Let me start by saying I don't have an answer to your problem.
From your research, you know how to (A) send an attachment if it's already a file on the server. If you can learn how to (B) use a form to save a file to your server, then you can use (B) + (A) to do what you're looking for.
(Demonstrate to the Monastery a good faith effort that you have tried and failed to do this on your own, and odds are, you'll get some better help. (i.e. show some code...))
-- Yeah, I'm a Delt.
Update: a Super Search on "mail attachment form" lead me to this thread, including the ubiquitous pointer from merlyn to one of his columns.
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