diff --git a/src/bun.js/test/expect.zig b/src/bun.js/test/expect.zig
index 4f0a1ae4ca..c069a6d7b9 100644
--- a/src/bun.js/test/expect.zig
+++ b/src/bun.js/test/expect.zig
@@ -848,7 +848,7 @@ pub const Expect = struct {
         if (existing_value) |saved_value| {
             if (strings.eqlLong(pretty_value.slice(), saved_value, true)) {
                 Jest.runner.?.snapshots.passed += 1;
-                return .js_undefined;
+                return this.returnMatcherValue(globalThis);
             }
 
             Jest.runner.?.snapshots.failed += 1;
@@ -863,7 +863,7 @@ pub const Expect = struct {
             return globalThis.throwPretty(fmt, .{diff_format});
         }
 
-        return .js_undefined;
+        return this.returnMatcherValue(globalThis);
     }
 
     pub fn getStaticNot(globalThis: *JSGlobalObject, _: JSValue, _: JSValue) bun.JSError!JSValue {
@@ -1231,6 +1231,16 @@ pub const Expect = struct {
         vm.autoGarbageCollect();
     }
 
+    /// Helper function for matchers to return the correct value based on whether
+    /// .resolves or .rejects was used. When async flags are set, returns a resolved promise.
+    /// Otherwise returns undefined.
+    pub inline fn returnMatcherValue(this: *const Expect, globalThis: *JSGlobalObject) JSValue {
+        if (this.flags.promise != .none) {
+            return JSPromise.resolvedPromiseValue(globalThis, .js_undefined);
+        }
+        return .js_undefined;
+    }
+
     pub fn doUnreachable(globalThis: *JSGlobalObject, callframe: *CallFrame) bun.JSError!JSValue {
         const arg = callframe.arguments_old(1).ptr[0];
 
@@ -2246,6 +2256,7 @@ const strings = bun.strings;
 const jsc = bun.jsc;
 const CallFrame = jsc.CallFrame;
 const JSGlobalObject = jsc.JSGlobalObject;
+const JSPromise = jsc.JSPromise;
 const JSValue = jsc.JSValue;
 const VirtualMachine = jsc.VirtualMachine;
 const ZigString = jsc.ZigString;
diff --git a/src/bun.js/test/expect/toBe.zig b/src/bun.js/test/expect/toBe.zig
index 0d751eb834..5d62007475 100644
--- a/src/bun.js/test/expect/toBe.zig
+++ b/src/bun.js/test/expect/toBe.zig
@@ -22,7 +22,7 @@ pub fn toBe(
     var pass = try right.isSameValue(left, globalThis);
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toBeArray.zig b/src/bun.js/test/expect/toBeArray.zig
index d1e44968f2..62e7e6ae12 100644
--- a/src/bun.js/test/expect/toBeArray.zig
+++ b/src/bun.js/test/expect/toBeArray.zig
@@ -9,7 +9,7 @@ pub fn toBeArray(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFra
     const not = this.flags.not;
     const pass = value.jsType().isArray() != not;
 
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toBeArrayOfSize.zig b/src/bun.js/test/expect/toBeArrayOfSize.zig
index 73a6be0af1..53ba4c2161 100644
--- a/src/bun.js/test/expect/toBeArrayOfSize.zig
+++ b/src/bun.js/test/expect/toBeArrayOfSize.zig
@@ -24,7 +24,7 @@ pub fn toBeArrayOfSize(this: *Expect, globalThis: *JSGlobalObject, callFrame: *C
     var pass = value.jsType().isArray() and @as(i32, @intCast(try value.getLength(globalThis))) == size.toInt32();
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toBeBoolean.zig b/src/bun.js/test/expect/toBeBoolean.zig
index 9593f63b12..8c828d793e 100644
--- a/src/bun.js/test/expect/toBeBoolean.zig
+++ b/src/bun.js/test/expect/toBeBoolean.zig
@@ -9,7 +9,7 @@ pub fn toBeBoolean(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallF
     const not = this.flags.not;
     const pass = value.isBoolean() != not;
 
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toBeCloseTo.zig b/src/bun.js/test/expect/toBeCloseTo.zig
index d359589612..8c44436376 100644
--- a/src/bun.js/test/expect/toBeCloseTo.zig
+++ b/src/bun.js/test/expect/toBeCloseTo.zig
@@ -43,7 +43,7 @@ pub fn toBeCloseTo(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallF
     }
 
     if (std.math.isPositiveInf(expected) and std.math.isPositiveInf(received)) {
-        return .js_undefined;
+        return this.returnMatcherValue(globalThis);
     }
 
     const expected_diff = bun.pow(10, -precision) / 2;
@@ -53,7 +53,7 @@ pub fn toBeCloseTo(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallF
     const not = this.flags.not;
     if (not) pass = !pass;
 
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toBeDate.zig b/src/bun.js/test/expect/toBeDate.zig
index 3baaa2ccb7..c3f0092532 100644
--- a/src/bun.js/test/expect/toBeDate.zig
+++ b/src/bun.js/test/expect/toBeDate.zig
@@ -9,7 +9,7 @@ pub fn toBeDate(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFram
     const not = this.flags.not;
     const pass = value.isDate() != not;
 
