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Hm, why don't you just do this:
with stat_tarfile.open(fileobj = sys.stdout, mode = "w|") as tar:
 for number in xrange(100):
 fileobj = generate_file_content(number)
 tarinfo = tar.gettarinfo(fileobj=open("/etc/passwd")) 
 tarinfo.name = 'file-%d.txt' % number
 tarinfo.size = len(str(number)) * 100
 tarinfo.uid = 1000
 tarinfo.gid = 1000
 tarinfo.uname = "dstromberg"
 tarinfo.gname = "dstromberg"
 tar.addfile(tarinfo, fileobj)
Wouldn't that work, too? Or am I missing something?