diff --git a/tests/data_files/Makefile b/tests/data_files/Makefile
index 8cc757a21..7476bf784 100644
--- a/tests/data_files/Makefile
+++ b/tests/data_files/Makefile
@@ -45,6 +45,16 @@ test-ca-sha256.crt: $(test_ca_key_file_rsa) $(test_ca_config_file) test-ca.csr
 	$(OPENSSL) req -x509 -config $(test_ca_config_file) -key $(test_ca_key_file_rsa) -passin "pass:$(test_ca_pwd_rsa)" -set_serial 0 -days 3653 -sha256 -in test-ca.csr -out $@
 all_final += test-ca-sha256.crt
 
+test_ca_crt_file_ec = test-ca2.crt
+test_ca_key_file_ec = test-ca2.key
+
+test-int-ca.csr: test-int-ca.key $(test_ca_config_file)
+	$(OPENSSL) req -new -config $(test_ca_config_file) -key test-int-ca.key -subj "/C=NL/O=PolarSSL/CN=PolarSSL Test Intermediate CA" -out $@
+all_intermediate += test-int-ca.csr
+test-int-ca-exp.crt: $(test_ca_key_file_ec) $(test_ca_config_file) test-int-ca.csr
+	$(FAKETIME) -f -3653d $(OPENSSL) x509 -req -extfile $(test_ca_config_file) -extensions v3_ca -CA $(test_ca_crt_file_ec) -CAkey $(test_ca_key_file_ec) -set_serial 14 -days 3653 -sha256 -in test-int-ca.csr -out $@
+all_final += test-int-ca-exp.crt
+
 cli_crt_key_file_rsa = cli-rsa.key
 cli_crt_extensions_file = cli.opensslconf
 
@@ -79,6 +89,14 @@ all_final += server7-future.crt
 server7-badsign.crt: server7.crt $(test_ca_int_rsa1)
 	{ head -n-2 server7.crt; tail -n-2 server7.crt | sed -e '1s/0\(=*\)$$/_\1/' -e '1s/[^_=]\(=*\)$$/0\1/' -e '1s/_/1/'; cat test-int-ca.crt; } > server7-badsign.crt
 all_final += server7-badsign.crt
+server7_int-ca-exp.crt: server7.crt test-int-ca-exp.crt
+	cat server7.crt test-int-ca-exp.crt > $@
+all_final += server7_int-ca-exp.crt
+
+server5-ss-expired.crt: server5.key
+	$(FAKETIME) -f -3653d $(OPENSSL) req -x509 -new -subj "/C=UK/O=mbed TLS/OU=testsuite/CN=localhost" -days 3653 -sha256 -key $< -out $@
+all_final += server5-ss-expired.crt
+
 
 ################################################################
 #### Meta targets
diff --git a/tests/data_files/server5-ss-expired.crt b/tests/data_files/server5-ss-expired.crt
new file mode 100644
index 000000000..287ce9820
--- /dev/null
+++ b/tests/data_files/server5-ss-expired.crt
@@ -0,0 +1,12 @@
+-----BEGIN CERTIFICATE-----
