diff --git a/packages/dmn-editor/tests/e2e/__fixtures__/edges.ts b/packages/dmn-editor/tests/e2e/__fixtures__/edges.ts
index 7bde0b20643..89df06d9129 100644
--- a/packages/dmn-editor/tests/e2e/__fixtures__/edges.ts
+++ b/packages/dmn-editor/tests/e2e/__fixtures__/edges.ts
@@ -59,6 +59,13 @@ export class Edges {
       .dragTo(this.diagram.get(), {
         targetPosition: args.targetPosition,
       });
+    }
+    
+  public async deleteNthWaypoint(args: { from: string; to: string; nth: number }) {
+    await this.select({ from: args.from, to: args.to });
+    await (await this.get({ from: args.from, to: args.to }))
+      .locator(`[data-waypointindex="${args.nth}"]`)
+      .dblclick();
   }
 
   public async delete(args: { from: string; to: string; isBackspace?: boolean }) {
diff --git a/packages/dmn-editor/tests/e2e/__screenshots__/Google-Chrome/drdArtifacts/delete-association-waypoint-edge-with-corner.png b/packages/dmn-editor/tests/e2e/__screenshots__/Google-Chrome/drdArtifacts/delete-association-waypoint-edge-with-corner.png
new file mode 100644
index 00000000000..3f3f0c93369
Binary files /dev/null and b/packages/dmn-editor/tests/e2e/__screenshots__/Google-Chrome/drdArtifacts/delete-association-waypoint-edge-with-corner.png differ
diff --git a/packages/dmn-editor/tests/e2e/__screenshots__/Google-Chrome/drdArtifacts/delete-association-waypoint-straight-edge.png b/packages/dmn-editor/tests/e2e/__screenshots__/Google-Chrome/drdArtifacts/delete-association-waypoint-straight-edge.png
new file mode 100644
index 00000000000..a5aca3768f9
Binary files /dev/null and b/packages/dmn-editor/tests/e2e/__screenshots__/Google-Chrome/drdArtifacts/delete-association-waypoint-straight-edge.png differ
diff --git a/packages/dmn-editor/tests/e2e/__screenshots__/chromium/drdArtifacts/delete-association-waypoint-edge-with-corner.png b/packages/dmn-editor/tests/e2e/__screenshots__/chromium/drdArtifacts/delete-association-waypoint-edge-with-corner.png
new file mode 100644
index 00000000000..b7c22c48abf
Binary files /dev/null and b/packages/dmn-editor/tests/e2e/__screenshots__/chromium/drdArtifacts/delete-association-waypoint-edge-with-corner.png differ
diff --git a/packages/dmn-editor/tests/e2e/__screenshots__/chromium/drdArtifacts/delete-association-waypoint-straight-edge.png b/packages/dmn-editor/tests/e2e/__screenshots__/chromium/drdArtifacts/delete-association-waypoint-straight-edge.png
new file mode 100644
index 00000000000..d28fbfe1d97
Binary files /dev/null and b/packages/dmn-editor/tests/e2e/__screenshots__/chromium/drdArtifacts/delete-association-waypoint-straight-edge.png differ
diff --git a/packages/dmn-editor/tests/e2e/drdArtifacts/deleteAssociationWaypoint.spec.ts b/packages/dmn-editor/tests/e2e/drdArtifacts/deleteAssociationWaypoint.spec.ts
new file mode 100644
index 00000000000..e870bcf6758
--- /dev/null
+++ b/packages/dmn-editor/tests/e2e/drdArtifacts/deleteAssociationWaypoint.spec.ts
@@ -0,0 +1,92 @@
+/*
+ * Licensed to the Apache Software Foundation (ASF) under one
+ * or more contributor license agreements.  See the NOTICE file
+ * distributed with this work for additional information
+ * regarding copyright ownership.  The ASF licenses this file
+ * to you under the Apache License, Version 2.0 (the
+ * "License"); you may not use this file except in compliance
+ * with the License.  You may obtain a copy of the License at
+ *
+ *  http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing,
+ * software distributed under the License is distributed on an
+ * "AS IS" BASIS, WITHOUT WARRANTIES OR CONDITIONS OF ANY
+ * KIND, either express or implied.  See the License for the
+ * specific language governing permissions and limitations
+ * under the License.
