Computer stupidities has a large collection of stories and anecdotes about clueless computer users.

Here's 8 short anecdotes:

Tech Support: "Ok, now click your left mouse button."
Customer: (silence) "But I only have one mouse."
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Customer: "First I mouse over to 'search' then mouse down and type what I'm searching for, then mouse over to 'search' again."
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Tech Support: "May I ask what operating system you are running today?"
Customer: "A computer."
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Customer: "Do you have WordPerfect for Gameboy?"
Tech Support: "No, but I'll call you when it comes in."
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Customer: "Does this monitor come with the latest version of the Internet?"
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Tech Support: "What's on the screen?"
Customer: "The what?"
Tech Support: "The monitor -- what's on the monitor?"
Customer: "Hold on......what?"
Tech Support: "What's on the screen right in front of you?"
Customer: "Hold on...I'll call you back." (click)
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Tech Support: "Do you have 3 1/2 inch diskettes?"
Customer: "No, I only have 3 of them."
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Customer: "I just downloaded the Internet. How do I use it?"