YubiKey-Guide/README.md

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This is a guide to using YubiKey as a SmartCard for storing GPG keys.

An authentication key can also be created for SSH using gpg-agent.

Keys stored on a smartcard like YubiKey seem more difficult to steal than ones stored on disk, and are convenient for everyday use.

Instructions written on Debian GNU/Linux 8 (jessie) using YubiKey 4 in OTP+CCID mode.

Debian live install images are available from here and are suitable for writing to USB keys.

If you have a comment or suggestion, please open an issue on GitHub.

Purchase YubiKey

https://www.yubico.com/products/yubikey-hardware/

https://www.yubico.com/store/

https://www.amazon.com/Yubico/b/ref=bl_dp_s_web_10358012011?ie=UTF8&node=10358012011

Consider purchasing a pair and programming both in case of loss or damage.

Install required software

$ sudo apt-get install gnupg-agent pinentry-curses scdaemon pcscd yubikey-personalization

Creating keys

Create temporary working directory for GPG

$ export GNUPGHOME=$(mktemp -d) ; echo $GNUPGHOME
/tmp/tmp.EBbMfyVDDt

Create configuration

$ cat > $GNUPGHOME/gpg.conf
use-agent
personal-cipher-preferences AES256 AES192 AES CAST5
personal-digest-preferences SHA512 SHA384 SHA256 SHA224
default-preference-list SHA512 SHA384 SHA256 SHA224 AES256 AES192 AES CAST5 ZLIB BZIP2 ZIP Uncompressed
cert-digest-algo SHA512
s2k-digest-algo SHA512
charset utf-8
fixed-list-mode
no-comments
no-emit-version
keyid-format 0xlong
list-options show-uid-validity
verify-options show-uid-validity
with-fingerprint
^D (Press Control-D)

Create master key

$ gpg --gen-key
gpg (GnuPG) 1.4.18; Copyright (C) 2014 Free Software Foundation, Inc.
This is free software: you are free to change and redistribute it.
There is NO WARRANTY, to the extent permitted by law.

Please select what kind of key you want:
   (1) RSA and RSA (default)
   (2) DSA and Elgamal
   (3) DSA (sign only)
   (4) RSA (sign only)
Your selection? 4
RSA keys may be between 1024 and 4096 bits long.
What keysize do you want? (2048) 4096
Requested keysize is 4096 bits
Please specify how long the key should be valid.
         0 = key does not expire
      <n>  = key expires in n days
      <n>w = key expires in n weeks
      <n>m = key expires in n months
      <n>y = key expires in n years
Key is valid for? (0) 0
Key does not expire at all
Is this correct? (y/N) y

You need a user ID to identify your key; the software constructs the user ID
from the Real Name, Comment and Email Address in this form:
    "Heinrich Heine (Der Dichter) <heinrichh@duesseldorf.de>"

Real name: Doctor Duh
Email address: drduh@users.noreply.github.com
Comment:
You selected this USER-ID:
    "Doctor Duh <drduh@users.noreply.github.com>"

Change (N)ame, (C)omment, (E)mail or (O)kay/(Q)uit? o
You need a Passphrase to protect your secret key.

We need to generate a lot of random bytes. It is a good idea to perform
some other action (type on the keyboard, move the mouse, utilize the
disks) during the prime generation; this gives the random number
generator a better chance to gain enough entropy.

gpg: /tmp/tmp.eBbMfyVDDt/trustdb.gpg: trustdb created
gpg: key 0x47FE984F98EE7407 marked as ultimately trusted
public and secret key created and signed.

gpg: checking the trustdb
gpg: 3 marginal(s) needed, 1 complete(s) needed, PGP trust model
gpg: depth: 0  valid:   1  signed:   0  trust: 0-, 0q, 0n, 0m, 0f, 1u
pub   4096R/0x47FE984F98EE7407 2016-01-30
      Key fingerprint = 044C ABD0 9043 F1E0 3785  3979 47FE 984F 98EE 7407
uid                 [ultimate] Doctor Duh <drduh@users.noreply.github.com>

Note that this key cannot be used for encryption.  You may want to use
the command "--edit-key" to generate a subkey for this purpose.

