Proxy authenication problems from Macs.... argh

I am seeing this regularly in mixed Windows/Macs environments where all machines proxy over 8080 to the TMG box (integrated authentication).
I can have a firewall rule that allows traffic from Internal to External over HTTP/HTTPS for Domain Users and both clients, Macs and PCs, will be able to browse internet fine so long as they have approrpiate proxy server settings configured on either their
machine or browser.
However, some websites that use Flash or Java, for viewing videos result in the Macs NOT working. Looking in the firewall loggging I can see that access is being denied because the Mac is not passing user credentials and is attempting to go out
using anonymous credentials (which is not allowed). This ONLY happens for the Macs, and ONLY happens on certain websites, and ONLY for stuff like Java/Flash, etc.
Anyone else running into this? It's happening so frequently that I am about to just turn OFF all proxying to TMG and have everyone go out as secure NAT clients because everytime this happens, I have to create a specific rule for THAT website to allow
SecureNAT.
Thoughts??

Hi,
Your analysis is correct. TMG (or any other proxy) will ask user for authentication, if the rule is configured to do so. Its upto the client (browser or software entity trying to access internet) to authenticate to the proxy. If that entity is not designed
for such proxy authentications, they will fail to access the resource.
If you see in your logs that the browser/application (Safari/Java) on MAC is unable to authenticate to proxy, thats exactly the reason its failing. If you look above that, you should see 407 messages, where the proxy server is telling the client to
negotiate and authenticate for proxy.
Hope this help. If you have any furhter questions, please let me know.
Related post:
http://social.technet.microsoft.com/Forums/en-US/Forefrontedgegeneral/thread/78b2a5e8-9a80-42d8-bd38-a3c175161b12
Regards, Amit Saxena. Keep Walking! Please remember to use “Mark as Answer” or "vote as helpful" on the posts that help you.

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kwnola wrote:
How do I format an external drive (My Passport) from mac to pc (iOS Snow Leopard) without losing my data?
1: Remove the data off the drive
You can do this by installing MacDrive on the Windows PC to access the Mac HTFS+ format
Or you can use a Mac to remove the data.
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Networking problem from Mac running Leopard to Mac running Yosemite

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iMac G3 model: http://docs.info.apple.com/article.html?artnum=58669
iMac G3 I/O ports: http://docs.info.apple.com/article.html?artnum=60894
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Hi,
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Say thanks by clicking the Kudos thumb up in the post.
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fsolution wrote:
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Adobenoob wrote:
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