diff --git a/libpod/kube.go b/libpod/kube.go
index 76433e67f4..d8e08d7273 100644
--- a/libpod/kube.go
+++ b/libpod/kube.go
@@ -765,7 +765,17 @@ func simplePodWithV1Containers(ctx context.Context, ctrs []*Container, getServic
 			if !podmanOnly && define.IsReservedAnnotation(k) {
 				continue
 			}
-			kubeAnnotations[fmt.Sprintf("%s/%s", k, removeUnderscores(ctr.Name()))] = v
+			// Certain annotations should be applied to the whole pod.
+			// For others, add container name as a suffix.
+			// For annotations such as this, error if already set.
+			if k == define.UserNsAnnotation {
+				if oldV, ok := kubeAnnotations[k]; ok && oldV != v {
+					return nil, fmt.Errorf("two or more containers have differing user namespace configuration, cannot place in same Kubernetes pod: %w", define.ErrInvalidArg)
+				}
+				kubeAnnotations[k] = v
+			} else {
+				kubeAnnotations[fmt.Sprintf("%s/%s", k, removeUnderscores(ctr.Name()))] = v
+			}
 		}
 
 		// Convert auto-update labels into kube annotations
diff --git a/test/e2e/generate_kube_test.go b/test/e2e/generate_kube_test.go
index 4af76aa480..b654a938d5 100644
--- a/test/e2e/generate_kube_test.go
+++ b/test/e2e/generate_kube_test.go
@@ -1025,6 +1025,27 @@ var _ = Describe("Podman kube generate", func() {
 		Expect(kube).Should(ExitCleanly())
 	})
 
+	It("multiple containers with same user namespace configuration", func() {
+		name1 := "c1"
+		name2 := "c2"
+		_ = podmanTest.PodmanExitCleanly("run", "--userns", "auto:size=30", "-dt", "--name", name1, ALPINE, "top")
+		_ = podmanTest.PodmanExitCleanly("run", "--userns", "auto:size=30", "-dt", "--name", name2, ALPINE, "top")
+
+		gen := podmanTest.PodmanExitCleanly("kube", "generate", name1, name2)
+		Expect(gen.OutputToString()).To(ContainSubstring("io.podman.annotations.userns: auto:size=10"))
+	})
+
+	It("multiple containers with differing user namespace configuration", func() {
+		name1 := "c1"
+		name2 := "c2"
+		_ = podmanTest.PodmanExitCleanly("run", "--userns", "auto:size=30", "-dt", "--name", name1, ALPINE, "top")
+		_ = podmanTest.PodmanExitCleanly("run", "--userns", "auto:size=40", "-dt", "--name", name2, ALPINE, "top")
+
+		gen := podmanTest.Podman([]string{"kube", "generate", name1, name2})
+		gen.WaitWithDefaultTimeout()
+		Expect(gen).Should(ExitWithError(125, "two or more containers have differing user namespace configuration, cannot place in same Kubernetes pod: invalid argument"))
+	})
+
 	It("with containers in pods should fail", func() {
 		pod1 := podmanTest.Podman([]string{"run", "-dt", "--pod", "new:pod1", "--name", "top1", CITEST_IMAGE, "top"})
 		pod1.WaitWithDefaultTimeout()