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diff --git a/testing/web-platform/tests/css/css-anchor-position/position-try-transition-flip.html b/testing/web-platform/tests/css/css-anchor-position/position-try-transition-flip.html
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+++ b/testing/web-platform/tests/css/css-anchor-position/position-try-transition-flip.html
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+<!DOCTYPE html>
+<title>CSS Anchor Positioning: Transition to a flipped state</title>
+<link rel="help" href="https://drafts.csswg.org/css-anchor-position-1/#fallback-apply">
+<link rel="help" href="https://drafts.csswg.org/css-anchor-position-1/#typedef-position-try-options-try-tactic">
+<script src="/resources/testharness.js"></script>
+<script src="/resources/testharnessreport.js"></script>
+<style>
+  #cb {
+    display: inline-block;
+    position: relative;
+    width: 400px;
+    height: 250px;
+    border: 1px solid black;
+  }
+  #cb.shrink {
+    width: 325px;
+  }
+  #anchor {
+    position: absolute;
+    width: 50px;
+    height: 50px;
+    background: coral;
+    left: 250px;
+    top: 50px;
+    anchor-name: --a;
+  }
+  #target {
+    position-anchor: --a;
+    position: absolute;
+    left: anchor(right);
+    top: anchor(top);
+    width: 50px;
+    height: 50px;
+    background: skyblue;
+    position-try-options: flip-start;
+  }
+  #target.anim {
+    transition: left 1000s steps(2, start);
+  }
+</style>
+<div id=cb>
+  <div id=anchor></div>
+  <div id=target></div>
+</div>
+<script>
+  function cleanup() {
+    target.className = '';
+    cb.className = '';
+  }
+
+  test((t) => {
+    t.add_cleanup(cleanup);
+    assert_equals(target.offsetLeft, 300);
+    cb.classList.add('shrink');
+    target.classList.add('anim');
+    assert_equals(target.offsetLeft, 275);
+  }, 'Transition to a flipped state');
+
+  test((t) => {
+    t.add_cleanup(cleanup);
+    cb.classList.add('shrink');
+    assert_equals(target.offsetLeft, 250);
+    cb.classList.remove('shrink');
+    target.classList.add('anim');
+    assert_equals(target.offsetLeft, 275);
+  }, 'Transition to an unflipped state');
+
+</script>