+MIIB1jCCAX2gAwIBAgIJANhkYQXjo814MAoGCCqGSM49BAMCMEgxCzAJBgNVBAYT
+AlVLMREwDwYDVQQKDAhtYmVkIFRMUzESMBAGA1UECwwJdGVzdHN1aXRlMRIwEAYD
+VQQDDAlsb2NhbGhvc3QwHhcNMDcwNjI3MDkyNzE1WhcNMTcwNjI3MDkyNzE1WjBI
+MQswCQYDVQQGEwJVSzERMA8GA1UECgwIbWJlZCBUTFMxEjAQBgNVBAsMCXRlc3Rz
+dWl0ZTESMBAGA1UEAwwJbG9jYWxob3N0MFkwEwYHKoZIzj0CAQYIKoZIzj0DAQcD
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+Fr2KiMJrdw1VzYoqDvoByLTt/6NQME4wHQYDVR0OBBYEFFBhpY/UB9nXggEM5WV/
+jGNGpxO+MB8GA1UdIwQYMBaAFFBhpY/UB9nXggEM5WV/jGNGpxO+MAwGA1UdEwQF
+MAMBAf8wCgYIKoZIzj0EAwIDRwAwRAIgIAQ47gmTsbA8pphQ1jBeLQDp7W99qr6P
+oTl7/vYSJJcCICxNSJGLrNu8TfWLhgJiRsozMR9jGhp+tse1rlGUUJL6
+-----END CERTIFICATE-----
diff --git a/tests/data_files/server7_int-ca-exp.crt b/tests/data_files/server7_int-ca-exp.crt
new file mode 100644
index 000000000..fc0051772
--- /dev/null
+++ b/tests/data_files/server7_int-ca-exp.crt
@@ -0,0 +1,47 @@
+-----BEGIN CERTIFICATE-----
+MIIDwjCCAaqgAwIBAgIBEDANBgkqhkiG9w0BAQsFADBIMQswCQYDVQQGEwJOTDER
+MA8GA1UEChMIUG9sYXJTU0wxJjAkBgNVBAMTHVBvbGFyU1NMIFRlc3QgSW50ZXJt
+ZWRpYXRlIENBMB4XDTEzMDkyNDE2MTIyNFoXDTIzMDkyMjE2MTIyNFowNDELMAkG
+A1UEBhMCTkwxETAPBgNVBAoTCFBvbGFyU1NMMRIwEAYDVQQDEwlsb2NhbGhvc3Qw
+WTATBgcqhkjOPQIBBggqhkjOPQMBBwNCAAQcbffp2qXqoZyychmoCRxzrd4Vu96m
+47NPBehtEC46aTeXgDnBdf++znABrAtfXBRNQz8ARIeYBmskr22rlKjyo4GVMIGS
+MAkGA1UdEwQCMAAwHQYDVR0OBBYEFNIK06V3H85VsFxGoo5zbL+hYCa7MGYGA1Ud
+IwRfMF2AFDh32Gt3nCh3gotO2BupHveUFrcOoUKkQDA+MQswCQYDVQQGEwJOTDER
+MA8GA1UEChMIUG9sYXJTU0wxHDAaBgNVBAMTE1BvbGFyc3NsIFRlc3QgRUMgQ0GC
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++gjlEO0mgt/87XpjYOig1o0jv44QYDQZQzpj1zeIn6WMe6xk9YDwCLMjRIpg++c7
+QyxvcEJTn80wX1SaEBM2gau97G7bORLMwBVkMT4oSY+iKYgpPpawOnMJbqUP73Dm
+yfJExDdrW/BbWZ/vKIcSqSZIbkHdkNjUDVHczyVwQxZxzvLFw/B1k9s7jYFsi5eK
+TNAdXFa4et1H2sd+uhu24GxsjmJioDrftixcgzPVBjDCjH8QWkBEX292WJ58on0e
+deWLpZUnzPdE1B4rsiPw1Vg28mGgr2O1xgBQr/fx6A+8ItNTzAXbZfEcult9ypwM
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+VJaNa2iTQ5Dgic+CW4TYAgj5/9g9X3WfwnDNxrZ0UxxawGElczHXqbrNleTtPaKp
+a8Si6UK5
+-----END CERTIFICATE-----
+-----BEGIN CERTIFICATE-----
+MIIEATCCA4egAwIBAgIBDjAKBggqhkjOPQQDAjA+MQswCQYDVQQGEwJOTDERMA8G
+A1UEChMIUG9sYXJTU0wxHDAaBgNVBAMTE1BvbGFyc3NsIFRlc3QgRUMgQ0EwHhcN
