If you are trying to install Trac on OpenBSD with Basic Auth and using tracd and you can't figure out why your passwords are not working, try to generate them using the -m or -d parameter:
$ htpasswd -m -c .htpasswd admin
The version of htpasswd maintained in OpenBSD does not default to MD5 encoded password it uses blowfish while most Linux distributions are shipping with a version using this option by default. This is true at least as of OpenBSD 4.5, here is an extract from htpasswd(1):
htpasswd encrypts passwords using either a version of MD5 modified for Apache, the system's crypt(3) routine (the default), or SHA encryption. Files managed by htpasswd may contain all types of passwords e.g. some user records may have MD5-encrypted passwords while others in the same file have passwords encrypted with crypt(3).</pre>
A note was added to the Trac documentation
Last updated: 2010-02-09