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Sarah Lewis, Blogging Expertise replied on March 30, 2008 18:01 to the question "Uploading CSS Templates on Wordpress Hosted Blog" in Wordpress:

It's been a while since I looked into customizing the templates on WordPress.com blogs, but I'm pretty sure you can't upload a whole theme.

However, if you're handy with code, you could upload the component images using the regular "Upload" section of the post writing screen, and customize the CSS code to point to the right locations. It will probably be a lot of work to make the CSS work with the HTML you're given, but I believe it's doable.

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bradbader asked a question in Wordpress on March 30, 2008 08:18:

Uploading CSS Templates on Wordpress Hosted Blog
I'd like to customize my CSS with a template I found. The template requires that I ftp its directory tree into the wordpress directory of the site, but the only customization option I found is a form entry. Is this the only way to customize CSS? What about the custom images that go with CSS templates?