Create revocation certificate

$ gpg --gen-revoke 0x47FE984F98EE7407 --output $GNUPGHOME/revoke.txt

sec  4096R/0x47FE984F98EE7407 2016-01-30 Doctor Duh <drduh@users.noreply.github.com>

Create a revocation certificate for this key? (y/N) y
Please select the reason for the revocation:
  0 = No reason specified
  1 = Key has been compromised
  2 = Key is superseded
  3 = Key is no longer used
  Q = Cancel
(Probably you want to select 1 here)
Your decision? 1
Enter an optional description; end it with an empty line:
>
Reason for revocation: Key has been compromised
(No description given)
Is this okay? (y/N) y

You need a passphrase to unlock the secret key for
user: "Doctor Duh <drduh@users.noreply.github.com>"
4096-bit RSA key, ID 0x47FE984F98EE7407, created 2016-01-30

ASCII armored output forced.
Revocation certificate created.

Please move it to a medium which you can hide away; if Mallory gets
access to this certificate he can use it to make your key unusable.
It is smart to print this certificate and store it away, just in case
your media become unreadable.  But have some caution:  The print system of
your machine might store the data and make it available to others!

Back up master key

$ gpg --armor --export-secret-keys 0x47FE984F98EE7407 > $GNUPGHOME/master.key

Create subkeys

$ gpg --expert --edit-key 0x47FE984F98EE7407

gpg (GnuPG) 1.4.18; Copyright (C) 2014 Free Software Foundation, Inc.
This is free software: you are free to change and redistribute it.
There is NO WARRANTY, to the extent permitted by law.

Secret key is available.

pub  4096R/0x47FE984F98EE7407  created: 2016-01-30  expires: never       usage: SC

                               trust: ultimate      validity: ultimate
[ultimate] (1). Doctor Duh <drduh@users.noreply.github.com>

Signing key

gpg> addkey
Key is protected.

You need a passphrase to unlock the secret key for
user: "Doctor Duh <drduh@users.noreply.github.com>"
4096-bit RSA key, ID 0x47FE984F98EE7407, created 2016-01-30

Please select what kind of key you want:
   (3) DSA (sign only)
   (4) RSA (sign only)
   (5) Elgamal (encrypt only)
   (6) RSA (encrypt only)
   (7) DSA (set your own capabilities)
   (8) RSA (set your own capabilities)
Your selection? 4
RSA keys may be between 1024 and 4096 bits long.
What keysize do you want? (2048) 4096
Requested keysize is 4096 bits
Please specify how long the key should be valid.
         0 = key does not expire
      <n>  = key expires in n days
      <n>w = key expires in n weeks
      <n>m = key expires in n months
      <n>y = key expires in n years
Key is valid for? (0) 0
Key does not expire at all
Is this correct? (y/N) y
Really create? (y/N) y
We need to generate a lot of random bytes. It is a good idea to perform
some other action (type on the keyboard, move the mouse, utilize the
disks) during the prime generation; this gives the random number
generator a better chance to gain enough entropy.
.....+++++
.+++++

pub  4096R/0x47FE984F98EE7407  created: 2016-01-30  expires: never       usage: SC

                               trust: ultimate      validity: ultimate
sub  4096R/0xE8E7855AA5AE79A7  created: 2016-01-30  expires: never       usage: S

[ultimate] (1). Doctor Duh <drduh@users.noreply.github.com>

Encryption key

gpg> addkey
Key is protected.

You need a passphrase to unlock the secret key for
user: "Doctor Duh <drduh@users.noreply.github.com>"
4096-bit RSA key, ID 0x47FE984F98EE7407, created 2016-01-30

Please select what kind of key you want:
   (3) DSA (sign only)
   (4) RSA (sign only)
   (5) Elgamal (encrypt only)
   (6) RSA (encrypt only)
   (7) DSA (set your own capabilities)
   (8) RSA (set your own capabilities)
Your selection? 6
RSA keys may be between 1024 and 4096 bits long.
What keysize do you want? (2048) 4096
Requested keysize is 4096 bits
Please specify how long the key should be valid.
         0 = key does not expire
      <n>  = key expires in n days
      <n>w = key expires in n weeks
      <n>m = key expires in n months
      <n>y = key expires in n years
Key is valid for? (0) 0
Key does not expire at all
Is this correct? (y/N) y
Really create? (y/N) y
We need to generate a lot of random bytes. It is a good idea to perform
some other action (type on the keyboard, move the mouse, utilize the
disks) during the prime generation; this gives the random number
generator a better chance to gain enough entropy.

