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I'm not sure what the problem is, but let me present my observations:
Started with no paperclip version set and no dependencies on paperclip:
$ cat Gemfile | grep paperclip
gem 'paperclip'
$ bundle update paperclip
...
$ cat Gemfile.lock | grep paperclip
paperclip (3.2.1)
paperclip
Updated Gemfile to explicitly declare the current paperclip version:
$ cat Gemfile | grep paperclip
gem 'paperclip', '3.4.0'
$ bundle update paperclip
...
$ cat Gemfile.lock | grep paperclip
paperclip (3.4.0)
paperclip (= 3.4.0)
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