+ */
+
+import { expect } from "@playwright/test";
+import { test } from "../__fixtures__/base";
+import { DefaultNodeName, NodeType } from "../__fixtures__/nodes";
+import { TestAnnotations } from "@kie-tools/playwright-base/annotations";
+
+test.beforeEach(async ({ editor }) => {
+  await editor.open();
+});
+
+test.describe.only("Delete edge waypoint - Association", () => {
+  test.beforeEach(async ({ palette, nodes, browserName }) => {
+    test.skip(browserName === "webkit", "https://github.com/apache/incubator-kie-issues/issues/991");
+    test.info().annotations.push({
+      type: TestAnnotations.REGRESSION,
+      description: "https://github.com/apache/incubator-kie-issues/issues/991",
+    });
+
+    await palette.dragNewNode({ type: NodeType.INPUT_DATA, targetPosition: { x: 100, y: 100 } });
+    await nodes.dragNewConnectedNode({
+      from: DefaultNodeName.INPUT_DATA,
+      type: NodeType.TEXT_ANNOTATION,
+      targetPosition: { x: 100, y: 300 },
+    });
+  });
+
+  test("should delete the single Association edge waypoint to make it straight", async ({ diagram, edges }) => {
+    await edges.addWaypoint({ from: DefaultNodeName.INPUT_DATA, to: DefaultNodeName.TEXT_ANNOTATION });
+    await edges.moveNthWaypoint({
+      from: DefaultNodeName.INPUT_DATA,
+      to: DefaultNodeName.TEXT_ANNOTATION,
+      nth: 1,
+      targetPosition: { x: 500, y: 300 },
+    });
+    await expect(diagram.get()).toHaveScreenshot("add-association-waypoint-and-move-it.png");
+
+    await edges.deleteNthWaypoint({
+      from: DefaultNodeName.INPUT_DATA,
+      to: DefaultNodeName.TEXT_ANNOTATION,
+      nth: 1,
+    });
+    await expect(diagram.get()).toHaveScreenshot("delete-association-waypoint-straight-edge.png");
+  });
+
+  test("should delete one of Association edge waypoints to reduce edge corners", async ({ diagram, nodes, edges }) => {
+    await edges.addWaypoint({ from: DefaultNodeName.INPUT_DATA, to: DefaultNodeName.TEXT_ANNOTATION });
+    await nodes.move({ name: DefaultNodeName.TEXT_ANNOTATION, targetPosition: { x: 200, y: 500 } });
+
+    await edges.addWaypoint({ from: DefaultNodeName.INPUT_DATA, to: DefaultNodeName.TEXT_ANNOTATION });
+
+    await edges.moveNthWaypoint({
+      from: DefaultNodeName.INPUT_DATA,
+      to: DefaultNodeName.TEXT_ANNOTATION,
+      nth: 1,
+      targetPosition: { x: 500, y: 100 },
+    });
+    await edges.moveNthWaypoint({
+      from: DefaultNodeName.INPUT_DATA,
+      to: DefaultNodeName.TEXT_ANNOTATION,
+      nth: 2,
+      targetPosition: { x: 500, y: 500 },
+    });
+
+    await expect(diagram.get()).toHaveScreenshot("add-multiple-association-waypoint-and-move-them.png");
+
+    await edges.deleteNthWaypoint({
+      from: DefaultNodeName.INPUT_DATA,
+      to: DefaultNodeName.TEXT_ANNOTATION,
+      nth: 1,
+    });
+
+    await expect(diagram.get()).toHaveScreenshot("delete-association-waypoint-edge-with-corner.png");
+  });
+});
diff --git a/packages/dmn-editor/tests/e2e/drgRequirements/deleteAuthorityRequirementWaypoint.spec.ts b/packages/dmn-editor/tests/e2e/drgRequirements/deleteAuthorityRequirementWaypoint.spec.ts
new file mode 100644
index 00000000000..6bfdfdf78f4
--- /dev/null
+++ b/packages/dmn-editor/tests/e2e/drgRequirements/deleteAuthorityRequirementWaypoint.spec.ts
@@ -0,0 +1,65 @@
+/*
+ * Licensed to the Apache Software Foundation (ASF) under one
+ * or more contributor license agreements.  See the NOTICE file
+ * distributed with this work for additional information
+ * regarding copyright ownership.  The ASF licenses this file
+ * to you under the Apache License, Version 2.0 (the
+ * "License"); you may not use this file except in compliance
+ * with the License.  You may obtain a copy of the License at
+ *
+ *  http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing,
+ * software distributed under the License is distributed on an
+ * "AS IS" BASIS, WITHOUT WARRANTIES OR CONDITIONS OF ANY
+ * KIND, either express or implied.  See the License for the
+ * specific language governing permissions and limitations
+ * under the License.
