diff --git a/lib/internal/assert/assertion_error.js b/lib/internal/assert/assertion_error.js
index 5dbf1e7a3413..06eb4dead697 100644
--- a/lib/internal/assert/assertion_error.js
+++ b/lib/internal/assert/assertion_error.js
@@ -241,7 +241,7 @@ function addEllipsis(string) {
     lines.length = 10;
     return `${ArrayPrototypeJoin(lines, '\n')}\n...`;
   } else if (string.length > kMaxLongStringLength) {
-    return `${StringPrototypeSlice(string, kMaxLongStringLength)}...`;
+    return `${StringPrototypeSlice(string, 0, kMaxLongStringLength)}...`;
   }
   return string;
 }
diff --git a/test/parallel/test-assert-class.js b/test/parallel/test-assert-class.js
index cccc7a2f36ff..d9a07c86fc19 100644
--- a/test/parallel/test-assert-class.js
+++ b/test/parallel/test-assert-class.js
@@ -166,8 +166,8 @@ const truncatedBs = 'B\\n'.repeat(10) + '...';
 const longStringOfAs = 'A'.repeat(10_000);
 const longStringOfBs = 'B'.repeat(10_000);
 
-const longLinesOfAsWithEllipsis = longStringOfAs.substring(0, 9_488) + '...';
-const longLinesOFBsWithEllipsis = longStringOfBs.substring(0, 9_488) + '...';
+const longLinesOfAsWithEllipsis = longStringOfAs.substring(0, 512) + '...';
+const longLinesOFBsWithEllipsis = longStringOfBs.substring(0, 512) + '...';
 test('Assert class non strict with full diff', () => {
   const assertInstance = new Assert({ diff: 'full', strict: false });
 
diff --git a/test/parallel/test-assert.js b/test/parallel/test-assert.js
index d443bd54464f..fa5df83fe07d 100644
--- a/test/parallel/test-assert.js
+++ b/test/parallel/test-assert.js
@@ -538,7 +538,23 @@ test('Long values should be truncated for display', () => {
                        `${strictEqualMessageStart}+ actual - expected\n\n` +
                       `+ '${'A'.repeat(1000)}'\n- ''\n`);
     assert.strictEqual(err.actual.length, 1000);
-    assert.ok(inspect(err).includes(`actual: '${'A'.repeat(488)}...'`));
+    assert.ok(inspect(err).includes(`actual: '${'A'.repeat(512)}...'`));
+    return true;
+  });
+});
+
+test('Truncated long values should keep the beginning of the string', () => {
+  // Use a heterogeneous string so the retained portion is distinguishable
+  // from the discarded portion (a homogeneous string cannot tell the head
+  // from the tail). The first `kMaxLongStringLength` (512) characters should
+  // be kept, followed by an ellipsis.
+  const actual = 'a'.repeat(300) + 'b'.repeat(300);
+  assert.throws(() => {
+    assert.strictEqual(actual, '');
+  }, (err) => {
+    const kept = `${'a'.repeat(300)}${'b'.repeat(212)}`;
+    assert.ok(inspect(err).includes(`actual: '${kept}...'`),
+              `expected the beginning of the string to be kept, got ${inspect(err)}`);
     return true;
   });
 });