diff --git a/lib/internal/streams/iter/classic.js b/lib/internal/streams/iter/classic.js
index fd5f811ea52d97..73c6bc48b954c8 100644
--- a/lib/internal/streams/iter/classic.js
+++ b/lib/internal/streams/iter/classic.js
@@ -57,6 +57,7 @@ const {
 const {
   toAsyncStreamable: kToAsyncStreamable,
   kValidatedSource,
+  kSyncWriteAccepted,
   drainableProtocol,
 } = require('internal/streams/iter/types');
 
@@ -764,13 +765,41 @@ function toWritable(writer) {
   const hasEndSync = hasEnd &&
                      typeof writer.endSync === 'function';
   const hasFail = typeof writer.fail === 'function';
+  const hasSyncWriteAccepted =
+    typeof writer[kSyncWriteAccepted] === 'function';
 
-  // Try-sync-first pattern: attempt the synchronous method and
-  // fall back to the async method if it returns false (indicating
-  // the sync path was not accepted) or throws. When the sync path
-  // succeeds, the callback is deferred via queueMicrotask to
-  // preserve the async resolution contract that Writable internals
-  // expect from _write/_writev/_final callbacks.
+  function syncWriteAccepted() {
+    return hasSyncWriteAccepted && writer[kSyncWriteAccepted]();
+  }
+
+  function finishAfterSyncBackpressure(cb) {
+    let ondrain;
+    try {
+      if (typeof writer[drainableProtocol] === 'function') {
+        ondrain = writer[drainableProtocol]();
+      }
+    } catch (err) {
+      cb(err);
+      return;
+    }
+    if (ondrain !== null && ondrain !== undefined) {
+      PromisePrototypeThen(ondrain, (drained) => {
+        if (drained === false) {
+          cb(new ERR_INVALID_STATE.TypeError('Stream closed by consumer'));
+          return;
+        }
+        cb();
+      }, cb);
+      return;
+    }
+    queueMicrotask(cb);
+  }
+
+  // Try-sync-first pattern: attempt the synchronous method and fall back to the
+  // async method if it returns false without accepting the data, or if it
+  // throws. When the sync path succeeds, the callback is deferred via
+  // queueMicrotask to preserve the async resolution contract that Writable
+  // internals expect from _write/_writev/_final callbacks.
 
   function _write(chunk, encoding, cb) {
     const bytes = typeof chunk === 'string' ?
@@ -781,6 +810,11 @@ function toWritable(writer) {
           queueMicrotask(cb);
           return;
         }
+        if (syncWriteAccepted()) {
+          // The chunk was accepted; false only signaled backpressure.
+          finishAfterSyncBackpressure(cb);
+          return;
+        }
       } catch {
         // Sync path threw -- fall through to async.
       }
@@ -805,6 +839,11 @@ function toWritable(writer) {
           queueMicrotask(cb);
           return;
         }
+        if (syncWriteAccepted()) {
+          // The chunks were accepted; false only signaled backpressure.
+          finishAfterSyncBackpressure(cb);
+          return;
+        }
       } catch {
         // Sync path threw -- fall through to async.
       }
diff --git a/lib/internal/streams/iter/push.js b/lib/internal/streams/iter/push.js
index c5b12663f83c24..1c367ff02bae71 100644
--- a/lib/internal/streams/iter/push.js
+++ b/lib/internal/streams/iter/push.js
@@ -32,6 +32,7 @@ const {
 
 const {
   drainableProtocol,
+  kSyncWriteAccepted,
   kSyncWriteAcceptedOnFalse,
 } = require('internal/streams/iter/types');
 
@@ -545,11 +546,16 @@ class PushQueue {
 
 class PushWriter {
   #queue;
+  #syncWriteAccepted = false;
 
   constructor(queue) {
     this.#queue = queue;
   }
 
+  [kSyncWriteAccepted]() {
+    return this.#syncWriteAccepted;
+  }
+
   [drainableProtocol]() {
     const desired = this.desiredSize;
     if (desired === null) return null;
@@ -589,6 +595,7 @@ class PushWriter {
   }
 
