diff --git a/security/wolfssl/Makefile b/security/wolfssl/Makefile
index b1bb04d718d7..2a1817c6e4ce 100644
--- a/security/wolfssl/Makefile
+++ b/security/wolfssl/Makefile
@@ -1,54 +1,54 @@
 PORTNAME=	wolfssl
-PORTVERSION=	5.2.0
+PORTVERSION=	5.3.0
 CATEGORIES=	security devel
 MASTER_SITES=	https://www.wolfssl.com/ \
 		LOCAL/fox
 
 MAINTAINER=	fox@FreeBSD.org
 COMMENT=	Embedded SSL C-Library
 
 LICENSE=	GPLv2+
 LICENSE_FILE=	${WRKSRC}/COPYING
 
 USES=		cpe libtool zip
 USE_LDCONFIG=	yes
 
 GNU_CONFIGURE=	yes
 CONFIGURE_ARGS=	--disable-dependency-tracking \
 		--enable-certgen \
 		--enable-des3 \
 		--enable-dh \
 		--enable-dsa \
 		--enable-dtls \
 		--enable-ecc \
 		--enable-ipv6 \
 		--enable-keygen \
 		--enable-opensslall \
 		--enable-opensslextra \
 		--enable-ripemd \
 		--enable-sessioncerts \
 		--enable-sha512 \
 		--enable-shared \
 		--enable-sni \
 		--enable-ssh \
 		--enable-static \
 		--enable-tls13 \
 		--enable-tls13-draft18
 TEST_TARGET=	check
 CFLAGS+=	-DWOLFSSL_ALT_NAMES
 
 OPTIONS_DEFINE=	DEBUG DOCS
 
 DEBUG_CONFIGURE_ON=	--enable-debug
 
 post-configure:
 	@${REINPLACE_CMD} \
 		-e 's|$${prefix}/cyassl/include|$${prefix}/include/cyassl|' \
 		-e 's|$${prefix}/cyassl/lib|$${prefix}/lib/cyassl|' \
 		-e '/^pkgconfigdir/s|(libdir)|&data|' \
 		${WRKSRC}/Makefile
 
