diff --git a/llvm/utils/lit/lit/BooleanExpression.py b/llvm/utils/lit/lit/BooleanExpression.py
--- a/llvm/utils/lit/lit/BooleanExpression.py
+++ b/llvm/utils/lit/lit/BooleanExpression.py
@@ -9,13 +9,19 @@
     #   and_expr   :: not_expr ('&&' not_expr)*
     #   not_expr   :: '!' not_expr
     #                 '(' or_expr ')'
+    #                 match_expr
+    #   match_expr :: regex
     #                 identifier
+    #                 regex match_expr
+    #                 identifier match_expr
     #   identifier :: [-+=._a-zA-Z0-9]+
+    #   regex      :: '{{' any-regex '}}'
 
     # Evaluates `string` as a boolean expression.
     # Returns True or False. Throws a ValueError on syntax error.
     #
     # Variables in `variables` are true.
+    # Regexes that match any variable in `variables` are true.
     # Substrings of `triple` are true.
     # 'true' is true.
     # All other identifiers are false.
@@ -41,7 +47,7 @@
     END = object()
 
     # Tokenization pattern.
-    Pattern = re.compile(r'\A\s*([()]|[-+=._a-zA-Z0-9]+|&&|\|\||!)\s*(.*)\Z')
+    Pattern = re.compile(r'\A\s*([()]|&&|\|\||!|(?:[-+=._a-zA-Z0-9]+|\{\{.+?\}\})+)\s*(.*)\Z')
 
     @staticmethod
     def tokenize(string):
@@ -86,6 +92,18 @@
             return False
         return True
 
+    def parseMATCH(self):
+        regex = ''
+        for part in filter(None, re.split(r'(\{\{.+?\}\})', self.token)):
+            if part.startswith('{{'):
+                assert part.endswith('}}')
+                regex += '(?:{})'.format(part[2:-2])
+            else:
+                regex += re.escape(part)
+        regex = re.compile(regex)
+        self.value = self.token in self.triple or any(regex.fullmatch(var) for var in self.variables)
+        self.token = next(self.tokens)
+
     def parseNOT(self):
         if self.accept('!'):
             self.parseNOT()
@@ -97,9 +115,7 @@
             raise ValueError("expected: '!' or '(' or identifier\nhave: %s" %
                              self.quote(self.token))
         else:
-            self.value = (self.token in self.variables or
-                          self.token in self.triple)
-            self.token = next(self.tokens)
+            self.parseMATCH()
 
     def parseAND(self):
         self.parseNOT()
@@ -143,12 +159,20 @@
         self.assertTrue(BooleanExpression.evaluate('under_score', variables))
         self.assertTrue(BooleanExpression.evaluate('e=quals', variables))
         self.assertTrue(BooleanExpression.evaluate('d1g1ts', variables))
+        self.assertTrue(BooleanExpression.evaluate('{{its.+}}', variables))
+        self.assertTrue(BooleanExpression.evaluate('{{false-[lo]+-true}}', variables))
+        self.assertTrue(BooleanExpression.evaluate('{{(true|false)-lol-(true|false)}}', variables))
+        self.assertTrue(BooleanExpression.evaluate('d1g{{[0-9]}}ts', variables))
+        self.assertTrue(BooleanExpression.evaluate('d1g{{[0-9]}}t{{[a-z]}}', variables))
+        self.assertTrue(BooleanExpression.evaluate('{{d}}1g{{[0-9]}}t{{[a-z]}}', variables))
+        self.assertTrue(BooleanExpression.evaluate('d1{{(g|1)+}}ts', variables))
 
         self.assertFalse(BooleanExpression.evaluate('false', variables))
         self.assertFalse(BooleanExpression.evaluate('True', variables))
         self.assertFalse(BooleanExpression.evaluate('true-ish', variables))
         self.assertFalse(BooleanExpression.evaluate('not_true', variables))
         self.assertFalse(BooleanExpression.evaluate('tru', variables))
+        self.assertFalse(BooleanExpression.evaluate('{{its-true.+}}', variables))
 
     def test_triple(self):
         triple = 'arch-vendor-os'
@@ -159,6 +183,16 @@
         self.assertTrue(BooleanExpression.evaluate('-os', {}, triple))
         self.assertFalse(BooleanExpression.evaluate('arch-os', {}, triple))
 
