diff --git a/tests/draft-next/dynamicRef.json b/tests/draft-next/dynamicRef.json
index 94124fff..30821c5b 100644
--- a/tests/draft-next/dynamicRef.json
+++ b/tests/draft-next/dynamicRef.json
@@ -642,5 +642,60 @@
                 "valid": false
             }
         ]
+    },
+    {
+        "description": "$dynamicRef skips over intermediate resources - direct reference",
+        "schema": {
+            "$schema": "https://json-schema.org/draft/next/schema",
+            "$id": "https://test.json-schema.org/dynamic-ref-skips-intermediate-resource/main",
+            "type": "object",
+            "properties": {
+                "bar-item": {
+                    "$ref": "item"
+                }
+            },
+            "$defs": {
+                "bar": {
+                    "$id": "bar",
+                    "type": "array",
+                    "items": {
+                        "$ref": "item"
+                    },
+                    "$defs": {
+                        "item": {
+                            "$id": "item",
+                            "type": "object",
+                            "properties": {
+                                "content": {
+                                    "$dynamicRef": "#content"
+                                }
+                            },
+                            "$defs": {
+                                "defaultContent": {
+                                    "$dynamicAnchor": "content",
+                                    "type": "integer"
+                                }
+                            }
+                        },
+                        "content": {
+                            "$dynamicAnchor": "content",
+                            "type": "string"
+                        }
+                    }
+                }
+            }
+        },
+        "tests": [
+            {
+                "description": "integer property passes",
+                "data": { "bar-item": { "content": 42 } },
+                "valid": true
+            },
+            {
+                "description": "string property fails",
+                "data": { "bar-item": { "content": "value" } },
+                "valid": false
+            }
+        ]
     }
 ]
diff --git a/tests/draft-next/optional/dynamicRef.json b/tests/draft-next/optional/dynamicRef.json
new file mode 100644
index 00000000..dcace154
--- /dev/null
+++ b/tests/draft-next/optional/dynamicRef.json
@@ -0,0 +1,56 @@
+[
+  {
+      "description": "$dynamicRef skips over intermediate resources - pointer reference across resource boundary",
+      "schema": {
+          "$schema": "https://json-schema.org/draft/next/schema",
+          "$id": "https://test.json-schema.org/dynamic-ref-skips-intermediate-resource/optional/main",
+          "type": "object",
+          "properties": {
+              "bar-item": {
+                  "$ref": "bar#/$defs/item"
+              }
+          },
+          "$defs": {
+              "bar": {
+                  "$id": "bar",
+                  "type": "array",
+                  "items": {
+                      "$ref": "item"
+                  },
+                  "$defs": {
+                      "item": {
+                          "$id": "item",
+                          "type": "object",
+                          "properties": {
+                              "content": {
+                                  "$dynamicRef": "#content"
+                              }
+                          },
+                          "$defs": {
+                              "defaultContent": {
+                                  "$dynamicAnchor": "content",
+                                  "type": "integer"
+                              }
+                          }
+                      },
+                      "content": {
+                          "$dynamicAnchor": "content",
+                          "type": "string"
+                      }
+                  }
+              }
+          }
+      },
+      "tests": [
+          {
+              "description": "integer property passes",
+              "data": { "bar-item": { "content": 42 } },
+              "valid": true
+          },
+          {
+              "description": "string property fails",
+              "data": { "bar-item": { "content": "value" } },
+              "valid": false
+          }
+      ]
+  }]
\ No newline at end of file
diff --git a/tests/draft2020-12/dynamicRef.json b/tests/draft2020-12/dynamicRef.json
index bff26ad6..ffa211ba 100644
--- a/tests/draft2020-12/dynamicRef.json
+++ b/tests/draft2020-12/dynamicRef.json
@@ -756,5 +756,60 @@
                 "valid": false
             }
         ]
+    },
+    {
+        "description": "$dynamicRef skips over intermediate resources - direct reference",
+        "schema": {
+            "$schema": "https://json-schema.org/draft/2020-12/schema",
+            "$id": "https://test.json-schema.org/dynamic-ref-skips-intermediate-resource/main",
+            "type": "object",
+            "properties": {
+                "bar-item": {
+                    "$ref": "item"
+                }
+            },
+            "$defs": {
+                "bar": {
+                    "$id": "bar",
+                    "type": "array",
+                    "items": {
+                        "$ref": "item"
+                    },
+                    "$defs": {
+                        "item": {
+                            "$id": "item",
+                            "type": "object",
+                            "properties": {
+                                "content": {
+                                    "$dynamicRef": "#content"
+                                }
+                            },
+                            "$defs": {
+                                "defaultContent": {
+                                    "$dynamicAnchor": "content",
+                                    "type": "integer"
+                                }
+                            }
+                        },
+                        "content": {
+                            "$dynamicAnchor": "content",
+                            "type": "string"
+                        }
+                    }
+                }
+            }
+        },
+        "tests": [
+            {
+                "description": "integer property passes",
+                "data": { "bar-item": { "content": 42 } },
+                "valid": true
+            },
+            {
+                "description": "string property fails",
+                "data": { "bar-item": { "content": "value" } },
+                "valid": false
+            }
+        ]
     }
 ]
diff --git a/tests/draft2020-12/optional/dynamicRef.json b/tests/draft2020-12/optional/dynamicRef.json
new file mode 100644
index 00000000..7e63f209
--- /dev/null
+++ b/tests/draft2020-12/optional/dynamicRef.json
@@ -0,0 +1,56 @@
+[
+  {
+      "description": "$dynamicRef skips over intermediate resources - pointer reference across resource boundary",
+      "schema": {
+        "$schema": "https://json-schema.org/draft/2020-12/schema",
+        "$id": "https://test.json-schema.org/dynamic-ref-skips-intermediate-resource/optional/main",
+        "type": "object",
+          "properties": {
+              "bar-item": {
+                  "$ref": "bar#/$defs/item"
+              }
+          },
+          "$defs": {
+              "bar": {
+                  "$id": "bar",
+                  "type": "array",
+                  "items": {
+                      "$ref": "item"
+                  },
+                  "$defs": {
+                      "item": {
+                          "$id": "item",
+                          "type": "object",
+                          "properties": {
+                              "content": {
+                                  "$dynamicRef": "#content"
+                              }
+                          },
+                          "$defs": {
+                              "defaultContent": {
+                                  "$dynamicAnchor": "content",
+                                  "type": "integer"
+                              }
+                          }
+                      },
+                      "content": {
+                          "$dynamicAnchor": "content",
+                          "type": "string"
+                      }
+                  }
+              }
+          }
+      },
+      "tests": [
+          {
+              "description": "integer property passes",
+              "data": { "bar-item": { "content": 42 } },
+              "valid": true
+          },
+          {
+              "description": "string property fails",
+              "data": { "bar-item": { "content": "value" } },
+              "valid": false
+          }
+      ]
+  }]
\ No newline at end of file