I'll just add it just happened to me in Description:    Ubuntu 14.04.1
LTS (Lubuntu)

It just sat there as well until I clicked the Pop up that said it was
generating a new key and typed random keys as suggested by Paul G in
post #5. I'm not sure if this is a pop-up generated by Pidgin or by the
OTR plug-in, but whichever it is it's horribly written.

The whole issue could be resolved by adding text that reads "Please
press some random keys to generate the key" or something along those
lines so people would KNOW to do so instead of thinking it's a garbage
plug-in or app that's now frozen

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https://bugs.launchpad.net/bugs/303862

Title:
  Pidgin freezes when generating new OTR private key

Status in Off-the-Record Messaging plugin for pidgin:
  New
Status in “pidgin” package in Ubuntu:
  Invalid
Status in “pidgin-otr” package in Ubuntu:
  Confirmed

Bug description:
  Binary package hint: pidgin

  Package: pidgin-otr (Intrepid) 3.2.0-1
  Version of Ubuntu: Ubuntu 8.10 (Intrepid)
  Systems used: AMD XP 3200+, 1 GB DDR, 160 GB HDD running Ubuntu 8.10
                           HP dv9500t laptop, 2.0 Ghz Core 2 Duo, 2 GB DDR, 160 
GB HDD running of Ubuntu 8.10 LiveCD

  When I enable the pidgin-otr plugin and attempt to generate a new
  private key, Pidgin pops up a dialog box telling me that a new private
  key is being generated. However, key generation never completes and
  eventually I receive a notification that Pidgin or "Generating Private
  Key" is not responding. I have attempted to generate keys for both a
  XMPP (GMail Account) and an AIM account with the same result, and have
  repeated the process on both systems multiple times.

  I have successfully generated keys using the same version of OTR on
  Windows XP SP3 on the HP dv9500t laptop.

  ProblemType: Bug
  Architecture: i386
  DistroRelease: Ubuntu 8.10
  ExecutablePath: /usr/bin/pidgin
  Package: pidgin 1:2.5.2-0ubuntu1
  ProcEnviron:
   PATH=/usr/local/sbin:/usr/local/bin:/usr/sbin:/usr/bin:/sbin:/bin:/usr/games
   LANG=en_US.UTF-8
   SHELL=/bin/bash
  SourcePackage: pidgin
  Uname: Linux 2.6.27-9-generic i686

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