.+++++
...........+++++

pub  4096R/0x47FE984F98EE7407  created: 2016-01-30  expires: never       usage: SC

                               trust: ultimate      validity: ultimate
sub  4096R/0xE8E7855AA5AE79A7  created: 2016-01-30  expires: never       usage: S

sub  4096R/0x39988E0390CB4B0C  created: 2016-01-30  expires: never       usage: E

[ultimate] (1). Doctor Duh <drduh@users.noreply.github.com>

Authentication key

gpg> addkey
Key is protected.

You need a passphrase to unlock the secret key for
user: "Doctor Duh <drduh@users.noreply.github.com>"
4096-bit RSA key, ID 0x47FE984F98EE7407, created 2016-01-30

Please select what kind of key you want:
   (3) DSA (sign only)
   (4) RSA (sign only)
   (5) Elgamal (encrypt only)
   (6) RSA (encrypt only)
   (7) DSA (set your own capabilities)
   (8) RSA (set your own capabilities)
Your selection? 8

Possible actions for a RSA key: Sign Encrypt Authenticate
Current allowed actions: Sign Encrypt

   (S) Toggle the sign capability
   (E) Toggle the encrypt capability
   (A) Toggle the authenticate capability
   (Q) Finished

Your selection? s

Possible actions for a RSA key: Sign Encrypt Authenticate
Current allowed actions: Encrypt

   (S) Toggle the sign capability
   (E) Toggle the encrypt capability
   (A) Toggle the authenticate capability
   (Q) Finished

Your selection? e

Possible actions for a RSA key: Sign Encrypt Authenticate
Current allowed actions:

   (S) Toggle the sign capability
   (E) Toggle the encrypt capability
   (A) Toggle the authenticate capability
   (Q) Finished

Your selection? a

Possible actions for a RSA key: Sign Encrypt Authenticate
Current allowed actions: Authenticate

   (S) Toggle the sign capability
   (E) Toggle the encrypt capability
   (A) Toggle the authenticate capability
   (Q) Finished

Your selection? q
RSA keys may be between 1024 and 4096 bits long.
What keysize do you want? (2048) 4096
Requested keysize is 4096 bits
Please specify how long the key should be valid.
         0 = key does not expire
      <n>  = key expires in n days
      <n>w = key expires in n weeks
      <n>m = key expires in n months
      <n>y = key expires in n years
Key is valid for? (0) 0
Key does not expire at all
Is this correct? (y/N) y
Really create? (y/N) y
We need to generate a lot of random bytes. It is a good idea to perform
some other action (type on the keyboard, move the mouse, utilize the
disks) during the prime generation; this gives the random number
generator a better chance to gain enough entropy.

+++++
.....+++++

pub  4096R/0x47FE984F98EE7407  created: 2016-01-30  expires: never       usage: SC

                               trust: ultimate      validity: ultimate
sub  4096R/0xE8E7855AA5AE79A7  created: 2016-01-30  expires: never       usage: S

sub  4096R/0x39988E0390CB4B0C  created: 2016-01-30  expires: never       usage: E

sub  4096R/0x218BCF996C7A6E31  created: 2016-01-30  expires: never       usage: A

[ultimate] (1). Doctor Duh <drduh@users.noreply.github.com>

gpg> save

Check your work

$ gpg --list-secret-keys
/tmp/tmp.eBbMfyVDDt/secring.gpg
-------------------------------
sec   4096R/0x47FE984F98EE7407 2016-01-30
      Key fingerprint = 044C ABD0 9043 F1E0 3785  3979 47FE 984F 98EE 7407
uid                            Doctor Duh <drduh@users.noreply.github.com>
ssb   4096R/0xE8E7855AA5AE79A7 2016-01-30
ssb   4096R/0x39988E0390CB4B0C 2016-01-30
ssb   4096R/0x218BCF996C7A6E31 2016-01-30

Export subkeys

$ gpg --armor --export-secret-keys 0x47FE984F98EE7407 > $GNUPGHOME/mastersub.key

$ gpg --armor --export-secret-subkeys 0x47FE984F98EE7407 > $GNUPGHOME/sub.key

Back up everything

Once keys are moved to hardware, they cannot be extracted again (otherwise, what would be the point?), so make sure you have made a backup before proceeding.

