I'm experiencing this issue as well (on sid) after upgrading from sudo
1.8.3p1-3 to 1.8.3p2-1.1 (along with many other system updates).
Here's what I can add:

There seems to be something like a race condition going on.  Sometimes
sudo works, sometimes it does not.  For example:

# for ((i=0; i<100; i++)); do sudo ls /; done
bin  boot  dev  etc  home  lib  media  mnt  opt  proc  root  run  sbin  selinux 
 srv  sys  tmp  usr  var
bin  boot  dev  etc  home  lib  media  mnt  opt  proc  root  run  sbin  selinux 
 srv  sys  tmp  usr  var
bin  boot  dev  etc  home  lib  media  mnt  opt  proc  root  run  sbin  selinux 
 srv  sys  tmp  usr  var
bin  boot  dev  etc  home  lib  media  mnt  opt  proc  root  run  sbin  selinux 
 srv  sys  tmp  usr  var
bin  boot  dev  etc  home  lib  media  mnt  opt  proc  root  run  sbin  selinux 
 srv  sys  tmp  usr  var
bin  boot  dev  etc  home  lib  media  mnt  opt  proc  root  run  sbin  selinux 
 srv  sys  tmp  usr  var
bin  boot  dev  etc  home  lib  media  mnt  opt  proc  root  run  sbin  selinux 
 srv  sys  tmp  usr  var

(There are 7 lines of output there; there should be 100 lines.)

I've tried to reproduce this in a minimal i386 debootstrap image, but
cannot.  Frustratingly it works in the chroot image but not on my
system.

Downgrading sudo resolved the issue (I went all the way back to
1.7.4p4-2.squeeze.3 as it was available).




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