There is no straight forward option in Cisco Jabber for Windows to clear conversation history but you can use this as a workaround:
1) Exit Cisco Jabber for Windows
2) Delete the file "userid@domain.db" from the following location
For XP:
C:\Documents and Settings\\Local Settings\Application Data\Cisco\Unified Communications\Jabber\CSF\History
For Win 7:
C:\Users\\AppData\Local\Cisco\Unified Communications\Jabber\CSF\History
3) Restart Jabber and now IM's would have been cleared.
https://supportforums.cisco.com/thread/2149160
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