$ cp -avi $GNUPGHOME /mnt/offline-encrypted-usb/backup/

Configure YubiKey

$ ykpersonalize -m82
Firmware version 4.2.7 Touch level 527 Program sequence 4

The USB mode will be set to: 0x82

Commit? (y/n) [n]: y

The -m option is the mode command. To see the different modes, enter ykpersonalize help. Mode 82 (in hex) enables the YubiKey NEO as a composite USB device (HID + CCID) and allows OTPs to be emitted while in use as a smart card. Once you have changed the mode, you need to re-boot the YubiKey so remove and re-insert it.

https://www.yubico.com/2012/12/yubikey-neo-openpgp/

Configure smartcard

$ gpg --card-edit

Application ID ...: D2760001240102010006055532110000
Version ..........: 2.1
Manufacturer .....: unknown
Serial number ....: 05553211
Name of cardholder: [not set]
Language prefs ...: [not set]
Sex ..............: unspecified
URL of public key : [not set]
Login data .......: [not set]
Private DO 1 .....: [not set]
Private DO 2 .....: [not set]
Signature PIN ....: not forced
Key attributes ...: 2048R 2048R 2048R
Max. PIN lengths .: 127 127 127
PIN retry counter : 3 3 3
Signature counter : 0
Signature key ....: [none]
Encryption key....: [none]
Authentication key: [none]
General key info..: [none]

Change PINs

The default PIN codes are 12345678 and 123456.

gpg/card> admin
Admin commands are allowed

gpg/card> passwd
gpg: OpenPGP card no. D2760001240102010006055532110000 detected

1 - change PIN
2 - unblock PIN
3 - change Admin PIN
4 - set the Reset Code
Q - quit

Your selection? 3
PIN changed.

1 - change PIN
2 - unblock PIN
3 - change Admin PIN
4 - set the Reset Code
Q - quit

1 - change PIN
2 - unblock PIN
3 - change Admin PIN
4 - set the Reset Code
Q - quit

Your selection? 1
PIN changed.

1 - change PIN
2 - unblock PIN
3 - change Admin PIN
4 - set the Reset Code
Q - quit

Your selection? q

Set optional card information

gpg/card> name
Cardholder's surname: Duh
Cardholder's given name: Dr

gpg/card> lang
Language preferences: en

gpg/card> login
Login data (account name): drduh@users.noreply.github.com

gpg/card>

Application ID ...: D2760001240102010006055532110000
Version ..........: 2.1
Manufacturer .....: unknown
Serial number ....: 05553211
Name of cardholder: Dr Duh
Language prefs ...: en
Sex ..............: unspecified
URL of public key : [not set]
Login data .......: drduh@users.noreply.github.com
Private DO 4 .....: [not set]
Signature PIN ....: not forced
Key attributes ...: 2048R 2048R 2048R
Max. PIN lengths .: 127 127 127
PIN retry counter : 3 3 3
Signature counter : 0
Signature key ....: [none]
Encryption key....: [none]
Authentication key: [none]
General key info..: [none]

gpg/card> quit

Transfer keys

This is a one-way operation only. Make sure you've made a backup before proceeding!

$ gpg --edit-key 0x47FE984F98EE7407
gpg (GnuPG) 1.4.18; Copyright (C) 2014 Free Software Foundation, Inc.
This is free software: you are free to change and redistribute it.
There is NO WARRANTY, to the extent permitted by law.

