diff --git a/sdk-platform-java/api-common-java/src/main/java/com/google/api/pathtemplate/PathTemplate.java b/sdk-platform-java/api-common-java/src/main/java/com/google/api/pathtemplate/PathTemplate.java
index d0d6d33f27aa..5adca325d44b 100644
--- a/sdk-platform-java/api-common-java/src/main/java/com/google/api/pathtemplate/PathTemplate.java
+++ b/sdk-platform-java/api-common-java/src/main/java/com/google/api/pathtemplate/PathTemplate.java
@@ -36,9 +36,9 @@
 import com.google.common.collect.ImmutableMap;
 import com.google.common.collect.Lists;
 import com.google.common.collect.Maps;
+import com.google.common.net.PercentEscaper;
 import java.io.UnsupportedEncodingException;
 import java.net.URLDecoder;
-import java.net.URLEncoder;
 import java.util.ArrayList;
 import java.util.List;
 import java.util.ListIterator;
@@ -888,12 +888,14 @@ private String instantiate(Map<String, String> values, boolean allowPartial) {
                   || nextNext.kind() != SegmentKind.END_BINDING;
           restore(iterator, iterator.nextIndex() - 2);
           if (!pathEscape) {
+            validatePathSegment(var, value);
             result.append(encodeUrl(value));
           } else {
             // For a path wildcard or path of length greater 1, split the value and escape
             // every sub-segment.
             boolean first = true;
             for (String subSeg : SLASH_SPLITTER.split(value)) {
+              validatePathSegment(var, subSeg);
               if (!first) {
                 result.append('/');
               }
@@ -1208,13 +1210,18 @@ private static List<Segment> parseComplexResourceId(String seg) {
   // Helpers
   // =======
 
+  private static final PercentEscaper URL_ESCAPER = new PercentEscaper("-_.~", false);
+
+  private static void validatePathSegment(String var, String segment) {
+    if (".".equals(segment) || "..".equals(segment)) {
+      throw new ValidationException(
+          "Value for %s must not contain segments that are exactly . or ..", var);
+    }
+  }
+
   private String encodeUrl(String text) {
     if (urlEncoding) {
-      try {
-        return URLEncoder.encode(text, "UTF-8");
-      } catch (UnsupportedEncodingException e) {
-        throw new ValidationException("UTF-8 encoding is not supported on this platform");
-      }
+      return URL_ESCAPER.escape(text);
     } else {
       // When encoding is disabled, we accept any character except '/'
       final String INVALID_CHAR = "/";
diff --git a/sdk-platform-java/api-common-java/src/test/java/com/google/api/pathtemplate/PathTemplateTest.java b/sdk-platform-java/api-common-java/src/test/java/com/google/api/pathtemplate/PathTemplateTest.java
index db23c9bc8ae5..98c6382387f8 100644
--- a/sdk-platform-java/api-common-java/src/test/java/com/google/api/pathtemplate/PathTemplateTest.java
+++ b/sdk-platform-java/api-common-java/src/test/java/com/google/api/pathtemplate/PathTemplateTest.java
@@ -642,6 +642,120 @@ void instantiateEscapeUnsafeChar() {
         .isEqualTo("buckets/f%2Fo%2Fo/objects/b%2Fa%2Fr");
   }
 
+  @Test
+  void instantiateRejectsDotInSingleWildcard() {
+    PathTemplate template =
+        PathTemplate.create("/compute/v1/projects/{project}/regions/{region}/addresses");
+    ValidationException dotException =
+        Assertions.assertThrows(
+            ValidationException.class,
+            () -> template.instantiate("project", "my-project", "region", "."));
+    Truth.assertThat(dotException.getMessage())
+        .isEqualTo("Value for region must not contain segments that are exactly . or ..");
+  }
+
+  @Test
+  void instantiateRejectsDoubleDotInSingleWildcard() {
+    PathTemplate template =
+        PathTemplate.create("/compute/v1/projects/{project}/regions/{region}/addresses");
+    ValidationException dotDotException =
+        Assertions.assertThrows(
+            ValidationException.class,
+            () -> template.instantiate("project", "my-project", "region", ".."));
+    Truth.assertThat(dotDotException.getMessage())
+        .isEqualTo("Value for region must not contain segments that are exactly . or ..");
+  }
+
+  @Test
+  void instantiateRejectsDotInMultiSegmentWildcard() {
+    PathTemplate template =
+        PathTemplate.create("/v2/{parent=projects/*/locations/*}/content:inspect");
+    ValidationException dotException =
+        Assertions.assertThrows(
