From 58c816e53fa074ad96fc57159cfec2f1333d6c0e Mon Sep 17 00:00:00 2001 From: Alexandre Dulaunoy Date: Sun, 9 Apr 2023 10:49:25 +0200 Subject: [PATCH] chg: [doc] updated man page --- ssldump.1 | 12 +- ssldump.md | 439 +++++++++++++++++++++++++++++++++++++++++++++++++++++ 2 files changed, 446 insertions(+), 5 deletions(-) create mode 100644 ssldump.md diff --git a/ssldump.1 b/ssldump.1 index a71e054..348aea0 100644 --- a/ssldump.1 +++ b/ssldump.1 @@ -54,7 +54,7 @@ .\" HOWEVER CAUSED AND ON ANY THEORY OF LIABILITY, WHETHER IN CONTRACT, STRICT .\" LIABILITY, OR TORT (INCLUDING NEGLIGENCE OR OTHERWISE) ARISING IN ANY WAY .\" OUT OF THE USE OF THIS SOFTWARE, EVEN IF ADVISED OF THE POSSIBILITY SUCH DAMAGE. -.TH SSLDUMP 1 "2nd February 2021 - version 1.3" +.TH SSLDUMP 1 "9th April 2023 - version 1.7" .SH NAME ssldump \- dump SSL traffic on a network .SH SYNOPSIS @@ -107,9 +107,11 @@ interpret them as SSL/TLS traffic. When it identifies SSL/TLS traffic, it decodes the records and displays them in a textual form to stdout. If provided with the appropriate keying material, it will also decrypt the connections and display the application -data traffic. +data traffic. It supports various version of SSL/TLS up to TLS version 1.3. +It also includes support for JSON output or JA3 support. .LP -\fIssldump\fP has been tested on FreeBSD, Linux, Solaris, and HP/UX. Since +\fIssldump\fP has been originally tested on FreeBSD, Linux, Solaris, and HP/UX. \fIssldump\fP has +mainly a new build process and it's mainly tested on different Linux flavors. Since it's based on PCAP, it should work on most platforms. However, unlike tcpdump, \fIssldump\fP needs to be able to see both sides of the data transmission so you may have trouble using it with network taps such @@ -566,7 +568,7 @@ is encrypted we can only tell that it is an alert. .LP .SH BUGS .LP -Please send bug reports to ssldump@rtfm.com. +Please send bug reports to https://github.com/adulau/ssldump .LP The TCP reassembler is not perfect. No attempt is made to reassemble IP fragments and the 3-way handshake and close handshake are imperfectly @@ -586,4 +588,4 @@ resumed sessions. .LP .SH AUTHOR .LP -\fIssldump\fP was originally written by Eric Rescorla . Maintained by a bunch of volunteers, see https://github.com/adulau/ssldump/blob/master/CREDITS - Copyright (C) 2015-2021 the aforementioned volunteers +\fIssldump\fP was originally written by Eric Rescorla . Maintained by a bunch of volunteers, see https://github.com/adulau/ssldump/blob/master/CREDITS - Copyright (C) 2015-2023 the aforementioned volunteers diff --git a/ssldump.md b/ssldump.md new file mode 100644 index 0000000..bab1e49 --- /dev/null +++ b/ssldump.md @@ -0,0 +1,439 @@ +# ssldump(1) - dump SSL traffic on a network + +9th April 2023 - version 1.7 + +``` +.na ssldump [ -aAdeFHjnNPqtTvxXy ] [ -i interface ] +.ti +8 [ -k keyfile ] [ -l sslkeylogfile ] [ -p password ] [ -r dumpfile ] [ -w outputpcap ] +.ti +8 [ -S [ crypto | d | ht | H | nroff ] ] [ expression ] + +``` + + + +# Description + + +_ssldump_ is an SSL/TLS network protocol analyzer. It identifies +TCP connections on the chosen network interface and attempts to +interpret them as SSL/TLS traffic. When it identifies SSL/TLS +traffic, it decodes the records and displays them in a textual +form to stdout. If provided with the appropriate keying material, +it will also decrypt the connections and display the application +data traffic. It supports various version of SSL/TLS up to TLS version 1.3. +It also includes support for JSON output or JA3 support. + +_ssldump_ has been originally tested on FreeBSD, Linux, Solaris, and HP/UX. _ssldump_ has +mainly a new build process and it's mainly tested on different Linux flavors. Since +it's based on PCAP, it should work on most platforms. However, unlike +tcpdump, _ssldump_ needs to be able to see both sides of the data +transmission so you may have trouble using it with network taps such +as SunOS nit that don't permit you to see transmitted data. +**Under SunOS with nit or bpf:** +To run +_ssldump_ +you must have read access to +_/dev/nit_ +or +_/dev/bpf*_. +**Under Solaris with dlpi:** +You must have read access to the network pseudo device, e.g. +_/dev/le_. +**Under HP-UX with dlpi:** +You must be root or it must be installed setuid to root. +**Under IRIX with snoop:** +You must be root or it must be installed setuid to root. +**Under Linux:** +You must be root or it must be installed setuid to root. +**Under Ultrix and Digital UNIX:** +Once the super-user has enabled promiscuous-mode operation using +_pfconfig_(8), +any user