Secret key is available.

pub  4096R/0x47FE984F98EE7407  created: 2016-01-30  expires: never       usage: SC

                               trust: ultimate      validity: ultimate
sub  4096R/0xE8E7855AA5AE79A7  created: 2016-01-30  expires: never       usage: S

sub  4096R/0x39988E0390CB4B0C  created: 2016-01-30  expires: never       usage: E

sub  4096R/0x218BCF996C7A6E31  created: 2016-01-30  expires: never       usage: A

[ultimate] (1). Doctor Duh <drduh@users.noreply.github.com>

gpg> toggle

sec  4096R/0x47FE984F98EE7407  created: 2016-01-30  expires: never
ssb  4096R/0xE8E7855AA5AE79A7  created: 2016-01-30  expires: never
ssb  4096R/0x39988E0390CB4B0C  created: 2016-01-30  expires: never
ssb  4096R/0x218BCF996C7A6E31  created: 2016-01-30  expires: never
(1)  Doctor Duh <drduh@users.noreply.github.com>

gpg> key 1

sec  4096R/0x47FE984F98EE7407  created: 2016-01-30  expires: never
ssb* 4096R/0xE8E7855AA5AE79A7  created: 2016-01-30  expires: never
ssb  4096R/0x39988E0390CB4B0C  created: 2016-01-30  expires: never
ssb  4096R/0x218BCF996C7A6E31  created: 2016-01-30  expires: never
(1)  Doctor Duh <drduh@users.noreply.github.com>

Signature key

gpg> keytocard
Signature key ....: [none]
Encryption key....: [none]
Authentication key: [none]

Please select where to store the key:
   (1) Signature key
   (3) Authentication key
Your selection? 1

You need a passphrase to unlock the secret key for
user: "Doctor Duh <drduh@users.noreply.github.com>"
4096-bit RSA key, ID 0xE8E7855AA5AE79A7, created 2016-01-30


sec  4096R/0x47FE984F98EE7407  created: 2016-01-30  expires: never
ssb* 4096R/0xE8E7855AA5AE79A7  created: 2016-01-30  expires: never
                     card-no: 0006 05553211
ssb  4096R/0x39988E0390CB4B0C  created: 2016-01-30  expires: never
ssb  4096R/0x218BCF996C7A6E31  created: 2016-01-30  expires: never
(1)  Doctor Duh <drduh@users.noreply.github.com>

Encryption key

Type key 1 again to deselect and switch to the next key.

gpg> key 1

sec  4096R/0x47FE984F98EE7407  created: 2016-01-30  expires: never
ssb  4096R/0xE8E7855AA5AE79A7  created: 2016-01-30  expires: never
                     card-no: 0006 05553211
ssb  4096R/0x39988E0390CB4B0C  created: 2016-01-30  expires: never
ssb  4096R/0x218BCF996C7A6E31  created: 2016-01-30  expires: never
(1)  Doctor Duh <drduh@users.noreply.github.com>

gpg> key 2

sec  4096R/0x47FE984F98EE7407  created: 2016-01-30  expires: never
ssb  4096R/0xE8E7855AA5AE79A7  created: 2016-01-30  expires: never
                     card-no: 0006 05553211
ssb* 4096R/0x39988E0390CB4B0C  created: 2016-01-30  expires: never
ssb  4096R/0x218BCF996C7A6E31  created: 2016-01-30  expires: never
(1)  Doctor Duh <drduh@users.noreply.github.com>

gpg> keytocard
Signature key ....: 04CB BB4B 1D99 3398 A0B1  4C4B E8E7 855A A5AE 79A7
Encryption key....: [none]
Authentication key: [none]

Please select where to store the key:
   (2) Encryption key
Your selection? 2

You need a passphrase to unlock the secret key for
user: "Doctor Duh <drduh@users.noreply.github.com>"
4096-bit RSA key, ID 0x39988E0390CB4B0C, created 2016-01-30


sec  4096R/0x47FE984F98EE7407  created: 2016-01-30  expires: never
ssb  4096R/0xE8E7855AA5AE79A7  created: 2016-01-30  expires: never
                     card-no: 0006 05553211
ssb* 4096R/0x39988E0390CB4B0C  created: 2016-01-30  expires: never
                     card-no: 0006 05553211
ssb  4096R/0x218BCF996C7A6E31  created: 2016-01-30  expires: never
(1)  Doctor Duh <drduh@users.noreply.github.com>