+ */
+
+import { expect } from "@playwright/test";
+import { test } from "../__fixtures__/base";
+import { DefaultNodeName, NodeType } from "../__fixtures__/nodes";
+import { TestAnnotations } from "@kie-tools/playwright-base/annotations";
+
+test.beforeEach(async ({ editor }) => {
+  await editor.open();
+});
+
+test.describe("Delete edge waypoint - Authority Requirement", () => {
+  test.beforeEach(async ({ palette, nodes, browserName }) => {
+    test.skip(browserName === "webkit", "https://github.com/apache/incubator-kie-issues/issues/991");
+    test.info().annotations.push({
+      type: TestAnnotations.REGRESSION,
+      description: "https://github.com/apache/incubator-kie-issues/issues/991",
+    });
+
+    await palette.dragNewNode({ type: NodeType.INPUT_DATA, targetPosition: { x: 100, y: 100 } });
+    await nodes.dragNewConnectedNode({
+      from: DefaultNodeName.INPUT_DATA,
+      type: NodeType.KNOWLEDGE_SOURCE,
+      targetPosition: { x: 100, y: 300 },
+    });
+  });
+
+  test("should delete first waypoint of the Authoriry Requirement and second waypoint should stay", async ({
+    diagram,
+    nodes,
+    edges,
+  }) => {
+    await edges.addWaypoint({ from: DefaultNodeName.INPUT_DATA, to: DefaultNodeName.KNOWLEDGE_SOURCE });
+    const boundingBox = await nodes.get({ name: DefaultNodeName.KNOWLEDGE_SOURCE }).boundingBox();
+    await nodes
+      .get({ name: DefaultNodeName.KNOWLEDGE_SOURCE })
+      .dragTo(diagram.get(), { targetPosition: { x: 100 + (boundingBox?.width ?? 0) / 2, y: 500 } });
+
+    await edges.addWaypoint({ from: DefaultNodeName.INPUT_DATA, to: DefaultNodeName.KNOWLEDGE_SOURCE });
+    await nodes
+      .get({ name: DefaultNodeName.KNOWLEDGE_SOURCE })
+      .dragTo(diagram.get(), { targetPosition: { x: 500, y: 500 } });
+    await nodes.get({ name: DefaultNodeName.INPUT_DATA }).dragTo(diagram.get(), { targetPosition: { x: 500, y: 100 } });
+
+    await edges.deleteNthWaypoint({ from: DefaultNodeName.INPUT_DATA, to: DefaultNodeName.KNOWLEDGE_SOURCE, nth: 1 });
+    await expect(diagram.get()).toHaveScreenshot();
+  });
+});
diff --git a/packages/dmn-editor/tests/e2e/drgRequirements/deleteInformationRequirementWaypoint.spec.ts b/packages/dmn-editor/tests/e2e/drgRequirements/deleteInformationRequirementWaypoint.spec.ts
new file mode 100644
index 00000000000..74872fdd76f
--- /dev/null
+++ b/packages/dmn-editor/tests/e2e/drgRequirements/deleteInformationRequirementWaypoint.spec.ts
@@ -0,0 +1,64 @@
+/*
+ * Licensed to the Apache Software Foundation (ASF) under one
+ * or more contributor license agreements.  See the NOTICE file
+ * distributed with this work for additional information
+ * regarding copyright ownership.  The ASF licenses this file
+ * to you under the Apache License, Version 2.0 (the
+ * "License"); you may not use this file except in compliance
+ * with the License.  You may obtain a copy of the License at
+ *
+ *  http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing,
+ * software distributed under the License is distributed on an
+ * "AS IS" BASIS, WITHOUT WARRANTIES OR CONDITIONS OF ANY
+ * KIND, either express or implied.  See the License for the
+ * specific language governing permissions and limitations
+ * under the License.
