diff --git a/Lib/test/test_ssl.py b/Lib/test/test_ssl.py
index 1317efb33c2..abf024fb89d 100644
--- a/Lib/test/test_ssl.py
+++ b/Lib/test/test_ssl.py
@@ -1289,6 +1289,8 @@ def test_load_verify_cadata(self):
             "not enough data: cadata does not contain a certificate"
         ):
             ctx.load_verify_locations(cadata=b"broken")
+        with self.assertRaises(ssl.SSLError):
+            ctx.load_verify_locations(cadata=cacert_der + b"A")
 
     @unittest.skipIf(Py_DEBUG_WIN32, "Avoid mixing debug/release CRT on Windows")
     def test_load_dh_params(self):
diff --git a/Misc/NEWS.d/next/Library/2022-12-20-10-55-14.gh-issue-100372.utfP65.rst b/Misc/NEWS.d/next/Library/2022-12-20-10-55-14.gh-issue-100372.utfP65.rst
new file mode 100644
index 00000000000..ec37aff5092
--- /dev/null
+++ b/Misc/NEWS.d/next/Library/2022-12-20-10-55-14.gh-issue-100372.utfP65.rst
@@ -0,0 +1,2 @@
+:meth:`ssl.SSLContext.load_verify_locations` no longer incorrectly accepts
+some cases of trailing data when parsing DER.
diff --git a/Modules/_ssl.c b/Modules/_ssl.c
index 36b66cdb531..3fbb37332f6 100644
--- a/Modules/_ssl.c
+++ b/Modules/_ssl.c
@@ -3930,7 +3930,7 @@ _add_ca_certs(PySSLContext *self, const void *data, Py_ssize_t len,
 {
     BIO *biobuf = NULL;
     X509_STORE *store;
-    int retval = -1, err, loaded = 0;
+    int retval = -1, err, loaded = 0, was_bio_eof = 0;
 
     assert(filetype == SSL_FILETYPE_ASN1 || filetype == SSL_FILETYPE_PEM);
 
@@ -3958,6 +3958,10 @@ _add_ca_certs(PySSLContext *self, const void *data, Py_ssize_t len,
         int r;
 
         if (filetype == SSL_FILETYPE_ASN1) {
+            if (BIO_eof(biobuf)) {
+                was_bio_eof = 1;
+                break;
+            }
             cert = d2i_X509_bio(biobuf, NULL);
         } else {
             cert = PEM_read_bio_X509(biobuf, NULL,
@@ -3993,9 +3997,7 @@ _add_ca_certs(PySSLContext *self, const void *data, Py_ssize_t len,
         }
         _setSSLError(get_state_ctx(self), msg, 0, __FILE__, __LINE__);
         retval = -1;
-    } else if ((filetype == SSL_FILETYPE_ASN1) &&
-                    (ERR_GET_LIB(err) == ERR_LIB_ASN1) &&
-                    (ERR_GET_REASON(err) == ASN1_R_HEADER_TOO_LONG)) {
+    } else if ((filetype == SSL_FILETYPE_ASN1) && was_bio_eof) {
         /* EOF ASN1 file, not an error */
         ERR_clear_error();
         retval = 0;