Authentication key

gpg> key 2

sec  4096R/0x47FE984F98EE7407  created: 2016-01-30  expires: never
ssb  4096R/0xE8E7855AA5AE79A7  created: 2016-01-30  expires: never
                     card-no: 0006 05553211
ssb  4096R/0x39988E0390CB4B0C  created: 2016-01-30  expires: never
                     card-no: 0006 05553211
ssb  4096R/0x218BCF996C7A6E31  created: 2016-01-30  expires: never
(1)  Doctor Duh <drduh@users.noreply.github.com>

gpg> key 3

sec  4096R/0x47FE984F98EE7407  created: 2016-01-30  expires: never
ssb  4096R/0xE8E7855AA5AE79A7  created: 2016-01-30  expires: never
                     card-no: 0006 05553211
ssb  4096R/0x39988E0390CB4B0C  created: 2016-01-30  expires: never
                     card-no: 0006 05553211
ssb* 4096R/0x218BCF996C7A6E31  created: 2016-01-30  expires: never
(1)  Doctor Duh <drduh@users.noreply.github.com>

gpg> keytocard
Signature key ....: 04CB BB4B 1D99 3398 A0B1  4C4B E8E7 855A A5AE 79A7
Encryption key....: 8AB0 607B A1C1 0F19 2627  6EA6 3998 8E03 90CB 4B0C
Authentication key: [none]

Please select where to store the key:
   (3) Authentication key
Your selection? 3

You need a passphrase to unlock the secret key for
user: "Doctor Duh <drduh@users.noreply.github.com>"
4096-bit RSA key, ID 0x218BCF996C7A6E31, created 2016-01-30


sec  4096R/0x47FE984F98EE7407  created: 2016-01-30  expires: never
ssb  4096R/0xE8E7855AA5AE79A7  created: 2016-01-30  expires: never
                     card-no: 0006 05553211
ssb  4096R/0x39988E0390CB4B0C  created: 2016-01-30  expires: never
                     card-no: 0006 05553211
ssb* 4096R/0x218BCF996C7A6E31  created: 2016-01-30  expires: never
                     card-no: 0006 05553211
(1)  Doctor Duh <drduh@users.noreply.github.com>

gpg> save

Check your work

gpg --list-secret-keys
/tmp/tmp.eBbMfyVDDt/secring.gpg
-------------------------------
sec   4096R/0x47FE984F98EE7407 2016-01-30
      Key fingerprint = 044C ABD0 9043 F1E0 3785  3979 47FE 984F 98EE 7407
uid                            Doctor Duh <drduh@users.noreply.github.com>
ssb>  4096R/0xE8E7855AA5AE79A7 2016-01-30
ssb>  4096R/0x39988E0390CB4B0C 2016-01-30
ssb>  4096R/0x218BCF996C7A6E31 2016-01-30

ssb> indicates a stub to the private key on smartcard.

Export public key

$ gpg --armor --export 0x47FE984F98EE7407 > /mnt/public-usb-key/

Using keys

Insert YubiKey

$ gpg --card-status
Application ID ...: D2760001240102010006055532110000
Version ..........: 2.1
Manufacturer .....: unknown
Serial number ....: 05553211
Name of cardholder: Dr Duh
Language prefs ...: en
Sex ..............: unspecified
URL of public key : [not set]
Login data .......: drduh@users.noreply.github.com
Signature PIN ....: not forced
Key attributes ...: 4096R 4096R 4096R
Max. PIN lengths .: 127 127 127
PIN retry counter : 3 3 3
Signature counter : 0
Signature key ....: 04CB BB4B 1D99 3398 A0B1  4C4B E8E7 855A A5AE 79A7
      created ....: 2016-01-30 16:36:40
Encryption key....: 8AB0 607B A1C1 0F19 2627  6EA6 3998 8E03 90CB 4B0C
      created ....: 2016-01-30 16:42:29
Authentication key: 3B81 E129 B7C3 26F4 2EA1  2F19 218B CF99 6C7A 6E31
      created ....: 2016-01-30 16:44:48
General key info..: pub  4096R/0xE8E7855AA5AE79A7 2016-01-30 Doctor Duh <drduh@users.noreply.github.com>
sec#  4096R/0x47FE984F98EE7407  created: 2016-01-30  expires: never
ssb>  4096R/0xE8E7855AA5AE79A7  created: 2016-01-30  expires: never
                      card-no: 0006 05553211
ssb>  4096R/0x39988E0390CB4B0C  created: 2016-01-30  expires: never
                      card-no: 0006 05553211
ssb>  4096R/0x218BCF996C7A6E31  created: 2016-01-30  expires: never
                      card-no: 0006 05553211