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+A1UECgwIUG9sYXJTU0wxJjAkBgNVBAMMHVBvbGFyU1NMIFRlc3QgSW50ZXJtZWRp
+YXRlIENBMIICIjANBgkqhkiG9w0BAQEFAAOCAg8AMIICCgKCAgEAo1Oc8nr6fMTq
+vowV+CpC55i5BZGFGc50Eb4RLBSRTH1e7JepdFjAVbBtyQRJSiY1ja0tgLQDDKZR
+wfEI+b4azse460InPHv7C1TN0upXlxuj6m9B1IlP+sBaM7WBC6dVfPO+jVMIxgkF
+CaBCLhhdK1Fjf8HjkT/PkctWnho8NTwivc9+nqRZjXe/eIcqm5HwjDDhu+gz+o0g
+Vz9MfZNi1JyCrOyNZcy+cr2QeNnNVGnFq8xTxtu6dLunhpmLFj2mm0Vjwa7Ypj5q
+AjpqTMtDvqbRuToyoyzajhMNcCAf7gwzIupJJFVdjdtgYAcQwzikwF5HoITJzzJ2
+qgxF7CmvGZNb7G99mLdLdhtclH3wAQKHYwEGJo7XKyNEuHPQgB+e0cg1SD1HqlAM
+uCfGGTWQ6me7Bjan3t0NzoTdDq6IpKTesbaY+/9e2xn8DCrhBKLXQMZFDZqUoLYA
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+d6KXbrZteesvA1nYzEOs+3AjrbT79Md2W8Bz9bqBVNlNOESSqm4kiCJFmslm/6br
+Np0MSQd+o22PQ4xRtmP6UsTfU0ueiMpYc8TYYhMbfnfFyo4m707ebcflPbBEN2dg
+updQ66cvfCJB0QJt9upafY0lpdV1qUkCAwEAAaOBoDCBnTAdBgNVHQ4EFgQUOHfY
+a3ecKHeCi07YG6ke95QWtw4wbgYDVR0jBGcwZYAUnW0gJEkBPyvLeLUZvH4kydv7
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+AxMTUG9sYXJzc2wgVGVzdCBFQyBDQYIJAMFD4n5iQ8zoMAwGA1UdEwQFMAMBAf8w
+CgYIKoZIzj0EAwIDaAAwZQIxAPu/FDEPvIC/BnzPQDAr1bQakGiwBsE9zGKRgXgX
+Y3Q+XJKhMEKZ8h1m+S5c6taO0gIwNB14zmJ1gJ9X3+tPDfriWrVaNMG54Kr57/Ep
+773Ap7Gxpk168id1EFhvW22YabKs
+-----END CERTIFICATE-----
diff --git a/tests/data_files/test-ca2-expired.crt b/tests/data_files/test-ca2-expired.crt
new file mode 100644
index 000000000..22e4797f3
--- /dev/null
+++ b/tests/data_files/test-ca2-expired.crt
@@ -0,0 +1,13 @@
+-----BEGIN CERTIFICATE-----
+MIIB/TCCAYCgAwIBAgIBATAMBggqhkjOPQQDAgUAMD4xCzAJBgNVBAYTAk5MMREw
+DwYDVQQKEwhQb2xhclNTTDEcMBoGA1UEAxMTUG9sYXJzc2wgVGVzdCBFQyBDQTAe
+Fw0wMzA5MjQxNTQ5NDhaFw0xMzA5MjQxNTQ5NDhaMD4xCzAJBgNVBAYTAk5MMREw
+DwYDVQQKEwhQb2xhclNTTDEcMBoGA1UEAxMTUG9sYXJzc2wgVGVzdCBFQyBDQTB2
+MBAGByqGSM49AgEGBSuBBAAiA2IABMPaKzRBN1gvh1b+/Im6KUNLTuBuww5XUzM5
+WNRStJGVOQsj318XJGJI/BqVKc4sLYfCiFKAr9ZqqyHduNMcbli4yuiyaY7zQa0p
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+l7tz0Sw/RW6AHFtaIauGkhHqeKIaKIi6WSgHu6x97uyg
+-----END CERTIFICATE-----
diff --git a/tests/data_files/test-int-ca-exp.crt b/tests/data_files/test-int-ca-exp.crt
new file mode 100644
index 000000000..c549654b0
--- /dev/null
+++ b/tests/data_files/test-int-ca-exp.crt
@@ -0,0 +1,24 @@
