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The problematic change is here:
http://svn.python.org/view/python/trunk/Lib/socket.py?rev=62627&r1=61008&r2=62627
The following script shows the problem:
Python 2.6a2+ (trunk:62707, May 4 2008, 19:13:44) 
[GCC 4.2.3 (Ubuntu 4.2.3-2ubuntu7)] on linux2
Type "help", "copyright", "credits" or "license" for more information.
>>> import urllib2
>>> r = urllib2.Request('http://pypi.python.org/simple')
>>> f = urllib2.urlopen(r)
>>> f.read()
Traceback (most recent call last):
 File "<stdin>", line 1, in <module>
 File "/home/therve/.local/lib/python2.6/socket.py", line 326, in read
data = self._sock.recv(rbufsize)
 File "/home/therve/.local/lib/python2.6/httplib.py", line 512, in read
return self._read_chunked(amt)
 File "/home/therve/.local/lib/python2.6/httplib.py", line 548, in
_read_chunked
line = self.fp.readline()
 File "/home/therve/.local/lib/python2.6/socket.py", line 391, in readline
assert buf.tell() == 0
AssertionError
>>>

Similar problem has been reported in #2632 as well.

the change in socket was done as part of #2632. i'm marking this a
duplicate, we'll track the issue in #2632.

The bug introduced in r62627 has been fixed in r62744.