   writeSync(chunk) {
+    this.#syncWriteAccepted = false;
     const bytes = toUint8Array(chunk);
     const result = this.#queue.writeSync([bytes]);
     if (!result && this.#queue.backpressurePolicy === 'block' &&
@@ -596,12 +603,15 @@ class PushWriter {
       // Block policy: force-enqueue and return false as backpressure signal.
       // Data IS accepted; false tells caller to slow down.
       this.#queue.forceEnqueue([bytes]);
+      this.#syncWriteAccepted = true;
       return false;
     }
+    this.#syncWriteAccepted = result;
     return result;
   }
 
   writevSync(chunks) {
+    this.#syncWriteAccepted = false;
     if (!ArrayIsArray(chunks)) {
       throw new ERR_INVALID_ARG_TYPE('chunks', 'Array', chunks);
     }
@@ -610,8 +620,10 @@ class PushWriter {
     if (!result && this.#queue.backpressurePolicy === 'block' &&
         this.#queue.desiredSize === 0) {
       this.#queue.forceEnqueue(bytes);
+      this.#syncWriteAccepted = true;
       return false;
     }
+    this.#syncWriteAccepted = result;
     return result;
   }
 
diff --git a/lib/internal/streams/iter/types.js b/lib/internal/streams/iter/types.js
index 71112b1515c081..e72972d91ad243 100644
--- a/lib/internal/streams/iter/types.js
+++ b/lib/internal/streams/iter/types.js
@@ -64,11 +64,24 @@ const kValidatedTransform = Symbol('kValidatedTransform');
  */
 const kValidatedSource = Symbol('kValidatedSource');
 
+/**
+ * Internal sentinel for writers whose sync write methods can return false
+ * after accepting data as a backpressure signal.
+ */
+const kSyncWriteAccepted = Symbol('kSyncWriteAccepted');
+
+/**
+ * Internal sentinel for writers whose sync write methods may return false
+ * after accepting data when backpressure is applied. Such writers must expose
+ * desiredSize so callers can distinguish accepted backpressure from a sync
+ * write that was not performed.
+ */
 const kSyncWriteAcceptedOnFalse = Symbol('kSyncWriteAcceptedOnFalse');
 
 module.exports = {
   broadcastProtocol,
   drainableProtocol,
+  kSyncWriteAccepted,
   kSyncWriteAcceptedOnFalse,
   kValidatedSource,
   kValidatedTransform,
diff --git a/test/parallel/test-stream-iter-writable-from.js b/test/parallel/test-stream-iter-writable-from.js
index fd922c5cf99537..51dc465b45d148 100644
--- a/test/parallel/test-stream-iter-writable-from.js
+++ b/test/parallel/test-stream-iter-writable-from.js
@@ -335,6 +335,53 @@ async function testRoundTrip() {
   assert.strictEqual(result, data);
 }
 
+// =============================================================================
+// PushWriter writeSync false accepted as backpressure is not retried
+// =============================================================================
+
+async function testPushWriterBlockBackpressureNoDuplicate() {
+  const { writer, readable } = push({ highWaterMark: 1, backpressure: 'block' });
+  const writable = toWritable(writer);
+
+  await new Promise((resolve, reject) => {
+    writable.write('a', (err) => {
+      if (err) reject(err);
+      else resolve();
+    });
+  });
+
+  writable.write('b');
+  writable.end();
+
+  const result = await text(readable);
+  assert.strictEqual(result, 'ab');
+}
+
+// =============================================================================
+// PushWriter writevSync false accepted as backpressure is not retried
+// =============================================================================
+
+async function testPushWriterBlockBackpressureWritevNoDuplicate() {
+  const { writer, readable } = push({ highWaterMark: 1, backpressure: 'block' });
+  const writable = toWritable(writer);
+
+  await new Promise((resolve, reject) => {
+    writable.write('a', (err) => {
+      if (err) reject(err);
+      else resolve();
+    });
+  });
+
+  writable.cork();
+  writable.write('b');
+  writable.write('c');
+  writable.uncork();
+  writable.end();
+
+  const result = await text(readable);
+  assert.strictEqual(result, 'abc');
+}
+
 // =============================================================================
 // Multiple sequential writes
 // =============================================================================
@@ -590,6 +637,8 @@ Promise.all([
   testWriteThrowsSyncPropagation(),
   testEndThrowsSyncPropagation(),
   testRoundTrip(),
+  testPushWriterBlockBackpressureNoDuplicate(),
+  testPushWriterBlockBackpressureWritevNoDuplicate(),
   testSequentialWrites(),
   testSyncCallbackDeferred(),
   testMinimalWriter(),