+-----BEGIN CERTIFICATE-----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+updQ66cvfCJB0QJt9upafY0lpdV1qUkCAwEAAaOBoDCBnTAdBgNVHQ4EFgQUOHfY
+a3ecKHeCi07YG6ke95QWtw4wbgYDVR0jBGcwZYAUnW0gJEkBPyvLeLUZvH4kydv7
+NnyhQqRAMD4xCzAJBgNVBAYTAk5MMREwDwYDVQQKEwhQb2xhclNTTDEcMBoGA1UE
+AxMTUG9sYXJzc2wgVGVzdCBFQyBDQYIJAMFD4n5iQ8zoMAwGA1UdEwQFMAMBAf8w
+CgYIKoZIzj0EAwIDaAAwZQIxAPu/FDEPvIC/BnzPQDAr1bQakGiwBsE9zGKRgXgX
+Y3Q+XJKhMEKZ8h1m+S5c6taO0gIwNB14zmJ1gJ9X3+tPDfriWrVaNMG54Kr57/Ep
+773Ap7Gxpk168id1EFhvW22YabKs
+-----END CERTIFICATE-----
diff --git a/tests/suites/test_suite_x509parse.data b/tests/suites/test_suite_x509parse.data
index 94eac42cd..24e7d7ad3 100644
--- a/tests/suites/test_suite_x509parse.data
+++ b/tests/suites/test_suite_x509parse.data
@@ -759,10 +759,22 @@ X509 Certificate verification callback: trusted EE cert
 depends_on:MBEDTLS_PEM_PARSE_C:MBEDTLS_ECDSA_C:MBEDTLS_SHA256_C:MBEDTLS_ECP_DP_SECP256R1_ENABLED
 x509_verify_callback:"data_files/server5-selfsigned.crt":"data_files/server5-selfsigned.crt":0:"depth 0 - serial 53\:A2\:CB\:4B\:12\:4E\:AD\:83\:7D\:A8\:94\:B2 - subject CN=selfsigned, OU=testing, O=PolarSSL, C=NL - flags 0x0000\n"
 
+X509 Certificate verification callback: trusted EE cert, expired
+depends_on:MBEDTLS_PEM_PARSE_C:MBEDTLS_ECDSA_C:MBEDTLS_SHA256_C:MBEDTLS_ECP_DP_SECP256R1_ENABLED
+x509_verify_callback:"data_files/server5-ss-expired.crt":"data_files/server5-ss-expired.crt":MBEDTLS_ERR_X509_CERT_VERIFY_FAILED:"depth 0 - serial D8\:64\:61\:05\:E3\:A3\:CD\:78 - subject C=UK, O=mbed TLS, OU=testsuite, CN=localhost - flags 0x0001\n"
+
 X509 Certificate verification callback: simple
 depends_on:MBEDTLS_PEM_PARSE_C:MBEDTLS_SHA1_C:MBEDTLS_RSA_C:MBEDTLS_PKCS1_V15
 x509_verify_callback:"data_files/server1.crt":"data_files/test-ca.crt":0:"depth 1 - serial 00 - subject C=NL, O=PolarSSL, CN=PolarSSL Test CA - flags 0x0000\ndepth 0 - serial 01 - subject C=NL, O=PolarSSL, CN=PolarSSL Server 1 - flags 0x0000\n"
 
+X509 Certificate verification callback: simple, EE expired
+depends_on:MBEDTLS_PEM_PARSE_C:MBEDTLS_SHA256_C:MBEDTLS_ECDSA_C:MBEDTLS_ECP_DP_SECP256R1_ENABLED:MBEDTLS_ECP_DP_SECP384R1_ENABLED:MBEDTLS_SHA1_C
