Despite the fact it didn't help, just a short explanation:
1. Shift-Reload (should) tell the browser not to use the cache.
2. No. Because there might be an In-Memory cache too. But I see: You're using IE!? I have no experience with that. Sorry.
3. Exactly. This is to verify you receive the correct CSS.
4. If this happens when you open the pasted code, then nothing can be wrong - to my understanding - with your code. It must be a caching problem because the only difference is the source where you get your page from.
Try to sniff on the traffic that's going on between your server and your browser and see what they are "talking" about.
But at least try to access your Server from another computer that never visited those URLs...

In reply to Re^3: Style Sheet Doesn't Display Styles by Skeeve
in thread Style Sheet Doesn't Display Styles by JaredHess

Title:
Use:  <p> text here (a paragraph) </p>
and:  <code> code here </code>
to format your post, it's "PerlMonks-approved HTML":


  • Posts are HTML formatted. Put <p> </p> tags around your paragraphs. Put <code> </code> tags around your code and data!
  • Titles consisting of a single word are discouraged, and in most cases are disallowed outright.
  • Read Where should I post X? if you're not absolutely sure you're posting in the right place.
  • Please read these before you post! —
  • Posts may use any of the Perl Monks Approved HTML tags:
    a, abbr, b, big, blockquote, br, caption, center, col, colgroup, dd, del, details, div, dl, dt, em, font, h1, h2, h3, h4, h5, h6, hr, i, ins, li, ol, p, pre, readmore, small, span, spoiler, strike, strong, sub, summary, sup, table, tbody, td, tfoot, th, thead, tr, tt, u, ul, wbr
  • You may need to use entities for some characters, as follows. (Exception: Within code tags, you can put the characters literally.)
            For:     Use:
    & &amp;
    < &lt;
    > &gt;
    [ &#91;
    ] &#93;
  • Link using PerlMonks shortcuts! What shortcuts can I use for linking?
  • See Writeup Formatting Tips and other pages linked from there for more info.