 post-install-DEBUG-off:
 	@${STRIP_CMD} ${STAGEDIR}${PREFIX}/lib/libwolfssl.so
 
 .include <bsd.port.mk>
diff --git a/security/wolfssl/distinfo b/security/wolfssl/distinfo
index 34ea038e9009..73df68f56362 100644
--- a/security/wolfssl/distinfo
+++ b/security/wolfssl/distinfo
@@ -1,3 +1,3 @@
-TIMESTAMP = 1645857440
-SHA256 (wolfssl-5.2.0.zip) = 1042c798f53294d46f0df43ee673191da94fc71d2f94e05e7e4daad5e108edd5
-SIZE (wolfssl-5.2.0.zip) = 15470250
+TIMESTAMP = 1651916876
+SHA256 (wolfssl-5.3.0.zip) = 60d9d47b255f05da0c90538b30cd6b43bcbc8a29f057ed41d4dd14aee4dde8bd
+SIZE (wolfssl-5.3.0.zip) = 22125813
diff --git a/security/wolfssl/pkg-plist b/security/wolfssl/pkg-plist
index 7de4d0428dce..459b2ee20643 100644
--- a/security/wolfssl/pkg-plist
+++ b/security/wolfssl/pkg-plist
@@ -1,244 +1,245 @@
 bin/wolfssl-config
 include/cyassl/callbacks.h
 include/cyassl/certs_test.h
 include/cyassl/crl.h
 include/cyassl/ctaocrypt/aes.h
 include/cyassl/ctaocrypt/arc4.h
 include/cyassl/ctaocrypt/asn.h
 include/cyassl/ctaocrypt/asn_public.h
 include/cyassl/ctaocrypt/blake2-impl.h
 include/cyassl/ctaocrypt/blake2-int.h
 include/cyassl/ctaocrypt/blake2.h
 include/cyassl/ctaocrypt/camellia.h
 include/cyassl/ctaocrypt/chacha.h
 include/cyassl/ctaocrypt/coding.h
 include/cyassl/ctaocrypt/compress.h
 include/cyassl/ctaocrypt/des3.h
 include/cyassl/ctaocrypt/dh.h
 include/cyassl/ctaocrypt/dsa.h
 include/cyassl/ctaocrypt/ecc.h
 include/cyassl/ctaocrypt/error-crypt.h
 include/cyassl/ctaocrypt/fips_test.h
 include/cyassl/ctaocrypt/hmac.h
 include/cyassl/ctaocrypt/integer.h
 include/cyassl/ctaocrypt/logging.h
 include/cyassl/ctaocrypt/md2.h
 include/cyassl/ctaocrypt/md4.h
 include/cyassl/ctaocrypt/md5.h
 include/cyassl/ctaocrypt/memory.h
 include/cyassl/ctaocrypt/misc.h
 include/cyassl/ctaocrypt/mpi_class.h
 include/cyassl/ctaocrypt/mpi_superclass.h
 include/cyassl/ctaocrypt/pkcs7.h
 include/cyassl/ctaocrypt/poly1305.h
 include/cyassl/ctaocrypt/pwdbased.h
 include/cyassl/ctaocrypt/random.h
 include/cyassl/ctaocrypt/ripemd.h
 include/cyassl/ctaocrypt/rsa.h
 include/cyassl/ctaocrypt/settings.h
 include/cyassl/ctaocrypt/settings_comp.h
 include/cyassl/ctaocrypt/sha.h
 include/cyassl/ctaocrypt/sha256.h
 include/cyassl/ctaocrypt/sha512.h
 include/cyassl/ctaocrypt/tfm.h
 include/cyassl/ctaocrypt/types.h
 include/cyassl/ctaocrypt/visibility.h
 include/cyassl/ctaocrypt/wc_port.h
 include/cyassl/error-ssl.h
 include/cyassl/ocsp.h
 include/cyassl/openssl/asn1.h
 include/cyassl/openssl/bio.h
 include/cyassl/openssl/bn.h
 include/cyassl/openssl/conf.h
 include/cyassl/openssl/crypto.h
 include/cyassl/openssl/des.h
 include/cyassl/openssl/dh.h
 include/cyassl/openssl/dsa.h
 include/cyassl/openssl/ec.h
 include/cyassl/openssl/ec25519.h
 include/cyassl/openssl/ec448.h
 include/cyassl/openssl/ecdh.h
 include/cyassl/openssl/ecdsa.h
 include/cyassl/openssl/ed25519.h
 include/cyassl/openssl/ed448.h
 include/cyassl/openssl/engine.h
 include/cyassl/openssl/err.h
 include/cyassl/openssl/evp.h
 include/cyassl/openssl/hmac.h
