diff --git a/changelog_unreleased/javascript/19913.md b/changelog_unreleased/javascript/19913.md
new file mode 100644
index 000000000..9da5bba7c
--- /dev/null
+++ b/changelog_unreleased/javascript/19913.md
@@ -0,0 +1,24 @@
+#### Keep necessary parentheses in `yield` expression (#19913 by @giaBaoJS)
+
+<!-- prettier-ignore -->
+```jsx
+// Input
+function* f() {
+  yield (/*
+  */ a);
+}
+
+// Prettier stable
+function* f() {
+  yield /*
+   */ a;
+}
+
+// Prettier main
+function* f() {
+  yield (
+    /*
+     */ a
+  );
+}
+```
diff --git a/src/language-js/parentheses/parent-needs-parentheses.js b/src/language-js/parentheses/parent-needs-parentheses.js
index fb42c5ca3..d3037388f 100644
--- a/src/language-js/parentheses/parent-needs-parentheses.js
+++ b/src/language-js/parentheses/parent-needs-parentheses.js
@@ -27,7 +27,8 @@ function parentNeedsParentheses(path, options, needsParentheses) {
   switch (parent.type) {
     case "ReturnStatement":
     case "ThrowStatement":
-      if (willReturnOrThrowStatementBreak(path, options)) {
+    case "YieldExpression":
+      if (willArgumentBreakAndAddParentheses(path, options)) {
         return false;
       }
       break;
@@ -128,14 +129,17 @@ function parentNeedsParentheses(path, options, needsParentheses) {
   }
 }
 
-function willReturnOrThrowStatementBreak(path, options) {
+function willArgumentBreakAndAddParentheses(path, options) {
   const { key, parent } = path;
-  if (!(key === "argument" && isReturnOrThrowStatement(parent))) {
+  if (!(
+    key === "argument" &&
+    (isReturnOrThrowStatement(parent) || parent.type === "YieldExpression")
+  )) {
     return false;
   }
 
   /*
-  When `ReturnStatement` or `ThrowStatement` breaks, parentheses will be added around it's argument.
+  When `ReturnStatement`, `ThrowStatement`, or `YieldExpression` breaks, parentheses will be added around it's argument.
   So don't need add parentheses again.
   But we can't know how the argument printed, so only matches cases that will break for sure
   */
diff --git a/src/language-js/print/estree.js b/src/language-js/print/estree.js
index e0bfd9986..08dcc52e6 100644
--- a/src/language-js/print/estree.js
+++ b/src/language-js/print/estree.js
@@ -57,6 +57,7 @@ import { printRestElement, printSpreadElement } from "./rest-element.js";
 import {
   printReturnStatement,
   printThrowStatement,
+  printYieldExpression,
 } from "./return-statement.js";
 import { printSequenceExpression } from "./sequence-expression.js";
 import { printSwitchCase, printSwitchStatement } from "./switch-statement.js";
@@ -156,10 +157,8 @@ function printEstree(path, options, print, args) {
     case "ArrowFunctionExpression":
       return printArrowFunction(path, options, print, args);
     case "YieldExpression":
-      return [
-        `yield${node.delegate ? "*" : ""}`,
-        node.argument ? [" ", print("argument")] : "",
-      ];
+      return printYieldExpression(path, options, print);
+
     case "AwaitExpression":
       return printAwaitExpression(path, options, print);
 
diff --git a/src/language-js/print/return-statement.js b/src/language-js/print/return-statement.js
index 660dd4f4e..242d6906c 100644
--- a/src/language-js/print/return-statement.js
+++ b/src/language-js/print/return-statement.js
@@ -13,7 +13,7 @@ import { printSemicolon } from "./miscellaneous.js";
 @import {Doc} from "../../document/index.js";
 */
 
-function printReturnOrThrowArgument(path, options, print) {
+function printArgument(path, options, print) {
   const { node } = path;
   const argumentDoc = print();
 
