There is a guide (untested by me) on how to setup a proxy if present and use
DIRECT otherwise:
http://askubuntu.com/questions/53443/how-do-i-ignore-a-proxy-if-not-available
Does this solve the problem you describe in this bug?
** Changed in: apt (Ubuntu)
Status: New => Incomplete
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https://bugs.launchpad.net/bugs/827627
Title:
apt should be able to use an opportunistic cache/proxy
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