may run +_ssldump_ +**Under BSD:** +You must have read access to +_/dev/bpf*_. + + + +# Options + + +* **-a** + Print bare TCP ACKs (useful for observing Nagle behavior). +* **-A** + Print all record fields (by default _ssldump_ chooses + the most interesting fields). +* **-d** + Display the application data traffic. This usually means + decrypting it, but when -d is used _ssldump_ will also decode + application data traffic _before_ the SSL session initiates. + This allows you to see HTTPS CONNECT behavior as well as + SMTP STARTTLS. As a side effect, since _ssldump_ can't tell + whether plaintext is traffic before the initiation of an + SSL connection or just a regular TCP connection, this allows + you to use _ssldump_ to sniff any TCP connection. + _ssldump_ will automatically detect ASCII data and display it + directly to the screen. non-ASCII data is displayed as hex + dumps. See also -X. +* **-e** + Print absolute timestamps instead of relative timestamps. +* **-F** + Specify the number of packets after which a connection pool cleaning is performed (in packets, default: 100). +* **-H** + Print the full SSL packet header. +* **-i** _interface_ + Use _interface_ as the network interface on which to sniff SSL/TLS + traffic. +* **-j** + Switch output format to JSON. Only stdout is affected by this toggle. +* **-k** _keyfile_ + Use _keyfile_ as the location of the SSL keyfile (OpenSSL format) + Previous versions of _ssldump_ automatically looked in ./server.pem. + Now you must specify your keyfile every time. +* **-l** _sslkeylogfile_ + Use _sslkeylogfile_ as the location of the SSLKEYLOGFILE + (https://developer.mozilla.org/en-US/docs/Mozilla/Projects/NSS/Key_Log_Format). +* **-n** + Don't try to resolve host names from IP addresses. +* **-N** + Attempt to parse ASN.1 when it appears, such as in + certificates and DNs. +* **-p** _password_ + Use _password_ as the SSL keyfile password. +* **-P** + Don't put the interface into promiscuous mode. +* **-q** + Don't decode any record fields beyond a single summary line. (quiet mode). +* **-r** _file_ + Read data from _file_ instead of from the network. + The old -f option still works but is deprecated and will + probably be removed with the next version. +* **-S** _[_ **crypto** _|_ **d** _|_ **ht** _|_ **H** _]_ + Specify SSL flags to _ssldump_. These flags include: + * _crypto_ + Print cryptographic information. + * _d_ + Print fields as decoded. + * _ht_ + Print the handshake type. + * _H_ + Print handshake type and highlights. +* **-t** + Specify the TTL for inactive connections referenced in the connection pool (in seconds, default: 100). +* **-T** + Print the TCP headers. +* **-v** + Display version and copyright information. +* **-w** _outputpcap_ + Use _outputpcap_ as the destination for decrypted packets. +* **-x** + Print each record in hex, as well as decoding it. +* **-X** + When the -d option is used, binary data is automatically printed + in two columns with a hex dump on the left and the printable characters + on the right. -X suppresses the display of the printable characters, + thus making it easier to cut and paste the hex data into some other + program. +* **-y** + Decorate the output for processing with nroff/troff. Not very + useful for the average user. +* _expression_ + Selects what packets _ssldump_ will examine. Technically speaking, + _ssldump_ supports the full expression syntax from PCAP and tcpdump. + In fact, the description here is cribbed from the tcpdump man + page. However, since _ssldump_ needs to examine full TCP streams, + most of the tcpdump expressions will select traffic mixes + that _ssldump_ will simply ignore. Only the expressions which + don't result in incomplete TCP streams are listed here. + +The _expression_ consists of one or more +_primitives_. +Primitives usually consist of an +_id_ +(name or number) preceded by one or more qualifiers. There are three +different kinds of qualifier: + +* _type_ + qualifiers say what kind of thing the id name or number refers to. + Possible types are + **host**, + **net** + and + **port**. + E.g., \`host foo', \`net 128.3', \`port 20'. If there is no type + qualifier, + **host** + is assumed. +* _dir_ + qualifiers specify a particular transfer direction to and/or from + _id._ + Possible directions are + **src**, + **dst**, + **src or dst** + and + **src and** + **dst**. + E.g., \`src foo', \`dst net 128.3', \`src or dst port ftp-data'. If + there is no dir qualifier, + **src or dst** + is assumed. + For \`null' link layers (i.e. point to point protocols such as slip) the + **inbound** + and + **outbound** + qualifiers can be used to specify a desired direction. + +More complex filter expressions are built up by using the words +**and**, +**or** +and +**not** +to combine primitives. E.g., \`host foo and not port ftp and not port ftp-data'. +To save typing, identical qualifier lists can be omitted. E.g., +\`tcp dst port ftp or ftp-data or domain' is exactly the same as +\`tcp dst port ftp or tcp dst port ftp-data or tcp dst port domain'. + +Allowable primitives are: + +* **dst host host** + True if the IPv4/v6 destination field of the packet is _host_, + which may be either an address or a name. +* **src host host** + True if the IPv4/v6 source field of the packet is _host_. +* True if either the IPv4/v6 source or destination of the packet is _host_. + Any of the above host expressions can be prepended with the keywords, + **ip**, **arp**, **rarp**, or **ip6** as in: + ip host host + which is equivalent to: + ether proto \ip and host host + If _host_ is a name with multiple IP addresses, each address will + be checked for a match. +* True if the ethernet destination address is _ehost_. _Ehost_ + may be either a name from /etc/ethers or a number (see + _ethers_(3N) + for numeric format). +* True if the ethernet source address is _ehost_. +* True if either the ethernet source or destination address is _ehost_. +* True if the packet used _host_ as a gateway. I.e., the ethernet + source or destination address was _host_ but neither the IP source + nor the IP destination was _host_. _Host_ must be a name and + must be found in both /etc/hosts and /etc/ethers. (An equivalent + expression is + ether host ehost and not host host + which can be used with either names or numbers for _host / ehost_.) + This syntax does not work in IPv6-enabled configuration at this moment. +* **dst net net** + True if the IPv4/v6 destination address of the packet has a network + number of _net_. _Net_ may be either a name from /etc/networks + or a network number (see _networks(4)_ for details). +* **src net net** + True if the IPv4/v6 source address of the packet has a network + number of _net_. +* **net net** + True if either the IPv4/v6 source or destination address of the packet has a network + number of _net_. +* **net net** **mask mask** + True if the IP address matches _net_ with the specific netmask. + May be qualified with **src** or **dst**. + Note that this syntax is not valid for IPv6 _net_. +* **net _net**/len_ + True if the IPv4/v6 address matches _net_ a netmask _len_ bits wide. + May be qualified with **src** or **dst**. +* **dst port port** + True if the packet is ip/tcp, ip/udp, ip6/tcp or ip6/udp and has a + destination port value of _port_. + The _port_ can be a number or a name used in /etc/services (see + _tcp_(4P) + and + _udp_(4P)). + If a name is used, both the port + number and protocol are checked. If a number or ambiguous name is used, + only the port number is checked (e.g., **dst port 513** will print both + tcp/login traffic and udp/who traffic, and **port domain** will print + both tcp/domain and udp/domain traffic). +* **src port port** + True if the packet has a source port value of _port_. +* **port port** + True if either the source or destination port of the packet is _port_. + Any of the above port expressions can be prepended with the keywords, + **tcp** or **udp**, as in: + tcp src port port + which matches only tcp packets whose source port is _port_. + +Primitives may be combined using: + +* A parenthesized group of primitives and operators + (parentheses are special to the Shell and must be escaped). +* Negation (\`**!**' or \`**not**'). +* Concatenation (\`**&&**' or \`**and**'). +* Alternation (\`**||**' or \`**or**'). + +Negation has highest precedence. +Alternation and concatenation have equal precedence and associate +left to right. Note that explicit **and** tokens, not juxtaposition, +are now required for concatenation. + +If an identifier is given without a keyword, the most recent keyword +is assumed. +For example, + not host vs and ace +is short for + not host vs and host ace +which should not be confused with + not ( host vs or ace ) + +Expression arguments can be passed to _ssldump_ as either a single argument +or as multiple arguments, whichever is more convenient. +Generally, if the expression contains Shell metacharacters, it is +easier to pass it as a single, quoted argument. +Multiple arguments are concatenated with spaces before being parsed. + + + +# Examples + + +To listen to traffic on interface _le0_ port _443_: + ssldump -i le0 port 443 + +To listen to traffic to