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toBeDefined.zig b/src/bun.js/test/expect/toBeDefined.zig
index 85ac9ee744..86e2b167a6 100644
--- a/src/bun.js/test/expect/toBeDefined.zig
+++ b/src/bun.js/test/expect/toBeDefined.zig
@@ -9,7 +9,7 @@ pub fn toBeDefined(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallF
     const not = this.flags.not;
     var pass = !value.isUndefined();
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toBeEmpty.zig b/src/bun.js/test/expect/toBeEmpty.zig
index 0d070ae77b..c96fd63afa 100644
--- a/src/bun.js/test/expect/toBeEmpty.zig
+++ b/src/bun.js/test/expect/toBeEmpty.zig
@@ -61,7 +61,7 @@ pub fn toBeEmpty(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFra
     }
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     if (not) {
         const signature = comptime getSignature("toBeEmpty", "", true);
diff --git a/src/bun.js/test/expect/toBeEmptyObject.zig b/src/bun.js/test/expect/toBeEmptyObject.zig
index 8bb13998a4..05f9bd3470 100644
--- a/src/bun.js/test/expect/toBeEmptyObject.zig
+++ b/src/bun.js/test/expect/toBeEmptyObject.zig
@@ -10,7 +10,7 @@ pub fn toBeEmptyObject(this: *Expect, globalThis: *JSGlobalObject, callFrame: *C
     var pass = try value.isObjectEmpty(globalThis);
 
     if (not) pass = !pass;
-    if (pass) return thisValue;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toBeEven.zig b/src/bun.js/test/expect/toBeEven.zig
index c77d9199ae..7470a8738c 100644
--- a/src/bun.js/test/expect/toBeEven.zig
+++ b/src/bun.js/test/expect/toBeEven.zig
@@ -34,7 +34,7 @@ pub fn toBeEven(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFram
     }
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toBeFalse.zig b/src/bun.js/test/expect/toBeFalse.zig
index 0b533d42dc..de21e65486 100644
--- a/src/bun.js/test/expect/toBeFalse.zig
+++ b/src/bun.js/test/expect/toBeFalse.zig
@@ -9,7 +9,7 @@ pub fn toBeFalse(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFra
     const not = this.flags.not;
     const pass = (value.isBoolean() and !value.toBoolean()) != not;
 
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toBeFalsy.zig b/src/bun.js/test/expect/toBeFalsy.zig
index bcfd1ca7b6..9f68b5cc2c 100644
--- a/src/bun.js/test/expect/toBeFalsy.zig
+++ b/src/bun.js/test/expect/toBeFalsy.zig
@@ -14,7 +14,7 @@ pub fn toBeFalsy(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFra
     if (!truthy) pass = true;
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toBeFinite.zig b/src/bun.js/test/expect/toBeFinite.zig
index a89c9dae27..22c71d2b99 100644
--- a/src/bun.js/test/expect/toBeFinite.zig
+++ b/src/bun.js/test/expect/toBeFinite.zig
@@ -15,7 +15,7 @@ pub fn toBeFinite(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFr
     const not = this.flags.not;
     if (not) pass = !pass;
 
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toBeFunction.zig b/src/bun.js/test/expect/toBeFunction.zig
index 27866b90fe..77d85de317 100644
--- a/src/bun.js/test/expect/toBeFunction.zig
+++ b/src/bun.js/test/expect/toBeFunction.zig
@@ -9,7 +9,7 @@ pub fn toBeFunction(this: *Expect, globalThis: *JSGlobalObject, callFrame: *Call
     const not = this.flags.not;
     const pass = value.isCallable() != not;
 
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toBeGreaterThan.zig b/src/bun.js/test/expect/toBeGreaterThan.zig
index 9f94d23037..87d0a9347f 100644
--- a/src/bun.js/test/expect/toBeGreaterThan.zig
+++ b/src/bun.js/test/expect/toBeGreaterThan.zig
@@ -38,7 +38,7 @@ pub fn toBeGreaterThan(this: *Expect, globalThis: *JSGlobalObject, callFrame: *C
     }
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toBeGreaterThanOrEqual.zig b/src/bun.js/test/expect/toBeGreaterThanOrEqual.zig
index 15718451b3..e0a1d116d5 100644
--- a/src/bun.js/test/expect/toBeGreaterThanOrEqual.zig
+++ b/src/bun.js/test/expect/toBeGreaterThanOrEqual.zig
@@ -38,7 +38,7 @@ pub fn toBeGreaterThanOrEqual(this: *Expect, globalThis: *JSGlobalObject, callFr
     }
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toBeInstanceOf.zig b/src/bun.js/test/expect/toBeInstanceOf.zig
index 97a1c3c7a7..862b089d9d 100644
--- a/src/bun.js/test/expect/toBeInstanceOf.zig
+++ b/src/bun.js/test/expect/toBeInstanceOf.zig
@@ -24,7 +24,7 @@ pub fn toBeInstanceOf(this: *Expect, globalThis: *JSGlobalObject, callFrame: *Ca
     const not = this.flags.not;
     var pass = value.isInstanceOf(globalThis, expected_value);
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     const expected_fmt = expected_value.toFmt(&formatter);
diff --git a/src/bun.js/test/expect/toBeInteger.zig b/src/bun.js/test/expect/toBeInteger.zig
index 148ee1848d..de115a274d 100644
--- a/src/bun.js/test/expect/toBeInteger.zig
+++ b/src/bun.js/test/expect/toBeInteger.zig
@@ -9,7 +9,7 @@ pub fn toBeInteger(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallF
     const not = this.flags.not;
     const pass = value.isAnyInt() != not;
 
