I can confirm this, with a Yahoo! POP3 server (pop.mail.yahoo.it). With
Thunderbird, with the same settings, old messages get deleted as
expected.

Evolution Version: 2.22.2
OS: Ubuntu 8.04
Email Account: POP (SSL Encryption)
Days before Deleting: 7days
Disable support for all POP3 extensions: Un-Checked
Leave Messages on server: Checked
Automatically check for new email: 10min
Server Requires Authentication for SMTP: Checked

-- 
Evolution: Messages aren't deleted from POP mail server with SSL encryption 
after specified number of days
https://bugs.launchpad.net/bugs/182799
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