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diff --git a/lib/openssl/demos/cms/cms_sign.c b/lib/openssl/demos/cms/cms_sign.c
new file mode 100644
index 0000000..6823c34
--- /dev/null
+++ b/lib/openssl/demos/cms/cms_sign.c
@@ -0,0 +1,89 @@
+/* Simple S/MIME signing example */
+#include <openssl/pem.h>
+#include <openssl/cms.h>
+#include <openssl/err.h>
+
+int main(int argc, char **argv)
+	{
+	BIO *in = NULL, *out = NULL, *tbio = NULL;
+	X509 *scert = NULL;
+	EVP_PKEY *skey = NULL;
+	CMS_ContentInfo *cms = NULL;
+	int ret = 1;
+
+	/* For simple S/MIME signing use CMS_DETACHED.
+	 * On OpenSSL 1.0.0 only:
+	 * for streaming detached set CMS_DETACHED|CMS_STREAM
+	 * for streaming non-detached set CMS_STREAM
+	 */
+	int flags = CMS_DETACHED|CMS_STREAM;
+
+	OpenSSL_add_all_algorithms();
+	ERR_load_crypto_strings();
+
+	/* Read in signer certificate and private key */
+	tbio = BIO_new_file("signer.pem", "r");
+
+	if (!tbio)
+		goto err;
+
+	scert = PEM_read_bio_X509(tbio, NULL, 0, NULL);
+
+	BIO_reset(tbio);
+
+	skey = PEM_read_bio_PrivateKey(tbio, NULL, 0, NULL);
+
+	if (!scert || !skey)
+		goto err;
+
+	/* Open content being signed */
+
+	in = BIO_new_file("sign.txt", "r");
+
+	if (!in)
+		goto err;
+
+	/* Sign content */
+	cms = CMS_sign(scert, skey, NULL, in, flags);
+
+	if (!cms)
+		goto err;
+
+	out = BIO_new_file("smout.txt", "w");
+	if (!out)
+		goto err;
+
+	if (!(flags & CMS_STREAM))
+		BIO_reset(in);
+
+	/* Write out S/MIME message */
+	if (!SMIME_write_CMS(out, cms, in, flags))
+		goto err;
+
+	ret = 0;
+
+	err:
+
+	if (ret)
+		{
+		fprintf(stderr, "Error Signing Data\n");
+		ERR_print_errors_fp(stderr);
+		}
+
+	if (cms)
+		CMS_ContentInfo_free(cms);
+	if (scert)
+		X509_free(scert);
+	if (skey)
+		EVP_PKEY_free(skey);
+
+	if (in)
+		BIO_free(in);
+	if (out)
+		BIO_free(out);
+	if (tbio)
+		BIO_free(tbio);
+
+	return ret;
+
+	}