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Question

In gpg you have the option to add comments to your signed file via the --comments option. Is there anything available for this on BouncyCastle icw Java ?

For example in gpg :

gpg 
--batch              ^     
--digest-algo SHA256 ^     
--comment "<PGPRequest>Something</PGPRequest>"

Answer 1

You should encode the output using the ArmoredOutputStream provided by bouncy castle:

    ArmoredOutputStream armoredOutputStream = new ArmoredOutputStream(output);
    armoredOutputStream.setHeader("Comment", "<PGPRequest>Something</PGPRequest>");

Result:

    -----BEGIN PGP MESSAGE-----
    Version: BCPG v1.64
    Comment: <PGPRequest>Something</PGPRequest>
    (...)

There can only be one value for each header key, so you will have to extend ArmoredOutputStream to allow you to define multiple "Comment"

I hope that helps.