 include/cyassl/openssl/lhash.h
 include/cyassl/openssl/md4.h
 include/cyassl/openssl/md5.h
 include/cyassl/openssl/ocsp.h
 include/cyassl/openssl/opensslconf.h
 include/cyassl/openssl/opensslv.h
 include/cyassl/openssl/ossl_typ.h
 include/cyassl/openssl/pem.h
 include/cyassl/openssl/pkcs12.h
 include/cyassl/openssl/rand.h
 include/cyassl/openssl/ripemd.h
 include/cyassl/openssl/rsa.h
 include/cyassl/openssl/sha.h
 include/cyassl/openssl/ssl.h
 include/cyassl/openssl/ssl23.h
 include/cyassl/openssl/stack.h
 include/cyassl/openssl/ui.h
 include/cyassl/openssl/x509.h
 include/cyassl/openssl/x509v3.h
 include/cyassl/options.h
 include/cyassl/sniffer.h
 include/cyassl/sniffer_error.h
 include/cyassl/ssl.h
 include/cyassl/test.h
 include/cyassl/version.h
 include/wolfssl/callbacks.h
 include/wolfssl/certs_test.h
 include/wolfssl/crl.h
 include/wolfssl/error-ssl.h
 include/wolfssl/ocsp.h
 include/wolfssl/openssl/aes.h
 include/wolfssl/openssl/asn1.h
 include/wolfssl/openssl/asn1t.h
 include/wolfssl/openssl/bio.h
 include/wolfssl/openssl/bn.h
 include/wolfssl/openssl/buffer.h
 include/wolfssl/openssl/camellia.h
 include/wolfssl/openssl/cmac.h
 include/wolfssl/openssl/cms.h
 include/wolfssl/openssl/compat_types.h
 include/wolfssl/openssl/conf.h
 include/wolfssl/openssl/crypto.h
 include/wolfssl/openssl/des.h
 include/wolfssl/openssl/dh.h
 include/wolfssl/openssl/dsa.h
 include/wolfssl/openssl/ec.h
 include/wolfssl/openssl/ec25519.h
 include/wolfssl/openssl/ec448.h
 include/wolfssl/openssl/ecdh.h
 include/wolfssl/openssl/ecdsa.h
 include/wolfssl/openssl/ed25519.h
 include/wolfssl/openssl/ed448.h
 include/wolfssl/openssl/engine.h
 include/wolfssl/openssl/err.h
 include/wolfssl/openssl/evp.h
 include/wolfssl/openssl/fips_rand.h
 include/wolfssl/openssl/hmac.h
+include/wolfssl/openssl/kdf.h
 include/wolfssl/openssl/lhash.h
 include/wolfssl/openssl/md4.h
 include/wolfssl/openssl/md5.h
 include/wolfssl/openssl/modes.h
 include/wolfssl/openssl/obj_mac.h
 include/wolfssl/openssl/objects.h
 include/wolfssl/openssl/ocsp.h
 include/wolfssl/openssl/opensslconf.h
 include/wolfssl/openssl/opensslv.h
 include/wolfssl/openssl/ossl_typ.h
 include/wolfssl/openssl/pem.h
 include/wolfssl/openssl/pkcs12.h
 include/wolfssl/openssl/pkcs7.h
 include/wolfssl/openssl/rand.h
 include/wolfssl/openssl/rc4.h
 include/wolfssl/openssl/ripemd.h
 include/wolfssl/openssl/rsa.h
 include/wolfssl/openssl/sha.h
 include/wolfssl/openssl/sha3.h
 include/wolfssl/openssl/srp.h
 include/wolfssl/openssl/ssl.h
 include/wolfssl/openssl/ssl23.h
 include/wolfssl/openssl/stack.h
 include/wolfssl/openssl/tls1.h
 include/wolfssl/openssl/txt_db.h
 include/wolfssl/openssl/ui.h
 include/wolfssl/openssl/x509.h
 include/wolfssl/openssl/x509_vfy.h
 include/wolfssl/openssl/x509v3.h
 include/wolfssl/options.h
 include/wolfssl/sniffer.h
 include/wolfssl/sniffer_error.h
 include/wolfssl/ssl.h
 include/wolfssl/test.h
 include/wolfssl/version.h
 include/wolfssl/wolfcrypt/aes.h
 include/wolfssl/wolfcrypt/arc4.h
 include/wolfssl/wolfcrypt/asn.h
 include/wolfssl/wolfcrypt/asn_public.h