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toBeLessThan.zig b/src/bun.js/test/expect/toBeLessThan.zig
index 30e024ce95..bb9a29b7b2 100644
--- a/src/bun.js/test/expect/toBeLessThan.zig
+++ b/src/bun.js/test/expect/toBeLessThan.zig
@@ -38,7 +38,7 @@ pub fn toBeLessThan(this: *Expect, globalThis: *JSGlobalObject, callFrame: *Call
     }
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toBeLessThanOrEqual.zig b/src/bun.js/test/expect/toBeLessThanOrEqual.zig
index 34ad095f0f..4049e8961e 100644
--- a/src/bun.js/test/expect/toBeLessThanOrEqual.zig
+++ b/src/bun.js/test/expect/toBeLessThanOrEqual.zig
@@ -38,7 +38,7 @@ pub fn toBeLessThanOrEqual(this: *Expect, globalThis: *JSGlobalObject, callFrame
     }
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toBeNaN.zig b/src/bun.js/test/expect/toBeNaN.zig
index 8621cee689..a95f912f60 100644
--- a/src/bun.js/test/expect/toBeNaN.zig
+++ b/src/bun.js/test/expect/toBeNaN.zig
@@ -14,7 +14,7 @@ pub fn toBeNaN(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFrame
     }
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toBeNegative.zig b/src/bun.js/test/expect/toBeNegative.zig
index c0c9041240..ff0fa55710 100644
--- a/src/bun.js/test/expect/toBeNegative.zig
+++ b/src/bun.js/test/expect/toBeNegative.zig
@@ -15,7 +15,7 @@ pub fn toBeNegative(this: *Expect, globalThis: *JSGlobalObject, callFrame: *Call
     const not = this.flags.not;
     if (not) pass = !pass;
 
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toBeNil.zig b/src/bun.js/test/expect/toBeNil.zig
index b695041c2d..725affb03f 100644
--- a/src/bun.js/test/expect/toBeNil.zig
+++ b/src/bun.js/test/expect/toBeNil.zig
@@ -9,7 +9,7 @@ pub fn toBeNil(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFrame
     const not = this.flags.not;
     const pass = value.isUndefinedOrNull() != not;
 
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toBeNull.zig b/src/bun.js/test/expect/toBeNull.zig
index 45a1280d35..bd85e2992a 100644
--- a/src/bun.js/test/expect/toBeNull.zig
+++ b/src/bun.js/test/expect/toBeNull.zig
@@ -9,7 +9,7 @@ pub fn toBeNull(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFram
     const not = this.flags.not;
     var pass = value.isNull();
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toBeNumber.zig b/src/bun.js/test/expect/toBeNumber.zig
index 0a2810ada6..32cb5046f7 100644
--- a/src/bun.js/test/expect/toBeNumber.zig
+++ b/src/bun.js/test/expect/toBeNumber.zig
@@ -9,7 +9,7 @@ pub fn toBeNumber(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFr
     const not = this.flags.not;
     const pass = value.isNumber() != not;
 
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toBeObject.zig b/src/bun.js/test/expect/toBeObject.zig
index cd8072402c..8ed99ab875 100644
--- a/src/bun.js/test/expect/toBeObject.zig
+++ b/src/bun.js/test/expect/toBeObject.zig
@@ -9,7 +9,7 @@ pub fn toBeObject(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFr
     const not = this.flags.not;
     const pass = value.isObject() != not;
 
-    if (pass) return thisValue;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toBeOdd.zig b/src/bun.js/test/expect/toBeOdd.zig
index d4d477c1a3..e381319077 100644
--- a/src/bun.js/test/expect/toBeOdd.zig
+++ b/src/bun.js/test/expect/toBeOdd.zig
@@ -32,7 +32,7 @@ pub fn toBeOdd(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFrame
     }
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toBeOneOf.zig b/src/bun.js/test/expect/toBeOneOf.zig
index 5d2af7e837..43f1f42fda 100644
--- a/src/bun.js/test/expect/toBeOneOf.zig
+++ b/src/bun.js/test/expect/toBeOneOf.zig
@@ -61,7 +61,7 @@ pub fn toBeOneOf(
     }
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toBePositive.zig b/src/bun.js/test/expect/toBePositive.zig
index 9bec22e210..106858e32a 100644
--- a/src/bun.js/test/expect/toBePositive.zig
+++ b/src/bun.js/test/expect/toBePositive.zig
@@ -15,7 +15,7 @@ pub fn toBePositive(this: *Expect, globalThis: *JSGlobalObject, callFrame: *Call
     const not = this.flags.not;
     if (not) pass = !pass;
 
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toBeString.zig b/src/bun.js/test/expect/toBeString.zig
index 9c5ffc6f47..7265a46f6d 100644
--- a/src/bun.js/test/expect/toBeString.zig
+++ b/src/bun.js/test/expect/toBeString.zig
@@ -9,7 +9,7 @@ pub fn toBeString(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFr
     const not = this.flags.not;
     const pass = value.isString() != not;
 
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toBeSymbol.zig b/src/bun.js/test/expect/toBeSymbol.zig
index 60384fd2b2..74335aa088 100644
--- a/src/bun.js/test/expect/toBeSymbol.zig
+++ b/src/bun.js/test/expect/toBeSymbol.zig
@@ -9,7 +9,7 @@ pub fn toBeSymbol(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFr
     const not = this.flags.not;
     const pass = value.isSymbol() != not;
 
