diff --git a/extensions/amp-auto-lightbox/0.1/test/test-amp-auto-lightbox.js b/extensions/amp-auto-lightbox/0.1/test/test-amp-auto-lightbox.js
index ef243e4ea933..7b79fdce85ce 100644
--- a/extensions/amp-auto-lightbox/0.1/test/test-amp-auto-lightbox.js
+++ b/extensions/amp-auto-lightbox/0.1/test/test-amp-auto-lightbox.js
@@ -1,3 +1,5 @@
+import {Assertion} from 'chai';
+
 import {CommonSignals_Enum} from '#core/constants/common-signals';
 import {tryResolve} from '#core/data-structures/promise';
 import {Signals} from '#core/data-structures/signals';
@@ -293,13 +295,10 @@ describes.realWin(
       const areaDeltaPerc = RENDER_AREA_RATIO * 100;
       const {vh, vw} = {vw: 1000, vh: 600};
 
-      const expectMeetsSizingCriteria = (
-        renderWidth,
-        renderHeight,
-        naturalWidth,
-        naturalHeight
-      ) =>
-        expect(
+      Assertion.addProperty('meetSizingCriteria', function () {
+        const {naturalHeight, naturalWidth, renderHeight, renderWidth} =
+          this._obj;
+        this.assert(
           meetsSizingCriteria(
             renderWidth,
             renderHeight,
@@ -307,8 +306,12 @@ describes.realWin(
             naturalHeight,
             vw,
             vh
-          )
+          ),
+          'expected #{this} to meet sizing criteria for #{exp}',
+          'expected #{this} to not meet sizing criteria for #{exp}',
+          {vw, vh}
         );
+      });
 
       it(`accepts elements ${areaDeltaPerc}%+ of size than render area`, () => {
         const renderWidth = 1000;
@@ -321,12 +324,8 @@ describes.realWin(
 
         const axisRange = [minDim + 1, minDim + 10, minDim + 100];
         iterProduct(axisRange, axisRange, (naturalWidth, naturalHeight) => {
-          expectMeetsSizingCriteria(
-            renderWidth,
-            renderHeight,
-            naturalWidth,
-            naturalHeight
-          ).to.be.true;
+          expect({renderWidth, renderHeight, naturalWidth, naturalHeight}).to
+            .meetSizingCriteria;
         });
       });
 
@@ -341,12 +340,8 @@ describes.realWin(
 
         const axisRange = [minDim, minDim - 10, minDim - 100];
         iterProduct(axisRange, axisRange, (naturalWidth, naturalHeight) => {
-          expectMeetsSizingCriteria(
-            renderWidth,
-            renderHeight,
-            naturalWidth,
-            naturalHeight
-          ).to.be.false;
+          expect({renderWidth, renderHeight, naturalWidth, naturalHeight}).to
+            .not.meetSizingCriteria;
         });
       });
 
@@ -361,12 +356,8 @@ describes.realWin(
 
         const axisRange = [minDim, minDim + 10, minDim + 100];
         iterProduct(axisRange, axisRange, (renderWidth, renderHeight) => {
-          expectMeetsSizingCriteria(
-            renderWidth,
-            renderHeight,
-            naturalWidth,
-            naturalHeight
-          ).to.be.true;
+          expect({renderWidth, renderHeight, naturalWidth, naturalHeight}).to
+            .meetSizingCriteria;
         });
       });
 
@@ -376,12 +367,12 @@ describes.realWin(
 
         const axisRange = [minDim - 1, minDim - 10, minDim - 100];
         iterProduct(axisRange, axisRange, (renderWidth, renderHeight) => {
-          expectMeetsSizingCriteria(
+          expect({
             renderWidth,
             renderHeight,
-            /* naturalWidth */ renderWidth,
-            /* naturalHeight */ renderHeight
-          ).to.be.false;
+            naturalWidth: renderWidth,
+            naturalHeight: renderHeight,
+          }).to.not.meetSizingCriteria;
         });
       });
 
@@ -390,12 +381,12 @@ describes.realWin(
         const renderHeight = vh;
 
         [vh + 1, vh + 10, vh + 100].forEach((naturalHeight) => {
-          expectMeetsSizingCriteria(
+          expect({
             renderWidth,
             renderHeight,
-            /* naturalWidth */ renderWidth,
-            naturalHeight
-          ).to.be.true;
+            naturalWidth: renderWidth,
+            naturalHeight,
+          }).to.meetSizingCriteria;
         });
       });
 
@@ -404,12 +395,12 @@ describes.realWin(
         const renderHeight = vh;
 
