diff --git a/tests/Features/Expect/matchExpectation.php b/tests/Features/Expect/matchExpectation.php
new file mode 100644
index 00000000..ba397b11
--- /dev/null
+++ b/tests/Features/Expect/matchExpectation.php
@@ -0,0 +1,160 @@
+<?php
+
+use PHPUnit\Framework\ExpectationFailedException;
+
+beforeEach(function () {
+    $this->matched = null;
+});
+
+it('pass', function () {
+    expect('baz')
+        ->match('foo', [
+                'bar' => function ($value) {
+                    $this->matched = 'bar';
+
+                    return $value->toEqual('bar');
+                },
+                'foo' => function ($value) {
+                    $this->matched = 'baz';
+
+                    return $value->toEqual('baz');
+                },
+            ]
+        )
+        ->toEqual($this->matched);
+
+    expect(static::getCount())->toBe(2);
+});
+
+it('failures', function () {
+    expect(true)
+        ->match('foo', [
+                'bar' => function ($value) {
+                    return $value->toBeTrue();
+                },
+                'foo' => function ($value) {
+                    return $value->toBeFalse();
+                },
+            ]
+        );
+})->throws(ExpectationFailedException::class, 'true is false');
+
+it('adds a warning if no match is found', function () {
+    expect(true)
+        ->match('bar', [
+                'foo' => function ($value) {
+                    return $value->toBeFalse();
+                },
+            ]
+        );
+});
+
+it('runs with truthy', function () {
+    expect('foo')
+        ->match(1, [
+                'bar' => function ($value) {
+                    $this->matched = 'bar';
+
+                    return $value->toEqual('bar');
+                },
+                true => function ($value) {
+                    $this->matched = 'foo';
+
+                    return $value->toEqual('foo');
+                },
+            ]
+        )
+        ->toEqual($this->matched);
+
+    expect(static::getCount())->toBe(2);
+});
+
+it('runs with falsy', function () {
+    expect('foo')
+        ->match(false, [
+                'bar' => function ($value) {
+                    $this->matched = 'bar';
+
+                    return $value->toEqual('bar');
+                },
+                false => function ($value) {
+                    $this->matched = 'foo';
+
+                    return $value->toEqual('foo');
+                },
+            ]
+        )
+        ->toEqual($this->matched);
+
+    expect(static::getCount())->toBe(2);
+});
+
+it('runs with truthy closure condition', function () {
+    expect('foo')
+        ->match(
+            function () { return '1'; }, [
+                'bar' => function ($value) {
+                    $this->matched = 'bar';
+
+                    return $value->toEqual('bar');
+                },
+                true => function ($value) {
+                    $this->matched = 'foo';
+
+                    return $value->toEqual('foo');
+                },
+            ]
+        )
+        ->toEqual($this->matched);
+
+    expect(static::getCount())->toBe(2);
+});
+
+it('runs with falsy closure condition', function () {
+    expect('foo')
+        ->match(
+            function () { return '0'; }, [
+                'bar' => function ($value) {
+                    $this->matched = 'bar';
+
+                    return $value->toEqual('bar');
+                },
+                false => function ($value) {
+                    $this->matched = 'foo';
+
+                    return $value->toEqual('foo');
+                },
+            ]
+        )
+        ->toEqual($this->matched);
+
+    expect(static::getCount())->toBe(2);
+});
+
+it('can be passed non-callable values', function () {
+    expect('foo')
+        ->match('pest', [
+                'bar'  => 'foo',
+                'pest' => 'baz',
+            ]
+        );
+})->throws(ExpectationFailedException::class, 'two strings are equal');
+
+it('passes with empty data', function () {
+    expect('foo')
+        ->match('bar', [])
+        ->toEqual('foo');
+});
+
+it('can be used in higher order tests')
+    ->expect(true)
+    ->match(
+        function () { return true; }, [
+            false => function ($value) {
+                return $value->toBeFalse();
+            },
+            true => function ($value) {
+                return $value->toBeTrue();
+            },
+        ]
+    );