www.raisinbagel.com
www.rathergood.com
www.newgrounds.com (everyone knows about this, figured i'd post it anyway)
www.collegehumor.com
www.theonion.com (not entertainment like above, underground news page--really good)
www.sourceforge.net (for all the open source geeks out there

)
www.freshmeat.net (again, open source)
www.osdn.net (open source developers network)
www.bangedup.com (really sick, but very entertaining--like rotten, but updated more often)