diff --git a/spec/rspec/expectations/match_matcher_spec.cr b/spec/rspec/expectations/match_matcher_spec.cr
new file mode 100644
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+++ b/spec/rspec/expectations/match_matcher_spec.cr
@@ -0,0 +1,30 @@
+require "../../spec_helper"
+
+# Examples taken from:
+# https://relishapp.com/rspec/rspec-expectations/v/3-8/docs/built-in-matchers/match-matcher
+# and modified to fit Spectator and Crystal.
+Spectator.describe "`match` matcher" do
+  context "string usage" do
+    describe "a string" do
+      it { is_expected.to match(/str/) }
+      it { is_expected.not_to match(/foo/) }
+
+      # deliberate failures
+      # TODO: Add support for expected failures.
+      xit { is_expected.not_to match(/str/) }
+      xit { is_expected.to match(/foo/) }
+    end
+  end
+
+  context "regular expression usage" do
+    describe /foo/ do
+      it { is_expected.to match("food") }
+      it { is_expected.not_to match("drinks") }
+
+      # deliberate failures
+      # TODO: Add support for expected failures.
+      xit { is_expected.not_to match("food") }
+      xit { is_expected.to match("drinks") }
+    end
+  end
+end