Q: Do I have to "wipe" free space and/or files on a TrueCrypt volume?
Remark: to "wipe" = to securely erase; to overwrite sensitive data in order to render them unrecoverable.
A: If you believe that an adversary will be able to decrypt the volume (for example that he will make you reveal the password), then the answer is yes. Otherwise, it is not necessary, because the volume is entirely encrypted.
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TrueCrypt-encrypted volumes are like normal disks. You provide the correct password (and/or keyfile) and mount (open) the TrueCrypt volume. When you double click the icon of the video file, the operating system launches the application associated with the file type - typically a media player. The media player then begins loading a small initial portion of the video file from the TrueCrypt-encrypted volume to RAM (memory) in order to play it. While the portion is being loaded, TrueCrypt is automatically decrypting it (in RAM). The decrypted portion of the video (stored in RAM) is then played by the media player. While this portion is being played, the media player begins loading next small portion of the video file from the TrueCrypt-encrypted volume to RAM (memory) and the process repeats.
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