FYI I'm a total noob when it comes to websites . I have a mac pro desktop that i use as my media center and i recently decided that i want to be able to send links of my files to friends for them to download so i bought a domain name, bought osx server for mavericks and installed everything. So far i was able to create a homepage on my computer and when i loaded up my domain name it worked. Then I created a folder for my files and they are all fully accessible though the domain as well and download fine, but its to open to the public which i don't like. So i created a .htaccess file to password protect my files Then created the .htpasswd and stuck it in a directory (outside my main website directory but when ever i click the to download a file i get 500 internal server error instead of a request for a username/pass. I don't understand whats wrong since i checked "allow overrides using .htaccess files" in the advanced settings. I get the feeling that checking that little box isn't cutting it when it sure seems like it should... I have my site on a dedicated hard drive and i tried directing the .htaccess file to the .htpasswd file by the above link (in quote) and by "/2TB/users/.htpasswd" and "/users/.htpasswd" and i still get 500 internal error. Either I'm messing up on the directory location or something else is going on here. All the files are on the same hard drive as well. All i want to do is to be able to send a link to a friend in an e-mail with a username and password and allow him to click the link, enter his username and pass and download the file, but for the life of me i just can't get it to work. What am i doing wrong? How can i fix this and get the username and passwords to work?