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toBeTrue.zig b/src/bun.js/test/expect/toBeTrue.zig
index cf555cdd8b..9e49adaefe 100644
--- a/src/bun.js/test/expect/toBeTrue.zig
+++ b/src/bun.js/test/expect/toBeTrue.zig
@@ -9,7 +9,7 @@ pub fn toBeTrue(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFram
     const not = this.flags.not;
     const pass = (value.isBoolean() and value.toBoolean()) != not;
 
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toBeTruthy.zig b/src/bun.js/test/expect/toBeTruthy.zig
index 71b3ba5a87..b7638f115f 100644
--- a/src/bun.js/test/expect/toBeTruthy.zig
+++ b/src/bun.js/test/expect/toBeTruthy.zig
@@ -12,7 +12,7 @@ pub fn toBeTruthy(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFr
     if (truthy) pass = true;
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toBeTypeOf.zig b/src/bun.js/test/expect/toBeTypeOf.zig
index 716ee88a1b..ac7e1a1d29 100644
--- a/src/bun.js/test/expect/toBeTypeOf.zig
+++ b/src/bun.js/test/expect/toBeTypeOf.zig
@@ -65,7 +65,7 @@ pub fn toBeTypeOf(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFr
     pass = strings.eql(typeof, whatIsTheType);
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toBeUndefined.zig b/src/bun.js/test/expect/toBeUndefined.zig
index 8b6f7593d2..81785657d9 100644
--- a/src/bun.js/test/expect/toBeUndefined.zig
+++ b/src/bun.js/test/expect/toBeUndefined.zig
@@ -10,7 +10,7 @@ pub fn toBeUndefined(this: *Expect, globalThis: *JSGlobalObject, callFrame: *Cal
     if (value.isUndefined()) pass = true;
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toBeValidDate.zig b/src/bun.js/test/expect/toBeValidDate.zig
index 642bf83aac..fc941bfa93 100644
--- a/src/bun.js/test/expect/toBeValidDate.zig
+++ b/src/bun.js/test/expect/toBeValidDate.zig
@@ -10,7 +10,7 @@ pub fn toBeValidDate(this: *Expect, globalThis: *JSGlobalObject, callFrame: *Cal
     var pass = (value.isDate() and !std.math.isNan(value.getUnixTimestamp()));
     if (not) pass = !pass;
 
-    if (pass) return thisValue;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toBeWithin.zig b/src/bun.js/test/expect/toBeWithin.zig
index d4e71241e1..176d057adb 100644
--- a/src/bun.js/test/expect/toBeWithin.zig
+++ b/src/bun.js/test/expect/toBeWithin.zig
@@ -36,7 +36,7 @@ pub fn toBeWithin(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFr
     const not = this.flags.not;
     if (not) pass = !pass;
 
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toContain.zig b/src/bun.js/test/expect/toContain.zig
index c5fbaf3ea9..8c1f1bec62 100644
--- a/src/bun.js/test/expect/toContain.zig
+++ b/src/bun.js/test/expect/toContain.zig
@@ -73,7 +73,7 @@ pub fn toContain(
     }
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toContainAllKeys.zig b/src/bun.js/test/expect/toContainAllKeys.zig
index c06575b0cd..6d493232ba 100644
--- a/src/bun.js/test/expect/toContainAllKeys.zig
+++ b/src/bun.js/test/expect/toContainAllKeys.zig
@@ -43,7 +43,7 @@ pub fn toContainAllKeys(
     }
 
     if (not) pass = !pass;
-    if (pass) return thisValue;
+    if (pass) return this.returnMatcherValue(globalObject);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalObject, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toContainAllValues.zig b/src/bun.js/test/expect/toContainAllValues.zig
index d354157f94..525c4c3240 100644
--- a/src/bun.js/test/expect/toContainAllValues.zig
+++ b/src/bun.js/test/expect/toContainAllValues.zig
@@ -48,7 +48,7 @@ pub fn toContainAllValues(
     }
 
     if (not) pass = !pass;
-    if (pass) return thisValue;
+    if (pass) return this.returnMatcherValue(globalObject);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalObject, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toContainAnyKeys.zig b/src/bun.js/test/expect/toContainAnyKeys.zig
index 2f8fcf3370..702bf1f631 100644
--- a/src/bun.js/test/expect/toContainAnyKeys.zig
+++ b/src/bun.js/test/expect/toContainAnyKeys.zig
@@ -41,7 +41,7 @@ pub fn toContainAnyKeys(
     }
 
     if (not) pass = !pass;
-    if (pass) return thisValue;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toContainAnyValues.zig b/src/bun.js/test/expect/toContainAnyValues.zig
index 9a9582b907..6df6f7e317 100644
--- a/src/bun.js/test/expect/toContainAnyValues.zig
+++ b/src/bun.js/test/expect/toContainAnyValues.zig
@@ -42,7 +42,7 @@ pub fn toContainAnyValues(
     }
 
     if (not) pass = !pass;
-    if (pass) return thisValue;
+    if (pass) return this.returnMatcherValue(globalObject);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalObject, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toContainEqual.zig b/src/bun.js/test/expect/toContainEqual.zig
index 64f521ef68..4cb5938d17 100644
--- a/src/bun.js/test/expect/toContainEqual.zig
+++ b/src/bun.js/test/expect/toContainEqual.zig
@@ -82,7 +82,7 @@ pub fn toContainEqual(
     }
 