+x509_verify_callback:"data_files/server5-expired.crt":"data_files/test-ca2.crt":MBEDTLS_ERR_X509_CERT_VERIFY_FAILED:"depth 1 - serial C1\:43\:E2\:7E\:62\:43\:CC\:E8 - subject C=NL, O=PolarSSL, CN=Polarssl Test EC CA - flags 0x0000\ndepth 0 - serial 1E - subject C=NL, O=PolarSSL, CN=localhost - flags 0x0001\n"
+
+X509 Certificate verification callback: simple, root expired
+depends_on:MBEDTLS_PEM_PARSE_C:MBEDTLS_SHA256_C:MBEDTLS_ECDSA_C:MBEDTLS_ECP_DP_SECP256R1_ENABLED:MBEDTLS_ECP_DP_SECP384R1_ENABLED:MBEDTLS_SHA1_C
+x509_verify_callback:"data_files/server5.crt":"data_files/test-ca2-expired.crt":MBEDTLS_ERR_X509_CERT_VERIFY_FAILED:"depth 1 - serial 01 - subject C=NL, O=PolarSSL, CN=Polarssl Test EC CA - flags 0x0001\ndepth 0 - serial 09 - subject C=NL, O=PolarSSL, CN=localhost - flags 0x0000\n"
+
 X509 Certificate verification callback: two trusted roots
 depends_on:MBEDTLS_PEM_PARSE_C:MBEDTLS_SHA1_C:MBEDTLS_RSA_C:MBEDTLS_PKCS1_V15:MBEDTLS_ECDSA_C:MBEDTLS_ECP_DP_SECP384R1_ENABLED:MBEDTLS_SHA256_C
 x509_verify_callback:"data_files/server1.crt":"data_files/test-ca_cat12.crt":0:"depth 1 - serial 00 - subject C=NL, O=PolarSSL, CN=PolarSSL Test CA - flags 0x0000\ndepth 0 - serial 01 - subject C=NL, O=PolarSSL, CN=PolarSSL Server 1 - flags 0x0000\n"
@@ -787,6 +799,18 @@ X509 Certificate verification callback: intermediate ca trusted
 depends_on:MBEDTLS_PEM_PARSE_C:MBEDTLS_ECDSA_C:MBEDTLS_RSA_C:MBEDTLS_ECP_DP_SECP256R1_ENABLED:MBEDTLS_ECP_DP_SECP384R1_ENABLED:MBEDTLS_RSA_C:MBEDTLS_PKCS1_V15:MBEDTLS_SHA256_C
 x509_verify_callback:"data_files/server7_int-ca_ca2.crt":"data_files/test-int-ca.crt":0:"depth 1 - serial 0E - subject C=NL, O=PolarSSL, CN=PolarSSL Test Intermediate CA - flags 0x0000\ndepth 0 - serial 10 - subject C=NL, O=PolarSSL, CN=localhost - flags 0x0000\n"
 
+X509 Certificate verification callback: intermediate ca, EE expired
+depends_on:MBEDTLS_PEM_PARSE_C:MBEDTLS_ECDSA_C:MBEDTLS_RSA_C:MBEDTLS_ECP_DP_SECP256R1_ENABLED:MBEDTLS_ECP_DP_SECP384R1_ENABLED:MBEDTLS_RSA_C:MBEDTLS_PKCS1_V15:MBEDTLS_SHA256_C:MBEDTLS_SHA1_C
+x509_verify_callback:"data_files/server7-expired.crt":"data_files/test-ca2.crt":MBEDTLS_ERR_X509_CERT_VERIFY_FAILED:"depth 2 - serial C1\:43\:E2\:7E\:62\:43\:CC\:E8 - subject C=NL, O=PolarSSL, CN=Polarssl Test EC CA - flags 0x0000\ndepth 1 - serial 0E - subject C=NL, O=PolarSSL, CN=PolarSSL Test Intermediate CA - flags 0x0000\ndepth 0 - serial 10 - subject C=NL, O=PolarSSL, CN=localhost - flags 0x0001\n"