sec# indicates master key is not available (as it should be stored encrypted and offline).

Import public key

$ gpg --import < /mnt/public-usb-key/pubkey.txt

Trust master key

$ gpg --edit-key 0x47FE984F98EE7407
gpg (GnuPG) 1.4.18; Copyright (C) 2014 Free Software Foundation, Inc.
This is free software: you are free to change and redistribute it.
There is NO WARRANTY, to the extent permitted by law.

Secret key is available.

pub  4096R/0x47FE984F98EE7407  created: 2016-01-30  expires: never       usage: SC

                               trust: unknown       validity: unknown
sub  4096R/0xE8E7855AA5AE79A7  created: 2016-01-30  expires: never       usage: S

sub  4096R/0x39988E0390CB4B0C  created: 2016-01-30  expires: never       usage: E

sub  4096R/0x218BCF996C7A6E31  created: 2016-01-30  expires: never       usage: A

[ unknown] (1). Doctor Duh <drduh@users.noreply.github.com>

gpg> trust
pub  4096R/0x47FE984F98EE7407  created: 2016-01-30  expires: never       usage: SC

                               trust: unknown       validity: unknown
sub  4096R/0xE8E7855AA5AE79A7  created: 2016-01-30  expires: never       usage: S

sub  4096R/0x39988E0390CB4B0C  created: 2016-01-30  expires: never       usage: E

sub  4096R/0x218BCF996C7A6E31  created: 2016-01-30  expires: never       usage: A

[ unknown] (1). Doctor Duh <drduh@users.noreply.github.com>

Please decide how far you trust this user to correctly verify other users' keys
(by looking at passports, checking fingerprints from different sources, etc.)

  1 = I don't know or won't say
  2 = I do NOT trust
  3 = I trust marginally
  4 = I trust fully
  5 = I trust ultimately
  m = back to the main menu

Your decision? 5
Do you really want to set this key to ultimate trust? (y/N) y

pub  4096R/0x47FE984F98EE7407  created: 2016-01-30  expires: never       usage: SC

                               trust: ultimate      validity: unknown
sub  4096R/0xE8E7855AA5AE79A7  created: 2016-01-30  expires: never       usage: S

sub  4096R/0x39988E0390CB4B0C  created: 2016-01-30  expires: never       usage: E

sub  4096R/0x218BCF996C7A6E31  created: 2016-01-30  expires: never       usage: A

[ unknown] (1). Doctor Duh <drduh@users.noreply.github.com>
Please note that the shown key validity is not necessarily correct
unless you restart the program.

gpg> quit

GnuPG

Create configuration

$ cat > ~/gpg.conf
use-agent
personal-cipher-preferences AES256 AES192 AES CAST5
personal-digest-preferences SHA512 SHA384 SHA256 SHA224
default-preference-list SHA512 SHA384 SHA256 SHA224 AES256 AES192 AES CAST5 ZLIB BZIP2 ZIP Uncompressed
cert-digest-algo SHA512
s2k-digest-algo SHA512
charset utf-8
fixed-list-mode
no-comments
no-emit-version
keyid-format 0xlong
list-options show-uid-validity
verify-options show-uid-validity
with-fingerprint
^D (Press Control-D)

Encryption/decryption

$ echo "$(uname -a)" | gpg --encrypt --armor -r 0x47FE984F98EE7407 | gpg --debug --decrypt --armor