         [vw + 1, vw + 10, vw + 100].forEach((naturalWidth) => {
-          expectMeetsSizingCriteria(
+          expect({
             renderWidth,
             renderHeight,
             naturalWidth,
-            /* naturalHeight */ renderHeight
-          ).to.be.true;
+            naturalHeight: renderHeight,
+          }).to.meetSizingCriteria;
         });
       });
 
@@ -419,12 +410,8 @@ describes.realWin(
 
         const axisRange = [renderWidth, renderWidth - 10, renderWidth - 100];
         iterProduct(axisRange, axisRange, (naturalWidth, naturalHeight) => {
-          expectMeetsSizingCriteria(
-            renderWidth,
-            renderHeight,
-            naturalWidth,
-            naturalHeight
-          ).to.be.false;
+          expect({renderWidth, renderHeight, naturalWidth, naturalHeight}).to
+            .not.meetSizingCriteria;
         });
       });
     });
diff --git a/package-lock.json b/package-lock.json
index 067c49f27a53..0d6c5fb91bc7 100644
--- a/package-lock.json
+++ b/package-lock.json
@@ -99,7 +99,7 @@
         "eslint": "8.57.0",
         "eslint-config-prettier": "9.1.0",
         "eslint-import-resolver-babel-module": "5.3.2",
-        "eslint-plugin-chai-expect": "3.0.0",
+        "eslint-plugin-chai-expect": "3.1.0",
         "eslint-plugin-eslint-plugin": "5.5.1",
         "eslint-plugin-import": "2.29.1",
         "eslint-plugin-jasmine": "4.1.3",
@@ -10208,15 +10208,15 @@
       }
     },
     "node_modules/eslint-plugin-chai-expect": {
-      "version": "3.0.0",
-      "resolved": "https://registry.npmjs.org/eslint-plugin-chai-expect/-/eslint-plugin-chai-expect-3.0.0.tgz",
-      "integrity": "sha512-NS0YBcToJl+BRKBSMCwRs/oHJIX67fG5Gvb4tGked+9Wnd1/PzKijd82B2QVKcSSOwRe+pp4RAJ2AULeck4eQw==",
+      "version": "3.1.0",
+      "resolved": "https://registry.npmjs.org/eslint-plugin-chai-expect/-/eslint-plugin-chai-expect-3.1.0.tgz",
+      "integrity": "sha512-a9F8b38hhJsR7fgDEfyMxppZXCnCW6OOHj7cQfygsm9guXqdSzfpwrHX5FT93gSExDqD71HQglF1lLkGBwhJ+g==",
       "dev": true,
       "engines": {
-        "node": "10.* || 12.* || >= 14.*"
+        "node": "10.* || 12.* || || 14.* || 16.* || >= 18.*"
       },
       "peerDependencies": {
-        "eslint": ">=2.0.0 <= 8.x"
+        "eslint": ">=2.0.0 <= 9.x"
       }
     },
     "node_modules/eslint-plugin-eslint-plugin": {
@@ -30743,9 +30743,9 @@
       }
     },
     "eslint-plugin-chai-expect": {
-      "version": "3.0.0",
-      "resolved": "https://registry.npmjs.org/eslint-plugin-chai-expect/-/eslint-plugin-chai-expect-3.0.0.tgz",
-      "integrity": "sha512-NS0YBcToJl+BRKBSMCwRs/oHJIX67fG5Gvb4tGked+9Wnd1/PzKijd82B2QVKcSSOwRe+pp4RAJ2AULeck4eQw==",
+      "version": "3.1.0",
+      "resolved": "https://registry.npmjs.org/eslint-plugin-chai-expect/-/eslint-plugin-chai-expect-3.1.0.tgz",
+      "integrity": "sha512-a9F8b38hhJsR7fgDEfyMxppZXCnCW6OOHj7cQfygsm9guXqdSzfpwrHX5FT93gSExDqD71HQglF1lLkGBwhJ+g==",
       "dev": true,
       "requires": {}
     },
diff --git a/package.json b/package.json
index 1d75c4293be5..081d0f3be4d0 100644
--- a/package.json
+++ b/package.json
@@ -104,7 +104,7 @@
     "eslint": "8.57.0",
     "eslint-config-prettier": "9.1.0",
     "eslint-import-resolver-babel-module": "5.3.2",
-    "eslint-plugin-chai-expect": "3.0.0",
+    "eslint-plugin-chai-expect": "3.1.0",
     "eslint-plugin-eslint-plugin": "5.5.1",
     "eslint-plugin-import": "2.29.1",
     "eslint-plugin-jasmine": "4.1.3",