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i am not so sure this is the answer, but give it a try

there is a stackoverflow post regarding gunicorn serving statics

http://stackoverflow.com/questions/10862259/can-django-run-on-gunicorn-alone-no-apache-or-nginx

it says:

urlpatterns = patterns('',
# ... the rest of your URLconf goes here ...
) + static(settings.MEDIA_URL, document_root=settings.MEDIA_ROOT)

and the askbot code says

10 
11 urlpatterns = patterns('',
12     (r'%s' % settings.ASKBOT_URL, include('askbot.urls')),
13     (r'^admin/', include(admin.site.urls)),
14     #(r'^cache/', include('keyedcache.urls')), - broken views disable for now
15     (r'^settings/', include('askbot.deps.livesettings.urls')),16     (r'^followit/', include('followit.urls')),
17     (r'^robots.txt$', include('robots.urls')),
18     url( # TODO: replace with django.conf.urls.static ?
19         r'^%s(?P<path>.*)$' % settings.MEDIA_URL[1:],
20         'django.views.static.serve',
21         {'document_root': settings.MEDIA_ROOT.replace('\\','/')},
22     ),
23 ) + static(settings.MEDIA_URL, document_root=settings.MEDIA_ROOT)
24

I am not a develper of askbot but the TODO there looks like some thing related. please let me know if my guess is on the spot, thx.