I CAN'T PLAY ONLINE!!!(Please Help)

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My friend can't seem to play online with me(or with anyone for that matter). Everytime he clicks to join a game it says "connecting to *server name*" and then it stops and doesn't work. What causes this? Also it might be because he has a firewall up(im not sure if he does or not, how could he check?). Well thanks for any help you can give me. I really want to play on-line with him and show him how a TRUE game master plays. ^_^ He DOES have the updates.
-=Edit=-
He's using Counter-Strike Retail.
 

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