It works fine for me. Just double checked using Eclipse and the WepApp launcher in DevMode. If I change CSS in a CSS file, it appears in Firebug after an F5.
Now, if you are running in DevMode, but not starting services, rather passing the services through to an active Tomcat, then all static files like CSS/Images will come from that server, and DevMode will not update them. I often use ClientBundle/CssResource as Brian suggested since it works regardless of what setting DevMode is running in.
Sincerely,
Jospeh
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