in a location that requires elevated access? Because that file has everything — password, wifi keys, passkeys; and it is not very practical to have 8-10 word long passphrases for your daily computer. Basically — I am thinking about the scenario when the data of passwords/keychain db might be compromised but not the Mac password itself.
- DrBenCarson 1y agohttps://filekey.app/ https://filekey.app/
- randomint64 1y agoWebAuthn may be one of the most important security technology of the decade. It's a revolution in key management, which may be the hardest part of applied cryptography. Passkeys enable phishing-resistant and 1-click authentication. The PRF extension discussed here enables end-to-end encryption of data (with envelope encryption). Think about secure chat backups, double factor disk encryption (password + security key) and much more. Soon we will be able to sign apps bundle (APKs, IPAs) with hardware security keys. Great times are ahead for those who care about securing their users' data.
- thyristan 1y agoNo, it won't. We've had this technology for decades, TLS client auth with X.509 certificates has been in browsers for a very long time. There just never was any interest in it, and never any investment into making the UI/UX usable beyond the most trivial use cases. Passkeys are trumped-up certificates with a maybe-optional (depending on attestation status) hardware keystore. And lots of vendor lockin for Google, Apple and Microsoft. The only reason that there is a push right now is that big-vendor interest in lockin.
- voxic11 1y agoUI/UX is extremely important to the impact of technology, doubly so for security technologies which often are held back by the difficulty of using them correctly.
- thyristan 1y agoThat is correct. What I mean is that if there had been any widespread interest, then browser-makers would probably have fixed their UI/UX long ago. But since there never was any interest, nothing was fixed.
- lxgr 1y agoThere is tremendous interest. TLS client certificates are just a categorically wrong solution to user authentication.
- Leo-thorne 1y agoThis is a pretty cool idea. Using passkeys to encrypt files means you don’t have to remember passwords but still keep things secure. What I really like is that each file gets its own key, so even if one gets exposed, the others stay safe. If this kind of setup gets integrated into tools we use every day, like photo apps or cloud storage, it could be really useful.
- deleted 1y ago[deleted]
- tiernano 1y agoIn my last job, we used a key that was stored on a user machine to sign documents... always wondered if something like PassKeys could replicate that... given documents could potentially need to be signed by multiple users on behalf of an entity, having the cert on a user's drive seemed like a security issue... It was password protected, but still.... Replacing that with PassKeys, and having that stored on a phone or even in something like 1Password would potentially solve some of those issues...Does anyone know if that is possible?
- TacticalCoder 1y ago[dead]