PGP Single Pass Sign and Encrypt with Bouncy Castle

Bouncy Castle is a great open source resource. However, the off-the-shelf PGP functionality is severely lacking in real-world-usabaility. Most of what you need is easy enough to code up yourself (and I would love to contribute what I’ve done if I could). One thing that you really need that doesn’t come built-in and is actually quite hard to do right is PGP Single Pass Sign and Encrypt. Here’s a class in the style of csharp\crypto\test\src\openpgp\examples\KeyBasedFileProcessor.cs that does exactly that.

using System;
using System.IO;
using Org.BouncyCastle.Bcpg;
using Org.BouncyCastle.Bcpg.OpenPgp;
using Org.BouncyCastle.Security;

namespace PgpCrypto
{
	public class PgpProcessor
	{
		public void SignAndEncryptFile(string actualFileName, string embeddedFileName,
			Stream keyIn, long keyId, Stream outputStream,
			char[] password, bool armor, bool withIntegrityCheck, PgpPublicKey encKey)
		{
			const int BUFFER_SIZE = 1 << 16; // should always be power of 2

			if (armor)
				outputStream = new ArmoredOutputStream(outputStream);

			// Init encrypted data generator
			PgpEncryptedDataGenerator encryptedDataGenerator =
				new PgpEncryptedDataGenerator(SymmetricKeyAlgorithmTag.Cast5, withIntegrityCheck, new SecureRandom());
			encryptedDataGenerator.AddMethod(encKey);
			Stream encryptedOut = encryptedDataGenerator.Open(outputStream, new byte[BUFFER_SIZE]);

			// Init compression
			PgpCompressedDataGenerator compressedDataGenerator = new PgpCompressedDataGenerator(CompressionAlgorithmTag.Zip);
			Stream compressedOut = compressedDataGenerator.Open(encryptedOut);

			// Init signature
			PgpSecretKeyRingBundle pgpSecBundle = new PgpSecretKeyRingBundle(PgpUtilities.GetDecoderStream(keyIn));
			PgpSecretKey pgpSecKey = pgpSecBundle.GetSecretKey(keyId);
			if (pgpSecKey == null)
				throw new ArgumentException(keyId.ToString("X") + " could not be found in specified key ring bundle.", "keyId");
			PgpPrivateKey pgpPrivKey = pgpSecKey.ExtractPrivateKey(password);
			PgpSignatureGenerator signatureGenerator = new PgpSignatureGenerator(pgpSecKey.PublicKey.Algorithm, HashAlgorithmTag.Sha1);
			signatureGenerator.InitSign(PgpSignature.BinaryDocument, pgpPrivKey);
			foreach (string userId in pgpSecKey.PublicKey.GetUserIds())
			{
				PgpSignatureSubpacketGenerator spGen = new PgpSignatureSubpacketGenerator();
				spGen.SetSignerUserId(false, userId);
				signatureGenerator.SetHashedSubpackets(spGen.Generate());
				// Just the first one!
				break;
			}
			signatureGenerator.GenerateOnePassVersion(false).Encode(compressedOut);

			// Create the Literal Data generator output stream
			PgpLiteralDataGenerator literalDataGenerator = new PgpLiteralDataGenerator();
			FileInfo embeddedFile = new FileInfo(embeddedFileName);
			FileInfo actualFile = new FileInfo(actualFileName);
			// TODO: Use lastwritetime from source file
			Stream literalOut = literalDataGenerator.Open(compressedOut, PgpLiteralData.Binary,
				embeddedFile.Name, actualFile.LastWriteTime, new byte[BUFFER_SIZE]);

			// Open the input file
			FileStream inputStream = actualFile.OpenRead();

			byte[] buf = new byte[BUFFER_SIZE];
			int len;
			while ((len = inputStream.Read(buf, 0, buf.Length)) > 0)
			{
				literalOut.Write(buf, 0, len);
				signatureGenerator.Update(buf, 0, len);
			}

			literalOut.Close();
			literalDataGenerator.Close();
			signatureGenerator.Generate().Encode(compressedOut);
			compressedOut.Close();
			compressedDataGenerator.Close();
			encryptedOut.Close();
			encryptedDataGenerator.Close();
			inputStream.Close();

			if (armor)
				outputStream.Close();
		}
	}
}

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