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FANTASTIC IDEA! I use a "anti-spam" software, that fakes bounce messages to the spammers. So sometimes they remove you from the spam list.
Another good idea is to send a fucking huge 3MB jpg file (using a webmail account, not with your own personal mail). This will fuck his mail space and when he access the file will read "NO SPAM".. hehe...
To make a 3 MB jpg file you need to use like 5000 x 3750 pixels and a ugly photoshop effect at the background.
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