+ */
+
+import { expect } from "@playwright/test";
+import { test } from "../__fixtures__/base";
+import { DefaultNodeName, NodeType } from "../__fixtures__/nodes";
+import { TestAnnotations } from "@kie-tools/playwright-base/annotations";
+
+test.beforeEach(async ({ editor }) => {
+  await editor.open();
+});
+
+test.describe("Delete edge waypoint - Information Requirement", () => {
+  test.beforeEach(async ({ palette, nodes, browserName }) => {
+    test.skip(browserName === "webkit", "https://github.com/apache/incubator-kie-issues/issues/991");
+    test.info().annotations.push({
+      type: TestAnnotations.REGRESSION,
+      description: "https://github.com/apache/incubator-kie-issues/issues/991",
+    });
+
+    await palette.dragNewNode({ type: NodeType.INPUT_DATA, targetPosition: { x: 100, y: 100 } });
+    await nodes.dragNewConnectedNode({
+      from: DefaultNodeName.INPUT_DATA,
+      type: NodeType.DECISION,
+      targetPosition: { x: 100, y: 300 },
+    });
+  });
+
+  test("should delete first waypoint of the Information Requirement edge and second waypoint should stay", async ({
+    diagram,
+    nodes,
+    edges,
+  }) => {
+    await edges.addWaypoint({ from: DefaultNodeName.INPUT_DATA, to: DefaultNodeName.DECISION });
+    const boundingBox = await nodes.get({ name: DefaultNodeName.DECISION }).boundingBox();
+    await nodes
+      .get({ name: DefaultNodeName.DECISION })
+      .dragTo(diagram.get(), { targetPosition: { x: 100 + (boundingBox?.width ?? 0) / 2, y: 500 } });
+
+    await edges.addWaypoint({ from: DefaultNodeName.INPUT_DATA, to: DefaultNodeName.DECISION });
+    await nodes.get({ name: DefaultNodeName.DECISION }).dragTo(diagram.get(), { targetPosition: { x: 500, y: 500 } });
+    await nodes.get({ name: DefaultNodeName.INPUT_DATA }).dragTo(diagram.get(), { targetPosition: { x: 500, y: 100 } });
+
+    await edges.deleteNthWaypoint({ from: DefaultNodeName.INPUT_DATA, to: DefaultNodeName.DECISION, nth: 1 });
+
+    await expect(diagram.get()).toHaveScreenshot();
+  });
+});
diff --git a/packages/dmn-editor/tests/e2e/drgRequirements/deleteKnowledgeRequirementWaypoint.spec.ts b/packages/dmn-editor/tests/e2e/drgRequirements/deleteKnowledgeRequirementWaypoint.spec.ts
new file mode 100644
index 00000000000..bf049c2a23f
--- /dev/null
+++ b/packages/dmn-editor/tests/e2e/drgRequirements/deleteKnowledgeRequirementWaypoint.spec.ts
@@ -0,0 +1,64 @@
+/*
+ * Licensed to the Apache Software Foundation (ASF) under one
+ * or more contributor license agreements.  See the NOTICE file
+ * distributed with this work for additional information
+ * regarding copyright ownership.  The ASF licenses this file
+ * to you under the Apache License, Version 2.0 (the
+ * "License"); you may not use this file except in compliance
+ * with the License.  You may obtain a copy of the License at
+ *
+ *  http://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing,
+ * software distributed under the License is distributed on an
+ * "AS IS" BASIS, WITHOUT WARRANTIES OR CONDITIONS OF ANY
+ * KIND, either express or implied.  See the License for the
+ * specific language governing permissions and limitations
+ * under the License.
+ */
+
+import { expect } from "@playwright/test";
+import { test } from "../__fixtures__/base";
+import { DefaultNodeName, NodeType } from "../__fixtures__/nodes";
+import { TestAnnotations } from "@kie-tools/playwright-base/annotations";
+
+test.beforeEach(async ({ editor }) => {
+  await editor.open();
+});
+
+test.describe("Delete edge waypoint - Knowledge Requirement", () => {
+  test.beforeEach(async ({ palette, nodes, browserName }) => {
+    test.skip(browserName === "webkit", "https://github.com/apache/incubator-kie-issues/issues/991");
+    test.info().annotations.push({
+      type: TestAnnotations.REGRESSION,
+      description: "https://github.com/apache/incubator-kie-issues/issues/991",
+    });
+
+    await palette.dragNewNode({ type: NodeType.BKM, targetPosition: { x: 100, y: 100 } });
+    await nodes.dragNewConnectedNode({
+      from: DefaultNodeName.BKM,
+      type: NodeType.DECISION,
+      targetPosition: { x: 100, y: 300 },
+    });
+  });
+
+  test("should delete first waypoint of the Knowledge Requirement edge and second waypoint should stay", async ({
+    diagram,
+    nodes,
+    edges,
+  }) => {
+    await edges.addWaypoint({ from: DefaultNodeName.BKM, to: DefaultNodeName.DECISION });
+    const boundingBox = await nodes.get({ name: DefaultNodeName.DECISION }).boundingBox();
+    await nodes
+      .get({ name: DefaultNodeName.DECISION })
+      .dragTo(diagram.get(), { targetPosition: { x: 100 + (boundingBox?.width ?? 0) / 2, y: 500 } });
+
+    await edges.addWaypoint({ from: DefaultNodeName.BKM, to: DefaultNodeName.DECISION });
+    await nodes.get({ name: DefaultNodeName.DECISION }).dragTo(diagram.get(), { targetPosition: { x: 500, y: 500 } });
+    await nodes.get({ name: DefaultNodeName.BKM }).dragTo(diagram.get(), { targetPosition: { x: 500, y: 100 } });
+
+    await edges.deleteNthWaypoint({ from: DefaultNodeName.BKM, to: DefaultNodeName.DECISION, nth: 1 });
+
+    await expect(diagram.get()).toHaveScreenshot();
+  });
+});