Unless you've ever worked at helpdesk yourself, you shouldn't expect to find these too funny, but I've tried my best to pick the ones that can be funny for normal people. These are actual phone conversations by the way...
Helpdesk: What kind of computer do you have?
Customer: A white one...
Helpdesk: Click on the 'my computer' icon on to the left of the screen.
Customer: Your left or my left?
Male customer: Hello... I can't print.
Helpdesk: Would you click on start for me and ...
Customer: Listen pal! don't start getting technical on me! I'm not Bill Gates damn it!
I can't print. Every time I try it says 'Can't find printer'. I've even lifted the printer and placed it in front of the monitor, but the computer still says he can't see it...
Customer: I have problems printing in red...
Helpdesk: Do you have a color printer? Customer: No.
Helpdesk: What's on your monitor now ma'am?
Customer: A teddy bear my boyfriend bought for me in the supermarket.
Helpdesk: Your password is the small letter a as in apple, a capital
letter V as in Victor, the number 7.
Customer: Is that 7 in capital letters?
Customer: I'm writing my first e-mail. Helpdesk: OK, and, what seems to be the problem?
Customer: Well, I have the letter a, but how do I get the circle around it?