+    def test_matching(self):
+        expr1 = 'linux && (target={{aarch64-.+}} || target={{x86_64-.+}})'
+        self.assertTrue(BooleanExpression.evaluate(expr1, {'linux', 'target=x86_64-unknown-linux-gnu'}))
+        self.assertFalse(BooleanExpression.evaluate(expr1, {'linux', 'target=i386-unknown-linux-gnu'}))
+
+        expr2 = 'use_system_cxx_lib && target={{.+}}-apple-macosx10.{{9|10|11|12}} && !no-exceptions'
+        self.assertTrue(BooleanExpression.evaluate(expr2, {'use_system_cxx_lib', 'target=arm64-apple-macosx10.12'}))
+        self.assertFalse(BooleanExpression.evaluate(expr2, {'use_system_cxx_lib', 'target=arm64-apple-macosx10.12', 'no-exceptions'}))
+        self.assertFalse(BooleanExpression.evaluate(expr2, {'use_system_cxx_lib', 'target=arm64-apple-macosx10.15'}))
+
     def test_operators(self):
         self.assertTrue(BooleanExpression.evaluate('true || true', {}))
         self.assertTrue(BooleanExpression.evaluate('true || false', {}))
@@ -248,5 +282,14 @@
                             "have: ')'\n" +
                             "in expression: '( )'")
 
+        self.checkException("abc{{def",
+                            "couldn't parse text: '{{def'\n" +
+                            "in expression: 'abc{{def'")
+
+        self.checkException("{{}}",
+                            "couldn't parse text: '{{}}'\n" +
+                            "in expression: '{{}}'")
+
+
 if __name__ == '__main__':
     unittest.main()
diff --git a/llvm/utils/lit/tests/Inputs/show-used-features/mixed.txt b/llvm/utils/lit/tests/Inputs/show-used-features/mixed.txt
--- a/llvm/utils/lit/tests/Inputs/show-used-features/mixed.txt
+++ b/llvm/utils/lit/tests/Inputs/show-used-features/mixed.txt
@@ -1,4 +1,4 @@
 
-// REQUIRES: my-require-feature-2 || my-require-feature-3
-// UNSUPPORTED: my-unsupported-feature-2, my-unsupported-feature-3
-// XFAIL: my-xfail-feature-2, my-xfail-feature-3
+// REQUIRES: my-require-feature-2 || my-require-feature-3, my-{{[require]*}}-feature-4
+// UNSUPPORTED: my-unsupported-feature-2, my-unsupported-feature-3 && !my-{{[unsupported]*}}-feature-4
+// XFAIL: my-xfail-feature-2, my-xfail-feature-3, my-{{[xfail]*}}-feature-4
diff --git a/llvm/utils/lit/tests/show-used-features.py b/llvm/utils/lit/tests/show-used-features.py
--- a/llvm/utils/lit/tests/show-used-features.py
+++ b/llvm/utils/lit/tests/show-used-features.py
@@ -4,3 +4,6 @@
 # CHECK: my-require-feature-1 my-require-feature-2 my-require-feature-3
 # CHECK: my-unsupported-feature-1 my-unsupported-feature-2 my-unsupported-feature-3
 # CHECK: my-xfail-feature-1 my-xfail-feature-2 my-xfail-feature-3
+# CHECK: {{my-[{][{]\[require\]\*[}][}]-feature-4}}
+# CHECK: {{my-[{][{]\[unsupported\]\*[}][}]-feature-4}}
+# CHECK: {{my-[{][{]\[xfail\]\*[}][}]-feature-4}}