+            ValidationException.class,
+            () -> template.instantiate("parent", "projects/my-project/locations/."));
+    Truth.assertThat(dotException.getMessage())
+        .isEqualTo("Value for parent must not contain segments that are exactly . or ..");
+  }
+
+  @Test
+  void instantiateRejectsDoubleDotInMultiSegmentWildcard() {
+    PathTemplate template =
+        PathTemplate.create("/v2/{parent=projects/*/locations/*}/content:inspect");
+    ValidationException dotDotException =
+        Assertions.assertThrows(
+            ValidationException.class,
+            () -> template.instantiate("parent", "projects/my-project/locations/.."));
+    Truth.assertThat(dotDotException.getMessage())
+        .isEqualTo("Value for parent must not contain segments that are exactly . or ..");
+  }
+
+  @Test
+  void instantiateRejectsDotInPathWildcard() {
+    PathTemplate template =
+        PathTemplate.create("/v3/{name=projects/*/monitoredResourceDescriptors/**}");
+    for (String invalidName :
+        new String[] {
+          "projects/my-project/monitoredResourceDescriptors/instance/my-instance/.",
+          "projects/my-project/monitoredResourceDescriptors/.",
+          "projects/my-project/monitoredResourceDescriptors/instance/./my-instance",
+          "projects/my-project/monitoredResourceDescriptors/ . "
+        }) {
+      ValidationException exception =
+          Assertions.assertThrows(
+              ValidationException.class, () -> template.instantiate("name", invalidName));
+      Truth.assertThat(exception.getMessage())
+          .isEqualTo("Value for name must not contain segments that are exactly . or ..");
+    }
+  }
+
+  @Test
+  void instantiateRejectsDoubleDotInPathWildcard() {
+    PathTemplate template =
+        PathTemplate.create("/v3/{name=projects/*/monitoredResourceDescriptors/**}");
+    for (String invalidName :
+        new String[] {
+          "projects/my-project/monitoredResourceDescriptors/instance/my-instance/..",
+          "projects/my-project/monitoredResourceDescriptors/..",
+          "projects/my-project/monitoredResourceDescriptors/instance/./my-instance/..",
+          "projects/my-project/monitoredResourceDescriptors/instance/../..",
+          "projects/my-project/monitoredResourceDescriptors/ .. "
+        }) {
+      ValidationException exception =
+          Assertions.assertThrows(
+              ValidationException.class, () -> template.instantiate("name", invalidName));
+      Truth.assertThat(exception.getMessage())
+          .isEqualTo("Value for name must not contain segments that are exactly . or ..");
+    }
+  }
+
+  @Test
+  void instantiateAllowsSafeDotsAndPercentEncodesReservedChars() {
+    PathTemplate template = PathTemplate.create("/v1/{x=projects/*/databases/*/documents/**}");
+    Truth.assertThat(
+            template.instantiate("x", "projects/sys-prod-123/databases/default/documents/my.txt"))
+        .isEqualTo("v1/projects/sys-prod-123/databases/default/documents/my.txt");
+    Truth.assertThat(
+            template.instantiate(
+                "x", "projects/sys-prod-123/databases/default/documents/my..file.txt"))
+        .isEqualTo("v1/projects/sys-prod-123/databases/default/documents/my..file.txt");
+    Truth.assertThat(
+            template.instantiate(
+                "x", "projects/sys-prod-123/databases/default/documents/doc?key=val"))
+        .isEqualTo("v1/projects/sys-prod-123/databases/default/documents/doc%3Fkey%3Dval");
+    Truth.assertThat(
+            template.instantiate("x", "projects/sys-prod-123/databases/default/documents/doc#frag"))
+        .isEqualTo("v1/projects/sys-prod-123/databases/default/documents/doc%23frag");
+    Truth.assertThat(
+            template.instantiate(
+                "x", "projects/sys-prod-123/databases/default/documents/doc with space"))
+        .isEqualTo("v1/projects/sys-prod-123/databases/default/documents/doc%20with%20space");
+    Truth.assertThat(
+            template.instantiate(
+                "x", "projects/sys-prod-123/databases/default/documents/%2e%2e/escape-db"))
+        .isEqualTo("v1/projects/sys-prod-123/databases/default/documents/%252e%252e/escape-db");
+  }
+
   @Test
   void instantiateNotEscapeForUnboundedWildcard() {
     PathTemplate template = PathTemplate.create("buckets/*/objects/**");