 include/wolfssl/wolfcrypt/blake2-impl.h
 include/wolfssl/wolfcrypt/blake2-int.h
 include/wolfssl/wolfcrypt/blake2.h
 include/wolfssl/wolfcrypt/camellia.h
 include/wolfssl/wolfcrypt/chacha.h
 include/wolfssl/wolfcrypt/chacha20_poly1305.h
 include/wolfssl/wolfcrypt/cmac.h
 include/wolfssl/wolfcrypt/coding.h
 include/wolfssl/wolfcrypt/compress.h
 include/wolfssl/wolfcrypt/cpuid.h
 include/wolfssl/wolfcrypt/cryptocb.h
 include/wolfssl/wolfcrypt/curve25519.h
 include/wolfssl/wolfcrypt/curve448.h
 include/wolfssl/wolfcrypt/des3.h
 include/wolfssl/wolfcrypt/dh.h
 include/wolfssl/wolfcrypt/dsa.h
 include/wolfssl/wolfcrypt/ecc.h
 include/wolfssl/wolfcrypt/eccsi.h
 include/wolfssl/wolfcrypt/ed25519.h
 include/wolfssl/wolfcrypt/ed448.h
 include/wolfssl/wolfcrypt/error-crypt.h
 include/wolfssl/wolfcrypt/falcon.h
 include/wolfssl/wolfcrypt/fe_448.h
 include/wolfssl/wolfcrypt/fe_operations.h
 include/wolfssl/wolfcrypt/fips_test.h
 include/wolfssl/wolfcrypt/ge_448.h
 include/wolfssl/wolfcrypt/ge_operations.h
 include/wolfssl/wolfcrypt/hash.h
 include/wolfssl/wolfcrypt/hmac.h
 include/wolfssl/wolfcrypt/integer.h
 include/wolfssl/wolfcrypt/kdf.h
 include/wolfssl/wolfcrypt/logging.h
 include/wolfssl/wolfcrypt/md2.h
 include/wolfssl/wolfcrypt/md4.h
 include/wolfssl/wolfcrypt/md5.h
 include/wolfssl/wolfcrypt/mem_track.h
 include/wolfssl/wolfcrypt/memory.h
 include/wolfssl/wolfcrypt/misc.h
 include/wolfssl/wolfcrypt/mpi_class.h
 include/wolfssl/wolfcrypt/mpi_superclass.h
 include/wolfssl/wolfcrypt/pkcs12.h
 include/wolfssl/wolfcrypt/pkcs7.h
 include/wolfssl/wolfcrypt/poly1305.h
 include/wolfssl/wolfcrypt/pwdbased.h
 include/wolfssl/wolfcrypt/random.h
 include/wolfssl/wolfcrypt/rc2.h
 include/wolfssl/wolfcrypt/ripemd.h
 include/wolfssl/wolfcrypt/rsa.h
 include/wolfssl/wolfcrypt/sakke.h
 include/wolfssl/wolfcrypt/settings.h
 include/wolfssl/wolfcrypt/sha.h
 include/wolfssl/wolfcrypt/sha256.h
 include/wolfssl/wolfcrypt/sha3.h
 include/wolfssl/wolfcrypt/sha512.h
 include/wolfssl/wolfcrypt/signature.h
 include/wolfssl/wolfcrypt/siphash.h
 include/wolfssl/wolfcrypt/srp.h
 include/wolfssl/wolfcrypt/tfm.h
 include/wolfssl/wolfcrypt/types.h
 include/wolfssl/wolfcrypt/visibility.h
 include/wolfssl/wolfcrypt/wc_encrypt.h
 include/wolfssl/wolfcrypt/wc_port.h
 include/wolfssl/wolfcrypt/wolfevent.h
 include/wolfssl/wolfcrypt/wolfmath.h
 include/wolfssl/wolfio.h
 lib/libwolfssl.a
 lib/libwolfssl.so
-lib/libwolfssl.so.32
-lib/libwolfssl.so.32.0.0
+lib/libwolfssl.so.33
+lib/libwolfssl.so.33.0.0
 libdata/pkgconfig/wolfssl.pc
 %%PORTDOCS%%%%DOCSDIR%%/README.txt
 %%PORTDOCS%%%%DOCSDIR%%/example/client.c
 %%PORTDOCS%%%%DOCSDIR%%/example/echoclient.c
 %%PORTDOCS%%%%DOCSDIR%%/example/echoserver.c
 %%PORTDOCS%%%%DOCSDIR%%/example/sctp-client-dtls.c
 %%PORTDOCS%%%%DOCSDIR%%/example/sctp-client.c
 %%PORTDOCS%%%%DOCSDIR%%/example/sctp-server-dtls.c
 %%PORTDOCS%%%%DOCSDIR%%/example/sctp-server.c
 %%PORTDOCS%%%%DOCSDIR%%/example/server.c
 %%PORTDOCS%%%%DOCSDIR%%/example/tls_bench.c
 %%PORTDOCS%%%%DOCSDIR%%/taoCert.txt