the server _romeo_ on port _443_: + ssldump -i le0 port 443 and host romeo: + +To switch output format to JSON: + ssldump -ANH -j -i le0 port 443 and host romeo + +To decrypt traffic to host _romeo_ +_server.pem_ and the password _foobar_: + ssldump -Ad -k ~/server.pem -p foobar -i le0 host romeo + + + +# Output Format + + +All output is printed to standard out. + +_ssldump_ prints an indication of every new TCP connection using a line +like the following + + New TCP connection #2: iromeo.rtfm.com(2302) <-> sr1.rtfm.com(4433) + +The host which send the first SYN is printed on the left and the host +which responded is printed on the right. Ordinarily, this means that +the SSL client will be printed on the left with the SSL server on the +right. In this case we have a connection from _iromeo.rtfm.com_ (port _2303_) +to _sr1.rtfm.com_ (port _4433_). To allow the user to disentangle +traffic from different connections, each connection is numbered. This is +connection _2_. + +The printout of each SSL record begins with a record line. This +line contains the connection and record number, a timestamp, and the +record type, as in the following: + + 2 3 0.2001 (0.0749) S>C Handshake Certificate + +This is record _3_ on connection _2_. The first timestamp +is the time since the beginning of the connection. The second is +the time since the previous record. Both are in seconds. + +The next field in the record line is the direction that the record +was going. _C>S_ indicates records transmitted from client to +server and _S>C_ indicates records transmitted from server to client. +_ssldump_ assumes that the host to transmit the first SYN +is the SSL client (this is nearly always correct). + +The next field is the record type, one of _Handshake_, _IAlert_, +_ChangeCipherSpec_, or _application\_data_. Finally, _ssldump_ +may print record-specific data on the rest of the line. For _Handshake_ +records, it prints the handshake message. Thus, this record is +a _Certificate_ message. + +_ssldump_ chooses certain record types for further decoding. These +are the ones that have proven to be most useful for debugging: + + ClientHello - version, offered cipher suites, session id + if provided) + ServerHello - version, session_id, chosen cipher suite, + compression method + Alert - type and level (if obtainable) + +Fuller decoding of the various records can be obtained by using the +**-A** +, +**-d** +, +**-k** +and +**-p** +flags. + + + + +# Decryption + + +_ssldump_ can decrypt traffic between two hosts if the following two +conditions are met: + 1. ssldump has the keys. + 2. Static RSA was used. +In any other case, once encryption starts, +_ssldump_ will only be able to determine the +record type. Consider the following section of a trace. + + 1 5 0.4129 (0.1983) C>S Handshake ClientKeyExchange + 1 6 0.4129 (0.0000) C>S ChangeCipherSpec + 1 7 0.4129 (0.0000) C>S Handshake + 1 8 0.5585 (0.1456) S>C ChangeCipherSpec + 1 9 0.6135 (0.0550) S>C Handshake + 1 10 2.3121 (1.6986) C>S application_data + 1 11 2.5336 (0.2214) C>S application_data + 1 12 2.5545 (0.0209) S>C application_data + 1 13 2.5592 (0.0046) S>C application_data + 1 14 2.5592 (0.0000) S>C Alert + +Note that the _ClientKeyExchange_ message type is printed +but the rest of the _Handshake_ messages do not have +types. These are the _Finished_ messages, but because they +are encrypted _ssldump_ only knows that they are of type _Handshake_. +Similarly, had the _Alert_ in record 14 happened during the handshake, +it's type and level would have been printed. However, since it +is encrypted we can only tell that it is an alert. + + + + +# Bugs + + +Please send bug reports to https://github.com/adulau/ssldump + +The TCP reassembler is not perfect. No attempt is made to reassemble IP +fragments and the 3-way handshake and close handshake are imperfectly +implemented. In practice, this turns out not to be much of a problem. + +Support is provided for only for Ethernet and loopback interfaces +because that's all that I have. If you have another kind of network +you will need to modify pcap_cb in base/pcap-snoop.c. If you have +direct experience with _ssldump_ on other networks, please send me patches. + +_ssldump_ doesn't implement session caching and therefore can't decrypt +resumed sessions. + + + + +# See Also + + +**tcpdump**(1) + + + + +# Author + + +_ssldump_ was originally written by Eric Rescorla <[ekr@rtfm.com](mailto:ekr@rtfm.com)>. Maintained by a bunch of volunteers, see https://github.com/adulau/ssldump/blob/master/CREDITS - Copyright (C) 2015-2023 the aforementioned volunteers