diff --git a/pkg/utils/http.go b/pkg/utils/http.go
index 72aab42b..aa33ca2b 100644
--- a/pkg/utils/http.go
+++ b/pkg/utils/http.go
@@ -40,9 +40,11 @@ var blockedHTTPClientCIDRs = mustParseHTTPClientCIDRs([]string{
 	"::1/128",
 	"::ffff:0:0/96",
 	"64:ff9b::/96",
+	"64:ff9b:1::/48",
 	"100::/64",
 	"2001::/23",
 	"2001:db8::/32",
+	"2002::/16",
 	"fc00::/7",
 	"fe80::/10",
 	"ff00::/8",
diff --git a/pkg/utils/http_test.go b/pkg/utils/http_test.go
index b0cd9924..92ae6df4 100644
--- a/pkg/utils/http_test.go
+++ b/pkg/utils/http_test.go
@@ -1,6 +1,7 @@
 package utils
 
 import (
+	"errors"
 	"net"
 	"net/http"
 	"net/url"
@@ -8,6 +9,47 @@ import (
 	"time"
 )
 
+func TestHTTPURLTargetIPAllowed(t *testing.T) {
+	tests := []struct {
+		name    string
+		address string
+		allowed bool
+	}{
+		{name: "public IPv4", address: "1.1.1.1", allowed: true},
+		{name: "public IPv6", address: "2606:4700:4700::1111", allowed: true},
+		{name: "well-known NAT64", address: "64:ff9b::a9fe:a9fe", allowed: false},
+		{name: "local-use NAT64", address: "64:ff9b:1::a9fe:a9fe", allowed: false},
+		{name: "6to4 public IPv4 embedding", address: "2002:0101:0101::1", allowed: false},
+		{name: "6to4 link-local IPv4 embedding", address: "2002:a9fe:a9fe::1", allowed: false},
+	}
+
+	for _, test := range tests {
+		t.Run(test.name, func(t *testing.T) {
+			ip := net.ParseIP(test.address)
+			if ip == nil {
+				t.Fatalf("ParseIP(%q) returned nil", test.address)
+			}
+			if got := HTTPURLTargetIPAllowed(ip); got != test.allowed {
+				t.Fatalf("HTTPURLTargetIPAllowed(%q) = %t, want %t", test.address, got, test.allowed)
+			}
+		})
+	}
+}
+
+func TestResolveAllowedHTTPURLRejectsSpecialIPv6Literals(t *testing.T) {
+	for _, rawURL := range []string{
+		"http://[64:ff9b:1::a9fe:a9fe]/metadata",
+		"http://[2002:a9fe:a9fe::1]/metadata",
+	} {
+		t.Run(rawURL, func(t *testing.T) {
+			_, _, err := ResolveAllowedHTTPURL(rawURL)
+			if !errors.Is(err, ErrHTTPURLTargetNotAllowed) {
+				t.Fatalf("ResolveAllowedHTTPURL(%q) error = %v, want %v", rawURL, err, ErrHTTPURLTargetNotAllowed)
+			}
+		})
+	}
+}
+
 func TestBuildRestrictedHTTPClientPreservesHostnameAsTLSServerName(t *testing.T) {
 	// Construct a hostname URL paired with an arbitrary public IP so we exercise
 	// the SNI preservation path without depending on live DNS in unit tests.