diff --git a/docs/release-control/v6/internal/subsystems/ai-runtime.md b/docs/release-control/v6/internal/subsystems/ai-runtime.md
index ab3092e40..f7a12aaaa 100644
--- a/docs/release-control/v6/internal/subsystems/ai-runtime.md
+++ b/docs/release-control/v6/internal/subsystems/ai-runtime.md
@@ -6839,3 +6839,20 @@ browser-title suffix, but it must not rename Pulse Assistant, alter Assistant
 page context, change tool/provider identity, or enter prompt, transcript, or
 Patrol evidence payloads. The AI runtime continues to consume canonical route
 and resource context independently of the shell's displayed brand.
+
+The Assistant fetch tool's SSRF guard in `internal/ai/service.go` classifies a
+destination by reachability, not by the literal bytes of the address. The
+`net.IP` predicates it is built from (`IsLoopback`, `IsUnspecified`,
+`IsLinkLocalUnicast`, `IsPrivate`, `IsGlobalUnicast`) each inspect only the
+address handed to them, so an IPv6 transition address carries an internal IPv4
+destination past all of them: `64:ff9b::a9fe:a9fe` reaches 169.254.169.254
+while reporting itself as ordinary global unicast. `isBlockedFetchIP` must
+therefore unwrap NAT64, 6to4, Teredo, ISATAP, IPv4-compatible and
+IPv4-translated encodings through the shared
+`securityutil.EmbeddedIPv4Candidates` helper that the audit-webhook validator
+and the restricted outbound transport already use, and must not fork a
+second AI-local list of transition prefixes. Every embedded destination is held
+to the same policy as the outer address, so `PULSE_AI_ALLOW_LOOPBACK` and
+`PULSE_AI_ALLOW_PRIVATE_IPS` relax the embedded check exactly as they relax the
+outer one, and a transition address wrapping a permitted public target stays
+permitted.
diff --git a/internal/ai/service.go b/internal/ai/service.go
index 4becf2fb7..9165388b6 100644
--- a/internal/ai/service.go
+++ b/internal/ai/service.go
@@ -37,6 +37,7 @@ import (
 	"github.com/rcourtman/pulse-go-rewrite/internal/unifiedresources"
 	"github.com/rcourtman/pulse-go-rewrite/pkg/aicontracts"
 	pkglicensing "github.com/rcourtman/pulse-go-rewrite/pkg/licensing"
+	"github.com/rcourtman/pulse-go-rewrite/pkg/securityutil"
 	"github.com/rs/zerolog/log"
 )
 
@@ -3834,6 +3835,15 @@ func isBlockedFetchIP(ip net.IP) bool {
 	if !ip.IsGlobalUnicast() {
 		return true
 	}
+	// SECURITY: every check above reads the literal address bytes, so an IPv6
+	// transition address (NAT64, 6to4, Teredo, ISATAP) tunnels to an internal
+	// IPv4 destination none of them can see. Hold the embedded destination to
+	// the same policy, including the loopback and private-IP escape hatches.
+	for _, embedded := range securityutil.EmbeddedIPv4Candidates(ip) {
+		if isBlockedFetchIP(embedded) {
+			return true
+		}
+	}
 	return false
 }
 
diff --git a/internal/ai/service_tools_test.go b/internal/ai/service_tools_test.go
index 4cfb50ec7..03a1594f5 100644
--- a/internal/ai/service_tools_test.go
+++ b/internal/ai/service_tools_test.go
@@ -138,6 +138,59 @@ func TestIsBlockedFetchIP(t *testing.T) {
 	}
 }
 
+// TestIsBlockedFetchIP_IPv6TransitionAddresses covers the SSRF bypass where a
+// NAT64, 6to4, Teredo, ISATAP or IPv4-compatible address carries an internal
+// IPv4 destination past every net.IP predicate.
+func TestIsBlockedFetchIP_IPv6TransitionAddresses(t *testing.T) {
+	tests := []struct {
+		ip      string
+		blocked bool
+	}{
+		{"64:ff9b::a9fe:a9fe", true},       // NAT64 -> 169.254.169.254
+		{"64:ff9b::7f00:1", true},          // NAT64 -> 127.0.0.1
+		{"64:ff9b::a00:1", true},           // NAT64 -> 10.0.0.1
+		{"64:ff9b:1::c0a8:1", true},        // NAT64 local-use -> 192.168.0.1
+		{"64:ff9b:1:a9fe:a9:fe00::", true}, // NAT64 local-use /48 -> 169.254.169.254
+		{"2002:ac10:1::", true},            // 6to4 -> 172.16.0.1
+		{"2002:a9fe:a9fe::", true},         // 6to4 -> 169.254.169.254
+		{"2001:0:a9fe:a9fe::", true},       // Teredo server -> 169.254.169.254
+		{"2001:db8::5efe:c0a8:101", true},  // ISATAP -> 192.168.1.1
+		{"::192.168.1.1", true},            // IPv4-compatible -> 192.168.1.1
+		{"::ffff:0:10.0.0.1", true},        // IPv4-translated -> 10.0.0.1
+		{"64:ff9b::808:808", false},        // NAT64 -> 8.8.8.8
+		{"2002:808:808::", false},          // 6to4 -> 8.8.8.8
+		{"2606:4700:4700::1111", false},    // ordinary global unicast
+	}
+
+	for _, tt := range tests {
+		ip := net.ParseIP(tt.ip)
+		if ip == nil {
+			t.Fatalf("failed to parse %q", tt.ip)
+		}
+		if got := isBlockedFetchIP(ip); got != tt.blocked {
+			t.Errorf("isBlockedFetchIP(%s) = %v, want %v", tt.ip, got, tt.blocked)
+		}
+	}
+}
+
+func TestIsBlockedFetchIP_IPv6TransitionHonoursEscapeHatches(t *testing.T) {
+	nat64Private := net.ParseIP("64:ff9b::c0a8:1")  // -> 192.168.0.1
+	nat64Loopback := net.ParseIP("64:ff9b::7f00:1") // -> 127.0.0.1
+
+	t.Setenv("PULSE_AI_ALLOW_PRIVATE_IPS", "true")
+	if isBlockedFetchIP(nat64Private) {
+		t.Error("NAT64-wrapped private IP should be allowed when PULSE_AI_ALLOW_PRIVATE_IPS=true")
+	}
+	if !isBlockedFetchIP(nat64Loopback) {
+		t.Error("NAT64-wrapped loopback should stay blocked when only private IPs are allowed")
+	}
+
+	t.Setenv("PULSE_AI_ALLOW_LOOPBACK", "true")
+	if isBlockedFetchIP(nat64Loopback) {
+		t.Error("NAT64-wrapped loopback should be allowed when PULSE_AI_ALLOW_LOOPBACK=true")
+	}
+}
+
 func TestFetchURL_SizeLimit(t *testing.T) {
 	os.Setenv("PULSE_AI_ALLOW_LOOPBACK", "true")
 	defer os.Unsetenv("PULSE_AI_ALLOW_LOOPBACK")