     if (not) pass = !pass;
-    if (pass) return thisValue;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toContainKey.zig b/src/bun.js/test/expect/toContainKey.zig
index 9b16897efc..dc4d0227f8 100644
--- a/src/bun.js/test/expect/toContainKey.zig
+++ b/src/bun.js/test/expect/toContainKey.zig
@@ -28,7 +28,7 @@ pub fn toContainKey(
     var pass = try value.hasOwnPropertyValue(globalThis, expected);
 
     if (not) pass = !pass;
-    if (pass) return thisValue;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
 
diff --git a/src/bun.js/test/expect/toContainKeys.zig b/src/bun.js/test/expect/toContainKeys.zig
index 141de5a403..1ce61b67f7 100644
--- a/src/bun.js/test/expect/toContainKeys.zig
+++ b/src/bun.js/test/expect/toContainKeys.zig
@@ -44,7 +44,7 @@ pub fn toContainKeys(
     };
 
     if (not) pass = !pass;
-    if (pass) return thisValue;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toContainValue.zig b/src/bun.js/test/expect/toContainValue.zig
index 6c33a7c9ff..82a42953dd 100644
--- a/src/bun.js/test/expect/toContainValue.zig
+++ b/src/bun.js/test/expect/toContainValue.zig
@@ -33,7 +33,7 @@ pub fn toContainValue(
     }
 
     if (not) pass = !pass;
-    if (pass) return thisValue;
+    if (pass) return this.returnMatcherValue(globalObject);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalObject, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toContainValues.zig b/src/bun.js/test/expect/toContainValues.zig
index 6a5157b4e9..fbc85a22a3 100644
--- a/src/bun.js/test/expect/toContainValues.zig
+++ b/src/bun.js/test/expect/toContainValues.zig
@@ -42,7 +42,7 @@ pub fn toContainValues(
     }
 
     if (not) pass = !pass;
-    if (pass) return thisValue;
+    if (pass) return this.returnMatcherValue(globalObject);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalObject, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toEndWith.zig b/src/bun.js/test/expect/toEndWith.zig
index 06b51f7218..2dea94ff2c 100644
--- a/src/bun.js/test/expect/toEndWith.zig
+++ b/src/bun.js/test/expect/toEndWith.zig
@@ -32,7 +32,7 @@ pub fn toEndWith(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFra
     const not = this.flags.not;
     if (not) pass = !pass;
 
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toEqual.zig b/src/bun.js/test/expect/toEqual.zig
index ff942e03db..2d13557283 100644
--- a/src/bun.js/test/expect/toEqual.zig
+++ b/src/bun.js/test/expect/toEqual.zig
@@ -18,7 +18,7 @@ pub fn toEqual(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFrame
     var pass = try value.jestDeepEquals(expected, globalThis);
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     const diff_formatter = DiffFormatter{
diff --git a/src/bun.js/test/expect/toEqualIgnoringWhitespace.zig b/src/bun.js/test/expect/toEqualIgnoringWhitespace.zig
index 38cd5331ec..63445469c9 100644
--- a/src/bun.js/test/expect/toEqualIgnoringWhitespace.zig
+++ b/src/bun.js/test/expect/toEqualIgnoringWhitespace.zig
@@ -60,7 +60,7 @@ pub fn toEqualIgnoringWhitespace(this: *Expect, globalThis: *JSGlobalObject, cal
     }
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toHaveBeenCalled.zig b/src/bun.js/test/expect/toHaveBeenCalled.zig
index 51b79f97cb..731c147b31 100644
--- a/src/bun.js/test/expect/toHaveBeenCalled.zig
+++ b/src/bun.js/test/expect/toHaveBeenCalled.zig
@@ -23,7 +23,7 @@ pub fn toHaveBeenCalled(this: *Expect, globalThis: *JSGlobalObject, callframe: *
 
     const not = this.flags.not;
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     if (not) {
diff --git a/src/bun.js/test/expect/toHaveBeenCalledOnce.zig b/src/bun.js/test/expect/toHaveBeenCalledOnce.zig
index cdc054ac0c..e1560e09d6 100644
--- a/src/bun.js/test/expect/toHaveBeenCalledOnce.zig
+++ b/src/bun.js/test/expect/toHaveBeenCalledOnce.zig
@@ -19,7 +19,7 @@ pub fn toHaveBeenCalledOnce(this: *Expect, globalThis: *JSGlobalObject, callfram
 
     const not = this.flags.not;
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     if (not) {
diff --git a/src/bun.js/test/expect/toHaveBeenCalledTimes.zig b/src/bun.js/test/expect/toHaveBeenCalledTimes.zig
index 57dccd9fd1..d04ed60e1a 100644
--- a/src/bun.js/test/expect/toHaveBeenCalledTimes.zig
+++ b/src/bun.js/test/expect/toHaveBeenCalledTimes.zig
@@ -26,7 +26,7 @@ pub fn toHaveBeenCalledTimes(this: *Expect, globalThis: *JSGlobalObject, callfra
 
     const not = this.flags.not;
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     if (not) {
diff --git a/src/bun.js/test/expect/toHaveBeenCalledWith.zig b/src/bun.js/test/expect/toHaveBeenCalledWith.zig
index 9ca450da6f..73eb795b93 100644
--- a/src/bun.js/test/expect/toHaveBeenCalledWith.zig
+++ b/src/bun.js/test/expect/toHaveBeenCalledWith.zig
@@ -47,7 +47,7 @@ pub fn toHaveBeenCalledWith(this: *Expect, globalThis: *JSGlobalObject, callfram
     }
 
     if (pass != this.flags.not) {
-        return .js_undefined;
+        return this.returnMatcherValue(globalThis);
     }
 