+
+X509 Certificate verification callback: intermediate ca, int expired
+depends_on:MBEDTLS_PEM_PARSE_C:MBEDTLS_ECDSA_C:MBEDTLS_RSA_C:MBEDTLS_ECP_DP_SECP256R1_ENABLED:MBEDTLS_ECP_DP_SECP384R1_ENABLED:MBEDTLS_RSA_C:MBEDTLS_PKCS1_V15:MBEDTLS_SHA256_C:MBEDTLS_SHA1_C
+x509_verify_callback:"data_files/server7_int-ca-exp.crt":"data_files/test-ca2.crt":MBEDTLS_ERR_X509_CERT_VERIFY_FAILED:"depth 2 - serial C1\:43\:E2\:7E\:62\:43\:CC\:E8 - subject C=NL, O=PolarSSL, CN=Polarssl Test EC CA - flags 0x0000\ndepth 1 - serial 0E - subject C=NL, O=PolarSSL, CN=PolarSSL Test Intermediate CA - flags 0x0001\ndepth 0 - serial 10 - subject C=NL, O=PolarSSL, CN=localhost - flags 0x0000\n"
+
+X509 Certificate verification callback: intermediate ca, root expired
+depends_on:MBEDTLS_PEM_PARSE_C:MBEDTLS_ECDSA_C:MBEDTLS_RSA_C:MBEDTLS_ECP_DP_SECP256R1_ENABLED:MBEDTLS_ECP_DP_SECP384R1_ENABLED:MBEDTLS_RSA_C:MBEDTLS_PKCS1_V15:MBEDTLS_SHA256_C:MBEDTLS_SHA1_C
+x509_verify_callback:"data_files/server7_int-ca.crt":"data_files/test-ca2-expired.crt":MBEDTLS_ERR_X509_CERT_VERIFY_FAILED:"depth 2 - serial 01 - subject C=NL, O=PolarSSL, CN=Polarssl Test EC CA - flags 0x0001\ndepth 1 - serial 0E - subject C=NL, O=PolarSSL, CN=PolarSSL Test Intermediate CA - flags 0x0000\ndepth 0 - serial 10 - subject C=NL, O=PolarSSL, CN=localhost - flags 0x0000\n"
+
 X509 Certificate verification callback: two intermediates
 depends_on:MBEDTLS_PEM_PARSE_C:MBEDTLS_ECDSA_C:MBEDTLS_RSA_C:MBEDTLS_ECP_DP_SECP256R1_ENABLED:MBEDTLS_ECP_DP_SECP384R1_ENABLED:MBEDTLS_RSA_C:MBEDTLS_PKCS1_V15:MBEDTLS_SHA256_C:MBEDTLS_SHA1_C
 x509_verify_callback:"data_files/server10_int3_int-ca2.crt":"data_files/test-ca_cat21.crt":0:"depth 3 - serial 00 - subject C=NL, O=PolarSSL, CN=PolarSSL Test CA - flags 0x0000\ndepth 2 - serial 0F - subject C=NL, O=PolarSSL, CN=PolarSSL Test Intermediate EC CA - flags 0x0000\ndepth 1 - serial 4D - subject C=UK, O=mbed TLS, CN=mbed TLS Test intermediate CA 3 - flags 0x0000\ndepth 0 - serial 4B - subject CN=localhost - flags 0x0000\n"