@@ -45,19 +45,24 @@ function printReturnOrThrowStatement(path, options, print) {
   return [
     node.type === "ThrowStatement" ? "throw" : "return",
     node.argument
-      ? [
-          " ",
-          path.call(
-            () => printReturnOrThrowArgument(path, options, print),
-            "argument",
-          ),
-        ]
+      ? [" ", path.call(() => printArgument(path, options, print), "argument")]
       : "",
     printSemicolon(options),
   ];
 }
 
+function printYieldExpression(path, options, print) {
+  const { node } = path;
+  return [
+    `yield${node.delegate ? "*" : ""}`,
+    node.argument
+      ? [" ", path.call(() => printArgument(path, options, print), "argument")]
+      : "",
+  ];
+}
+
 export {
   printReturnOrThrowStatement as printReturnStatement,
   printReturnOrThrowStatement as printThrowStatement,
+  printYieldExpression,
 };
diff --git a/tests/format/js/yield/__snapshots__/format.test.js.snap b/tests/format/js/yield/__snapshots__/format.test.js.snap
index 53d408139..6bd1e1f42 100644
--- a/tests/format/js/yield/__snapshots__/format.test.js.snap
+++ b/tests/format/js/yield/__snapshots__/format.test.js.snap
@@ -21,6 +21,91 @@ function* f() {
 ================================================================================
 `;
 
+exports[`comment.js format 1`] = `
+====================================options=====================================
+parsers: ["babel", "typescript"]
+                                                      printWidth: 80 (default) |
+=====================================input======================================
+function* f() {
+  // Line terminators are not allowed between \`yield\` and its argument, so the
+  // parentheses must be kept.
+  yield (/*
+  */ a);
+
+  foo(
+  yield (/*
+  */ a)
+  );
+
+  yield (// comment
+  a);
+
+  yield (/*
+  */ a + b);
+
+  yield (/*
+  */ a, b);
+
+  yield (/* comment */
+  a);
+
+  // Safe, the comment is printed on one line.
+  yield (/* comment */ a);
+
+  // \`yield*\` is not restricted, but it is printed the same way.
+  yield* (/*
+  */ a);
+}
+
+=====================================output=====================================
+function* f() {
+  // Line terminators are not allowed between \`yield\` and its argument, so the
+  // parentheses must be kept.
+  yield (
+    /*
+     */ a
+  );
+
+  foo(
+    yield (
+      /*
+       */ a
+    ),
+  );
+
+  yield (
+    // comment
+    a
+  );
+
+  yield (
+    /*
+     */ a + b
+  );
+
+  yield (
+    /*
+     */ a, b
+  );
+
+  yield (
+    /* comment */
+    a
+  );
+
+  // Safe, the comment is printed on one line.
+  yield /* comment */ a;
+
+  // \`yield*\` is not restricted, but it is printed the same way.
+  yield* (
+    /*
+     */ a
+  );
+}
+
+================================================================================
+`;
+
 exports[`conditional.js format 1`] = `
 ====================================options=====================================
 parsers: ["babel", "typescript"]
diff --git a/tests/format/js/yield/comment.js b/tests/format/js/yield/comment.js
new file mode 100644
index 000000000..a789a211f
--- /dev/null
+++ b/tests/format/js/yield/comment.js
@@ -0,0 +1,30 @@
+function* f() {
+  // Line terminators are not allowed between `yield` and its argument, so the
+  // parentheses must be kept.
+  yield (/*
+  */ a);
+
+  foo(
+  yield (/*
+  */ a)
+  );
+
+  yield (// comment
+  a);
+
+  yield (/*
+  */ a + b);
+
+  yield (/*
+  */ a, b);
+
+  yield (/* comment */
+  a);
+
+  // Safe, the comment is printed on one line.
+  yield (/* comment */ a);
+
+  // `yield*` is not restricted, but it is printed the same way.
+  yield* (/*
+  */ a);
+}