diff --git a/src/charsetConverter.cpp b/src/charsetConverter.cpp
index 38b9e5ed..2135788c 100644
--- a/src/charsetConverter.cpp
+++ b/src/charsetConverter.cpp
@@ -119,6 +119,7 @@ void charsetConverter::convert(utility::inputStream& in, utility::outputStream&
 	size_t inPos = 0;
 
 	bool prevIsInvalid = false;
+	bool breakAfterNext = false;
 
 	while (true)
 	{
@@ -126,11 +127,12 @@ void charsetConverter::convert(utility::inputStream& in, utility::outputStream&
 		size_t inLength = static_cast <size_t>(in.read(inBuffer + inPos, sizeof(inBuffer) - inPos) + inPos);
 		size_t outLength = sizeof(outBuffer);
 
-		const char* inPtr = inBuffer;
+		const char* inPtr = breakAfterNext ? NULL : inBuffer;
+		size_t *ptrLength = breakAfterNext ? NULL : &inLength;
 		char* outPtr = outBuffer;
 
 		// Convert input bytes
-		if (iconv(cd, ICONV_HACK(&inPtr), &inLength,
+		if (iconv(cd, ICONV_HACK(&inPtr), ptrLength,
 			      &outPtr, &outLength) == static_cast <size_t>(-1))
 		{
 			// Illegal input sequence or input sequence has no equivalent
@@ -170,9 +172,12 @@ void charsetConverter::convert(utility::inputStream& in, utility::outputStream&
 			prevIsInvalid = false;
 		}
 
-		// Check for end of data
-		if (in.eof() && inPos == 0)
+		if (breakAfterNext)
 			break;
+
+		// Check for end of data, loop again to flush stateful data from iconv
+		if (in.eof() && inPos == 0)
+			breakAfterNext = true;
 	}
 }
 
diff --git a/tests/parser/charsetTest.cpp b/tests/parser/charsetTest.cpp
index 8ad71d7c..54a09a71 100644
--- a/tests/parser/charsetTest.cpp
+++ b/tests/parser/charsetTest.cpp
@@ -100,6 +100,7 @@ VMIME_TEST_SUITE_BEGIN
 		VMIME_TEST(testFilterValid1)
 		VMIME_TEST(testFilterValid2)
 		VMIME_TEST(testFilterValid3)
+		VMIME_TEST(testEncodingHebrew1255)
 
 		// Test invalid input
 		VMIME_TEST(testFilterInvalid1)
@@ -227,6 +228,15 @@ VMIME_TEST_SUITE_BEGIN
 		VASSERT_EQ("1", toHex(expectedOut), toHex(actualOut));
 	}
 
+	void testEncodingHebrew1255()
+	{
+		// hewbrew string in windows-1255 charset
+		const char data[] = "\xe9\xf9\xf7\xf8\xe9\xf9\xf8\xf7\xe9\xe9\xf9";
+		vmime::word w = vmime::word(data, "windows-1255");
+		vmime::string encoded = w.generate();
+		// less than 60% ascii, base64 received
+		VASSERT_EQ("1", "=?windows-1255?B?6fn3+On5+Pfp6fk=?=", encoded);
+	}
 
 	// Conversion to hexadecimal for easier debugging
 	static const vmime::string toHex(const vmime::string str)