Sounds like a naughty little project you got going there... If it's your own chat logs, it doesn't need to be anonymouse
I don't see why you'd need to do this, because if they were your chat logs, you could zip them and send them to yourself...
Realisitcally though, I know you can send emails with attachments using a plus script. I doubt that this would be anonymous and I don't know how many attachments you can well, attach. Seeing as each contact has a seperate HTML file, and if more than one user uses WLM on your PC, you could have well over 300 or 400 files to send