diff --git a/spring-cloud-contract-verifier/src/main/groovy/org/springframework/cloud/contract/verifier/builder/MethodBodyBuilder.groovy b/spring-cloud-contract-verifier/src/main/groovy/org/springframework/cloud/contract/verifier/builder/MethodBodyBuilder.groovy
index 95025d5d28..478de9f577 100644
--- a/spring-cloud-contract-verifier/src/main/groovy/org/springframework/cloud/contract/verifier/builder/MethodBodyBuilder.groovy
+++ b/spring-cloud-contract-verifier/src/main/groovy/org/springframework/cloud/contract/verifier/builder/MethodBodyBuilder.groovy
@@ -316,7 +316,7 @@ abstract class MethodBodyBuilder {
 					String path = quotedAndEscaped(it.path())
 					Object retrievedValue = value(copiedBody, it)
 					String valueAsParam = retrievedValue instanceof String ? quotedAndEscaped(retrievedValue.toString()) : retrievedValue.toString()
-					if (path.contains("[*]") && MatchingType.regexRelated(it.matchingType())) {
+					if (arrayRelated(path) && MatchingType.regexRelated(it.matchingType())) {
 						buildCustomMatchingConditionForEachElement(bb, path, valueAsParam)
 					} else {
 						String comparisonMethod = it.matchingType() == MatchingType.EQUALITY ? "isEqualTo" : "matches"
@@ -328,7 +328,7 @@ abstract class MethodBodyBuilder {
 				} else {
 					Object elementFromBody = value(copiedBody, it)
 					if (it.minTypeOccurrence() != null || it.maxTypeOccurrence() != null) {
-						if (it.path().contains("[*]")) {
+						if (arrayRelated(it.path())) {
 							throw new UnsupportedOperationException("Version 1.0.x doesn't support checking sizes when JSON Path contains [*]. " +
 									"For more information check out https://github.com/spring-cloud/spring-cloud-contract/issues/217 . " +
 									"Please upgrade to the latest version of Spring Cloud Contract for this feature.")
@@ -346,6 +346,10 @@ abstract class MethodBodyBuilder {
 		processBodyElement(bb, "", convertedResponseBody)
 	}
 
+	protected boolean arrayRelated(String path) {
+		return path.contains("[*]") || path.contains("..")
+	}
+
 	protected void buildCustomMatchingConditionForEachElement(BlockBuilder bb, String path, String valueAsParam) {
 		String method = "assertThat(parsedJson.read(${path}, java.util.Collection.class)).as(\"All elements match regex\").are("
 		String newCondition = "new org.assertj.core.api.Condition<Object>() {"
diff --git a/spring-cloud-contract-verifier/src/test/groovy/org/springframework/cloud/contract/verifier/builder/MockMvcMethodBodyBuilderWithMatchersSpec.groovy b/spring-cloud-contract-verifier/src/test/groovy/org/springframework/cloud/contract/verifier/builder/MockMvcMethodBodyBuilderWithMatchersSpec.groovy
index b5f6836329..8b34add1ef 100644
--- a/spring-cloud-contract-verifier/src/test/groovy/org/springframework/cloud/contract/verifier/builder/MockMvcMethodBodyBuilderWithMatchersSpec.groovy
+++ b/spring-cloud-contract-verifier/src/test/groovy/org/springframework/cloud/contract/verifier/builder/MockMvcMethodBodyBuilderWithMatchersSpec.groovy
@@ -225,7 +225,7 @@ class MockMvcMethodBodyBuilderWithMatchersSpec extends Specification implements
 			test.contains('new org.assertj.core.api.Condition<Object>() {')
 			test.contains('@Override public boolean matches(Object o) {')
 			test.contains('return ((String)o).matches("^[0-9]{3} [0-9]{3}-[0-9]{4}' + rootElement + '")')
-			test.contains('assertThat(parsedJson.read("' + rootElement + '..number", String.class)).matches("^[0-9]{3} [0-9]{3}-[0-9]{4}' + rootElement + '")')
+			test.contains('assertThat(parsedJson.read("' + rootElement + '..number", java.util.Collection.class)).as("All elements match regex").are(')
 			!test.contains('cursor')
 		and:
 			try {