diff --git a/.changeset/fair-ducks-clean.md b/.changeset/fair-ducks-clean.md
new file mode 100644
index 0000000000..3f65a2b8bc
--- /dev/null
+++ b/.changeset/fair-ducks-clean.md
@@ -0,0 +1,5 @@
+---
+'@amplitude/rrweb': patch
+---
+
+Fix and test for bug #1457 which was affecting replay of complex tailwind css
diff --git a/packages/rrweb-snapshot/src/css.ts b/packages/rrweb-snapshot/src/css.ts
index 4645deae4f..d609a972f6 100644
--- a/packages/rrweb-snapshot/src/css.ts
+++ b/packages/rrweb-snapshot/src/css.ts
@@ -433,7 +433,7 @@ export function parse(css: string, options: ParserOptions = {}): Stylesheet {
     }
 
     // Use match logic from https://github.com/NxtChg/pieces/blob/3eb39c8287a97632e9347a24f333d52d916bc816/js/css_parser/css_parse.js#L46C1-L47C1
-    const m = match(/^(("(?:\\"|[^"])*"|'(?:\\'|[^'])*'|[^{])+)/);
+    const m = match(/^(((?<!\\)"(?:\\"|[^"])*"|(?<!\\)'(?:\\'|[^'])*'|[^{])+)/);
     if (!m) {
       return;
     }
@@ -854,7 +854,17 @@ export function parse(css: string, options: ParserOptions = {}): Stylesheet {
    */
 
   function _compileAtrule(name: string) {
-    const re = new RegExp('^@' + name + '\\s*([^;]+);');
+    const re = new RegExp(
+      '^@' +
+        name +
+        '\\s*((?:' +
+        [
+          '(?<!\\\\)"(?:\\\\"|[^"])*"',
+          "(?<!\\\\)'(?:\\\\'|[^'])*'",
+          '[^;]',
+        ].join('|') +
+        ')+);',
+    );
     return () => {
       const pos = position();
       const m = match(re);
diff --git a/packages/rrweb-snapshot/test/rebuild.test.ts b/packages/rrweb-snapshot/test/rebuild.test.ts
index 097ff0989a..5d544ccfa7 100644
--- a/packages/rrweb-snapshot/test/rebuild.test.ts
+++ b/packages/rrweb-snapshot/test/rebuild.test.ts
@@ -203,4 +203,23 @@ ul li.specified c:hover img, ul li.specified c.\\:hover img {
       expect(getDuration(cachedEnd) * factor).toBeLessThan(getDuration(end));
     });
   });
+
+  it('should not incorrectly interpret escaped quotes', () => {
+    // the ':hover' in the below is a decoy which is not part of the selector,
+    // previously that part was being incorrectly consumed by the selector regex
+    const should_not_modify =
+      ".tailwind :is(.before\\:content-\\[\\'\\'\\])::before { --tw-content: \":hover\"; content: var(--tw-content); }.tailwind :is(.\\[\\&\\>li\\]\\:before\\:content-\\[\\'-\\'\\] > li)::before { color: pink; }";
+    expect(adaptCssForReplay(should_not_modify, cache)).toEqual(
+      should_not_modify,
+    );
+  });
+
+  it('should not incorrectly interpret at rules', () => {
+    // the ':hover' in the below is a decoy which is not part of the selector,
+    const should_not_modify =
+      '@import url("https://fonts.googleapis.com/css2?family=Rubik:ital,wght@0,400;0,500;0,700;1,400&display=:hover");';
+    expect(adaptCssForReplay(should_not_modify, cache)).toEqual(
+      should_not_modify,
+    );
+  });
 });