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Old 6th April 2010
BSDfan666 BSDfan666 is offline
Real Name: N/A, this is the interweb.
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Join Date: Apr 2008
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The encryption ceases at the end point, your home system.. the traffic would be encrypted between your work and home, but it couldn't possibly be encrypted after that point as communications with the remote host (...like whatismyip.org) would be just HTTP, not HTTPS.

There is no way to do what you ask unless the remote services you're accessing support encryption.. and I'm not sure if HTTPS can be negotiated over a SOCKS proxy, OpenSSH does support other types of tunnels though.
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