     // handle failure
diff --git a/src/bun.js/test/expect/toHaveBeenLastCalledWith.zig b/src/bun.js/test/expect/toHaveBeenLastCalledWith.zig
index 34a4e65f59..52f08bc9c2 100644
--- a/src/bun.js/test/expect/toHaveBeenLastCalledWith.zig
+++ b/src/bun.js/test/expect/toHaveBeenLastCalledWith.zig
@@ -43,7 +43,7 @@ pub fn toHaveBeenLastCalledWith(this: *Expect, globalThis: *JSGlobalObject, call
     }
 
     if (pass != this.flags.not) {
-        return .js_undefined;
+        return this.returnMatcherValue(globalThis);
     }
 
     // handle failure
diff --git a/src/bun.js/test/expect/toHaveBeenNthCalledWith.zig b/src/bun.js/test/expect/toHaveBeenNthCalledWith.zig
index c84d729656..4372b9bcb0 100644
--- a/src/bun.js/test/expect/toHaveBeenNthCalledWith.zig
+++ b/src/bun.js/test/expect/toHaveBeenNthCalledWith.zig
@@ -51,7 +51,7 @@ pub fn toHaveBeenNthCalledWith(this: *Expect, globalThis: *JSGlobalObject, callf
     }
 
     if (pass != this.flags.not) {
-        return .js_undefined;
+        return this.returnMatcherValue(globalThis);
     }
 
     // handle failure
diff --git a/src/bun.js/test/expect/toHaveLastReturnedWith.zig b/src/bun.js/test/expect/toHaveLastReturnedWith.zig
index ad5c242027..97ce3ca406 100644
--- a/src/bun.js/test/expect/toHaveLastReturnedWith.zig
+++ b/src/bun.js/test/expect/toHaveLastReturnedWith.zig
@@ -46,7 +46,7 @@ pub fn toHaveLastReturnedWith(this: *Expect, globalThis: *JSGlobalObject, callfr
     }
 
     if (pass != this.flags.not) {
-        return .js_undefined;
+        return this.returnMatcherValue(globalThis);
     }
 
     // Handle failure
diff --git a/src/bun.js/test/expect/toHaveLength.zig b/src/bun.js/test/expect/toHaveLength.zig
index 275de33dc3..98bd4a5e13 100644
--- a/src/bun.js/test/expect/toHaveLength.zig
+++ b/src/bun.js/test/expect/toHaveLength.zig
@@ -50,7 +50,7 @@ pub fn toHaveLength(
     }
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     if (not) {
diff --git a/src/bun.js/test/expect/toHaveNthReturnedWith.zig b/src/bun.js/test/expect/toHaveNthReturnedWith.zig
index 0f7244f7a6..301ed182d0 100644
--- a/src/bun.js/test/expect/toHaveNthReturnedWith.zig
+++ b/src/bun.js/test/expect/toHaveNthReturnedWith.zig
@@ -55,7 +55,7 @@ pub fn toHaveNthReturnedWith(this: *Expect, globalThis: *JSGlobalObject, callfra
     }
 
     if (pass != this.flags.not) {
-        return .js_undefined;
+        return this.returnMatcherValue(globalThis);
     }
 
     // Handle failure
diff --git a/src/bun.js/test/expect/toHaveProperty.zig b/src/bun.js/test/expect/toHaveProperty.zig
index 3013ec4787..9d1c58b745 100644
--- a/src/bun.js/test/expect/toHaveProperty.zig
+++ b/src/bun.js/test/expect/toHaveProperty.zig
@@ -39,7 +39,7 @@ pub fn toHaveProperty(this: *Expect, globalThis: *JSGlobalObject, callFrame: *Ca
     }
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/src/bun.js/test/expect/toHaveReturned.zig b/src/bun.js/test/expect/toHaveReturned.zig
index 75438185fc..b088c02923 100644
--- a/src/bun.js/test/expect/toHaveReturned.zig
+++ b/src/bun.js/test/expect/toHaveReturned.zig
@@ -43,7 +43,7 @@ inline fn toHaveReturnedTimesFn(this: *Expect, globalThis: *JSGlobalObject, call
 
     const not = this.flags.not;
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     switch (not) {
         inline else => |is_not| {
diff --git a/src/bun.js/test/expect/toHaveReturnedWith.zig b/src/bun.js/test/expect/toHaveReturnedWith.zig
index a7c5de26d6..b362759842 100644
--- a/src/bun.js/test/expect/toHaveReturnedWith.zig
+++ b/src/bun.js/test/expect/toHaveReturnedWith.zig
@@ -52,7 +52,7 @@ pub fn toHaveReturnedWith(this: *Expect, globalThis: *JSGlobalObject, callframe:
     }
 
     if (pass != this.flags.not) {
-        return .js_undefined;
+        return this.returnMatcherValue(globalThis);
     }
 
     // Handle failure
diff --git a/src/bun.js/test/expect/toInclude.zig b/src/bun.js/test/expect/toInclude.zig
index 802caf2393..075665ed76 100644
--- a/src/bun.js/test/expect/toInclude.zig
+++ b/src/bun.js/test/expect/toInclude.zig
@@ -32,7 +32,7 @@ pub fn toInclude(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFra
     const not = this.flags.not;
     if (not) pass = !pass;
 
