diff --git a/src/error.rs b/src/error.rs
index 987d0a4d..74e2e3fc 100644
--- a/src/error.rs
+++ b/src/error.rs
@@ -93,6 +93,9 @@ pub enum Error {
     /// invalid labels.
     MalformedNameConstraint,
 
+    /// The maximum number of name constraint comparisons has been reached.
+    MaximumNameConstraintComparisonsExceeded,
+
     /// The maximum number of signature checks has been reached. Path complexity is too great.
     MaximumSignatureChecksExceeded,
 
@@ -238,8 +241,9 @@ impl Error {
             Error::BadDerTime => 2,
             Error::BadDer => 1,
 
-            // Special case error - not subject to ranking.
-            Error::MaximumSignatureChecksExceeded => 0,
+            // Special case errors - not subject to ranking.
+            Error::MaximumSignatureChecksExceeded
+            | Error::MaximumNameConstraintComparisonsExceeded => 0,
 
             // Default catch all error - should be renamed in the future.
             Error::UnknownIssuer => 0,
diff --git a/src/subject_name/verify.rs b/src/subject_name/verify.rs
index f303e9fd..ee3d80de 100644
--- a/src/subject_name/verify.rs
+++ b/src/subject_name/verify.rs
@@ -97,15 +97,17 @@ pub(crate) fn verify_cert_subject_name(
 
 // https://tools.ietf.org/html/rfc5280#section-4.2.1.10
 pub(crate) fn check_name_constraints(
-    input: Option<&mut untrusted::Reader>,
+    constraints: Option<&mut untrusted::Reader>,
     subordinate_certs: &Cert,
     subject_common_name_contents: SubjectCommonNameContents,
 ) -> Result<(), Error> {
-    let input = match input {
+    let constraints = match constraints {
         Some(input) => input,
         None => return Ok(()),
     };
 
+    let mut comparisons = 0_usize;
+
     fn parse_subtrees<'b>(
         inner: &mut untrusted::Reader<'b>,
         subtrees_tag: der::Tag,
@@ -116,8 +118,8 @@ pub(crate) fn check_name_constraints(
         der::expect_tag(inner, subtrees_tag).map(Some)
     }
 
-    let permitted_subtrees = parse_subtrees(input, der::Tag::ContextSpecificConstructed0)?;
-    let excluded_subtrees = parse_subtrees(input, der::Tag::ContextSpecificConstructed1)?;
+    let permitted_subtrees = parse_subtrees(constraints, der::Tag::ContextSpecificConstructed0)?;
+    let excluded_subtrees = parse_subtrees(constraints, der::Tag::ContextSpecificConstructed1)?;
 
     let mut child = subordinate_certs;
     loop {
@@ -132,7 +134,12 @@ pub(crate) fn check_name_constraints(
                 Err(err) => return Some(Err(err)),
             };
 
-            check_presented_id_conforms_to_constraints(name, permitted_subtrees, excluded_subtrees)
+            check_presented_id_conforms_to_constraints(
+                name,
+                permitted_subtrees,
+                excluded_subtrees,
+                &mut comparisons,
+            )
         });
 
         if let Some(Err(err)) = result {
@@ -154,6 +161,7 @@ fn check_presented_id_conforms_to_constraints(
     name: GeneralName,
     permitted_subtrees: Option<untrusted::Input>,
     excluded_subtrees: Option<untrusted::Input>,
+    comparisons: &mut usize,
 ) -> Option<Result<(), Error>> {
     let subtrees = [
         (Subtrees::PermittedSubtrees, permitted_subtrees),
@@ -173,6 +181,11 @@ fn check_presented_id_conforms_to_constraints(
         let mut has_permitted_subtrees_match = false;
         let mut has_permitted_subtrees_mismatch = false;
         while !constraints.at_end() {
+            *comparisons += 1;
+            if *comparisons > 250_000 {
+                return Some(Err(Error::MaximumNameConstraintComparisonsExceeded));
+            }
+
             // http://tools.ietf.org/html/rfc5280#section-4.2.1.10: "Within this
             // profile, the minimum and maximum fields are not used with any name
             // forms, thus, the minimum MUST be zero, and maximum MUST be absent."
diff --git a/src/verify_cert.rs b/src/verify_cert.rs
index 8a7403bf..aa534603 100644
--- a/src/verify_cert.rs
+++ b/src/verify_cert.rs
@@ -664,7 +664,8 @@ where
     for v in values {
         match f(v) {
             Ok(()) => return Ok(()),
-            err @ Err(Error::MaximumSignatureChecksExceeded) => return err,
+            err @ Err(Error::MaximumSignatureChecksExceeded)
+            | err @ Err(Error::MaximumNameConstraintComparisonsExceeded) => return err,
             Err(new_error) => error = error.most_specific(new_error),
         }
     }
diff --git a/tests/generate.py b/tests/generate.py
index 0c0746aa..a5a15342 100755
--- a/tests/generate.py
+++ b/tests/generate.py
@@ -558,6 +558,15 @@ def tls_server_certs(force: bool) -> None:
             ],
         )
 
+        generate_tls_server_cert_test(
+            output,
+            "name_constraints_abuse",
+            expected_error="MaximumNameConstraintComparisonsExceeded",
+            valid_names=["a"],
+            sans=[x509.DNSName("a")] * 13000,
+            permitted_subtrees=[x509.DNSName("a")] * 6000,
+        )
+
 
 def signatures(force: bool) -> None:
     rsa_pub_exponent: int = 0x10001
diff --git a/tests/tls_server_certs.rs b/tests/tls_server_certs.rs
index 06c84604..6004b2e1 100644
--- a/tests/tls_server_certs.rs
+++ b/tests/tls_server_certs.rs
@@ -364,3 +364,13 @@ fn invalid_dns_name_matching() {
     let ca = include_bytes!("tls_server_certs/invalid_dns_name_matching.ca.der");
     assert_eq!(check_cert(ee, ca, &["dns.example.com"], &[]), Ok(()));
 }
+
+#[test]
+fn name_constraints_abuse() {
+    let ee = include_bytes!("tls_server_certs/name_constraints_abuse.ee.der");
+    let ca = include_bytes!("tls_server_certs/name_constraints_abuse.ca.der");
+    assert_eq!(
+        check_cert(ee, ca, &["a"], &[]),
+        Err(webpki::Error::MaximumNameConstraintComparisonsExceeded)
+    );
+}
diff --git a/tests/tls_server_certs/name_constraints_abuse.ca.der b/tests/tls_server_certs/name_constraints_abuse.ca.der
new file mode 100644
index 00000000..167324ad
Binary files /dev/null and b/tests/tls_server_certs/name_constraints_abuse.ca.der differ
diff --git a/tests/tls_server_certs/name_constraints_abuse.ee.der b/tests/tls_server_certs/name_constraints_abuse.ee.der
new file mode 100644
index 00000000..d701e26d
Binary files /dev/null and b/tests/tls_server_certs/name_constraints_abuse.ee.der differ