Please enter the PIN
gpg: encrypted with 4096-bit RSA key, ID 0x39988E0390CB4B0C, created 2016-01-30
      "Doctor Duh <drduh@users.noreply.github.com>"
Linux workstation 3.16.0-4-amd64 #1 SMP Debian 3.16.7-ckt20-1+deb8u3 (2016-01-17) x86_64 GNU/Linux

Signing

$ echo "$(uname -a)" | gpg --encrypt --armor --sign -r 0x47FE984F98EE7407
gpg: signatures created so far: 0

Please enter the PIN
[sigs done: 0]
-----BEGIN PGP MESSAGE-----

hQIMAzmYjgOQy0sMAQ//bG8YyEinTOFzL/aL/BN54/PAFzBZj6B//dEFXYu5NlHJ
[...]
sjLN5ZhJkQKJeUWIVdGeuZN+pIeIRWQHeKD7xRUgij6/nC7qCfPPkHFYxQ==
=jztu
-----END PGP MESSAGE-----

SSH

Update configuration

$ cat >> ~/.gnupg/gpg-agent.conf
enable-ssh-support
^D (Press Control-D)

$ cat > ~/.gnupg/gpg-agent.conf
pinentry-program /usr/bin/pinentry-curses
default-cache-ttl 60
max-cache-ttl 120
write-env-file
use-standard-socket
^D (Press Control-D)

Replace ssh-agent with gpg-agent

$ pkill ssh-agent ; \
  eval $(gpg-agent --daemon --enable-ssh-support --use-standard-socket \
  --log-file ~/.gnupg/gpg-agent.log --write-env-file)

Copy public key to server

$ ssh-add -L
ssh-rsa AAAAB4NzaC1yc2EAAAADAQABAAACAz[...]zreOKM+HwpkHzcy9DQcVG2Nw== cardno:000605553211

Connect with public key authentication

$ ssh git@github.com -vvv
[...]
debug2: key: cardno:000605553211 (0x1234567890),
debug1: Authentications that can continue: publickey
debug3: start over, passed a different list publickey
debug3: preferred gssapi-keyex,gssapi-with-mic,publickey,keyboard-interactive,password
debug3: authmethod_lookup publickey
debug3: remaining preferred: keyboard-interactive,password
debug3: authmethod_is_enabled publickey
debug1: Next authentication method: publickey
debug1: Offering RSA public key: cardno:000605553211
debug3: send_pubkey_test
debug2: we sent a publickey packet, wait for reply
debug1: Server accepts key: pkalg ssh-rsa blen 535
debug2: input_userauth_pk_ok: fp e5:de:a5:74:b1:3e:96:9b:85:46:e7:28:53:b4:82:c3
debug3: sign_and_send_pubkey: RSA e5:de:a5:74:b1:3e:96:9b:85:46:e7:28:53:b4:82:c3
debug1: Authentication succeeded (publickey).
[...]

Notes

  • Don't write to drduh@users.noreply.github.com, open an issue on GitHub instead.
  • Programming YubiKey for GPG keys still lets you use its two slots - OTP and static password modes, for example.
  • ECC may be preferred to RSA 4096, but the 1.4.x branch of GnuPG does not support it.
  • If you encounter problems, try unplugging and re-inserting your YubiKey. Also try installing and using GnuPG 2.x (sudo apt-get install gnupg2 and gpg2)

References

https://developers.yubico.com/yubikey-personalization/

https://developers.yubico.com/PGP/Card_edit.html

https://blog.josefsson.org/2014/06/23/offline-gnupg-master-key-and-subkeys-on-yubikey-neo-smartcard/

https://www.esev.com/blog/post/2015-01-pgp-ssh-key-on-yubikey-neo/

https://blog.habets.se/2013/02/GPG-and-SSH-with-Yubikey-NEO

https://trmm.net/Yubikey

https://rnorth.org/8/gpg-and-ssh-with-yubikey-for-mac

https://jclement.ca/articles/2015/gpg-smartcard/

https://github.com/herlo/ssh-gpg-smartcard-config

http://www.bootc.net/archives/2013/06/09/my-perfect-gnupg-ssh-agent-setup/

https://help.riseup.net/en/security/message-security/openpgp/best-practices