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toIncludeRepeated.zig b/src/bun.js/test/expect/toIncludeRepeated.zig
index dbc5eeef8b..66b9e57c98 100644
--- a/src/bun.js/test/expect/toIncludeRepeated.zig
+++ b/src/bun.js/test/expect/toIncludeRepeated.zig
@@ -57,7 +57,7 @@ pub fn toIncludeRepeated(this: *Expect, globalThis: *JSGlobalObject, callFrame:
     pass = actual_count == countAsNum;
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toMatch.zig b/src/bun.js/test/expect/toMatch.zig
index c774969bf5..d3d817ab7f 100644
--- a/src/bun.js/test/expect/toMatch.zig
+++ b/src/bun.js/test/expect/toMatch.zig
@@ -39,7 +39,7 @@ pub fn toMatch(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFrame
     };
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     const expected_fmt = expected_value.toFmt(&formatter);
diff --git a/src/bun.js/test/expect/toMatchObject.zig b/src/bun.js/test/expect/toMatchObject.zig
index 2804745346..1b72732928 100644
--- a/src/bun.js/test/expect/toMatchObject.zig
+++ b/src/bun.js/test/expect/toMatchObject.zig
@@ -37,7 +37,7 @@ pub fn toMatchObject(this: *Expect, globalThis: *JSGlobalObject, callFrame: *Cal
     var pass = try received_object.jestDeepMatch(property_matchers, globalThis, true);
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     const diff_formatter = DiffFormatter{
diff --git a/src/bun.js/test/expect/toSatisfy.zig b/src/bun.js/test/expect/toSatisfy.zig
index dd7f1d3262..20b6a1c181 100644
--- a/src/bun.js/test/expect/toSatisfy.zig
+++ b/src/bun.js/test/expect/toSatisfy.zig
@@ -32,7 +32,7 @@ pub fn toSatisfy(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFra
     const not = this.flags.not;
     const pass = (result.isBoolean() and result.toBoolean()) != not;
 
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toStartWith.zig b/src/bun.js/test/expect/toStartWith.zig
index a457aa6507..760c4502f8 100644
--- a/src/bun.js/test/expect/toStartWith.zig
+++ b/src/bun.js/test/expect/toStartWith.zig
@@ -32,7 +32,7 @@ pub fn toStartWith(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallF
     const not = this.flags.not;
     if (not) pass = !pass;
 
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
     defer formatter.deinit();
diff --git a/src/bun.js/test/expect/toStrictEqual.zig b/src/bun.js/test/expect/toStrictEqual.zig
index b74813fe90..86a6a0740b 100644
--- a/src/bun.js/test/expect/toStrictEqual.zig
+++ b/src/bun.js/test/expect/toStrictEqual.zig
@@ -18,7 +18,7 @@ pub fn toStrictEqual(this: *Expect, globalThis: *JSGlobalObject, callFrame: *Cal
     var pass = try value.jestStrictDeepEquals(expected, globalThis);
 
     if (not) pass = !pass;
-    if (pass) return .js_undefined;
+    if (pass) return this.returnMatcherValue(globalThis);
 
     // handle failure
     const diff_formatter = DiffFormatter{ .received = value, .expected = expected, .globalThis = globalThis, .not = not };
diff --git a/src/bun.js/test/expect/toThrow.zig b/src/bun.js/test/expect/toThrow.zig
index 0fd4e1f28c..b340c5ca32 100644
--- a/src/bun.js/test/expect/toThrow.zig
+++ b/src/bun.js/test/expect/toThrow.zig
@@ -39,7 +39,7 @@ pub fn toThrow(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFrame
     if (not) {
         const signature = comptime getSignature("toThrow", "<green>expected<r>", true);
 
-        if (!did_throw) return .js_undefined;
+        if (!did_throw) return this.returnMatcherValue(globalThis);
 
         const result: JSValue = result_.?;
         var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
@@ -76,7 +76,7 @@ pub fn toThrow(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFrame
                 defer expected_slice.deinit();
                 const received_slice = try received_message.toSliceOrNull(globalThis);
                 defer received_slice.deinit();
-                if (!strings.contains(received_slice.slice(), expected_slice.slice())) return .js_undefined;
+                if (!strings.contains(received_slice.slice(), expected_slice.slice())) return this.returnMatcherValue(globalThis);
             }
 
             return this.throw(globalThis, signature, "\n\nExpected substring: not <green>{any}<r>\nReceived message: <red>{any}<r>\n", .{
@@ -95,7 +95,7 @@ pub fn toThrow(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFrame
             // TODO: REMOVE THIS GETTER! Expose a binding to call .test on the RegExp object directly.
             if (try expected_value.get(globalThis, "test")) |test_fn| {
                 const matches = test_fn.call(globalThis, expected_value, &.{received_message}) catch |err| globalThis.takeException(err);
-                if (!matches.toBoolean()) return .js_undefined;
+                if (!matches.toBoolean()) return this.returnMatcherValue(globalThis);
             }
 
             return this.throw(globalThis, signature, "\n\nExpected pattern: not <green>{any}<r>\nReceived message: <red>{any}<r>\n", .{
@@ -112,12 +112,12 @@ pub fn toThrow(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFrame
             if (globalThis.hasException()) return .zero;
 
             // no partial match for this case
-            if (!try expected_message.isSameValue(received_message, globalThis)) return .js_undefined;
+            if (!try expected_message.isSameValue(received_message, globalThis)) return this.returnMatcherValue(globalThis);
 
             return this.throw(globalThis, signature, "\n\nExpected message: not <green>{any}<r>\n", .{expected_message.toFmt(&formatter)});
         }
 
-        if (!result.isInstanceOf(globalThis, expected_value)) return .js_undefined;
+        if (!result.isInstanceOf(globalThis, expected_value)) return this.returnMatcherValue(globalThis);
 
         var expected_class = ZigString.Empty;
         try expected_value.getClassName(globalThis, &expected_class);
@@ -126,7 +126,7 @@ pub fn toThrow(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFrame
     }
 
     if (did_throw) {
-        if (expected_value == .zero or expected_value.isUndefined()) return .js_undefined;
+        if (expected_value == .zero or expected_value.isUndefined()) return this.returnMatcherValue(globalThis);
 
         const result: JSValue = if (result_.?.toError()) |r|
             r
@@ -146,7 +146,7 @@ pub fn toThrow(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFrame
                 defer expected_slice.deinit();
                 const received_slice = try received_message.toSlice(globalThis, globalThis.allocator());
                 defer received_slice.deinit();
-                if (strings.contains(received_slice.slice(), expected_slice.slice())) return .js_undefined;
+                if (strings.contains(received_slice.slice(), expected_slice.slice())) return this.returnMatcherValue(globalThis);
             }
 
             // error: message from received error does not match expected string
@@ -171,7 +171,7 @@ pub fn toThrow(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFrame
                 // TODO: REMOVE THIS GETTER! Expose a binding to call .test on the RegExp object directly.
                 if (try expected_value.get(globalThis, "test")) |test_fn| {
                     const matches = test_fn.call(globalThis, expected_value, &.{received_message}) catch |err| globalThis.takeException(err);
-                    if (matches.toBoolean()) return .js_undefined;
+                    if (matches.toBoolean()) return this.returnMatcherValue(globalThis);
                 }
             }
 
@@ -202,7 +202,7 @@ pub fn toThrow(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFrame
             }
 
             if (is_equal) {
-                return .js_undefined;
+                return this.returnMatcherValue(globalThis);
             }
 
             var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
@@ -219,7 +219,7 @@ pub fn toThrow(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFrame
             const signature = comptime getSignature("toThrow", "<green>expected<r>", false);
 
             if (_received_message) |received_message| {
-                if (try received_message.isSameValue(expected_message, globalThis)) return .js_undefined;
+                if (try received_message.isSameValue(expected_message, globalThis)) return this.returnMatcherValue(globalThis);
             }
 
             // error: message from received error does not match expected error message.
@@ -237,7 +237,7 @@ pub fn toThrow(this: *Expect, globalThis: *JSGlobalObject, callFrame: *CallFrame
             return this.throw(globalThis, signature, "\n\nExpected message: <green>{any}<r>\nReceived value: <red>{any}<r>\n", .{ expected_fmt, received_fmt });
         }
 
-        if (result.isInstanceOf(globalThis, expected_value)) return .js_undefined;
+        if (result.isInstanceOf(globalThis, expected_value)) return this.returnMatcherValue(globalThis);
 
         // error: received error not instance of received error constructor
         var formatter = jsc.ConsoleObject.Formatter{ .globalThis = globalThis, .quote_strings = true };
diff --git a/test/regression/issue/23420.test.ts b/test/regression/issue/23420.test.ts
new file mode 100644
index 0000000000..5e34b0621a
--- /dev/null
+++ b/test/regression/issue/23420.test.ts
@@ -0,0 +1,44 @@
+import { expect, test } from "bun:test";
+
+test("resolves matcher returns a Promise", () => {
+  const promise = Promise.resolve(42);
+  const matcherResult = expect(promise).resolves.toBe(42);
+  expect(matcherResult).toBeInstanceOf(Promise);
+  return matcherResult;
+});
+
+test("rejects matcher returns a Promise", () => {
+  const promise = Promise.reject(new Error("test error"));
+  const matcherResult = expect(promise).rejects.toThrow("test error");
+  expect(matcherResult).toBeInstanceOf(Promise);
+  return matcherResult;
+});
+
+test("resolves.not matcher returns a Promise", () => {
+  const promise = Promise.resolve(42);
+  const matcherResult = expect(promise).resolves.not.toBe(100);
+  expect(matcherResult).toBeInstanceOf(Promise);
+  return matcherResult;
+});
+
+test("rejects.not matcher returns a Promise", () => {
+  const promise = Promise.reject(42);
+  const matcherResult = expect(promise).rejects.not.toThrow("wrong error");
+  expect(matcherResult).toBeInstanceOf(Promise);
+  return matcherResult;
+});
+
+test("multiple resolves matchers can be chained with await", async () => {
+  const promise1 = Promise.resolve(1);
+  const promise2 = Promise.resolve(2);
+
+  await expect(promise1).resolves.toBe(1);
+  await expect(promise2).resolves.toBe(2);
+});
+
+test("resolves.toEqual returns a Promise", async () => {
+  const promise = Promise.resolve({ foo: "bar" });
+  const matcherResult = expect(promise).resolves.toEqual({ foo: "bar" });
+  expect(matcherResult).toBeInstanceOf(Promise);
+  await matcherResult;
+});