diff --git a/spring-shell-core/src/main/java/org/springframework/shell/command/parser/Parser.java b/spring-shell-core/src/main/java/org/springframework/shell/command/parser/Parser.java
index 4b2eac06..84284546 100644
--- a/spring-shell-core/src/main/java/org/springframework/shell/command/parser/Parser.java
+++ b/spring-shell-core/src/main/java/org/springframework/shell/command/parser/Parser.java
@@ -351,7 +351,7 @@ public interface Parser {
 						if (currentOption.getArityMin() > -1 && toUse.size() < currentOption.getArityMin()) {
 							String arg = currentOption.getLongNames()[0];
 							commonMessageResults.add(MessageResult.of(ParserMessage.NOT_ENOUGH_OPTION_ARGUMENTS, 0, arg,
-									toUse.size()));
+									currentOption.getArityMin()));
 						}
 						else if (currentOption.getArityMax() > -1 && toUse.size() > currentOption.getArityMax()) {
 							String arg = currentOption.getLongNames()[0];
diff --git a/spring-shell-core/src/test/java/org/springframework/shell/command/parser/AbstractParsingTests.java b/spring-shell-core/src/test/java/org/springframework/shell/command/parser/AbstractParsingTests.java
index 21ef76a3..c54e0b52 100644
--- a/spring-shell-core/src/test/java/org/springframework/shell/command/parser/AbstractParsingTests.java
+++ b/spring-shell-core/src/test/java/org/springframework/shell/command/parser/AbstractParsingTests.java
@@ -313,6 +313,19 @@ abstract class AbstractParsingTests {
 			.and()
 		.build();
 
+	static final CommandRegistration ROOT8_ONE_ARG_ARITYEONE_STRING = CommandRegistration.builder()
+		.command("root8")
+		.withOption()
+			.longNames("arg1")
+			.type(String.class)
+			.arity(OptionArity.EXACTLY_ONE)
+			.position(0)
+			.and()
+		.withTarget()
+			.consumer(ctx -> {})
+			.and()
+		.build();
+
 	Map<String, CommandRegistration> registrations = new HashMap<>();
 
 	@BeforeEach
diff --git a/spring-shell-core/src/test/java/org/springframework/shell/command/parser/MessageResultAssert.java b/spring-shell-core/src/test/java/org/springframework/shell/command/parser/MessageResultAssert.java
new file mode 100644
index 00000000..63d85425
--- /dev/null
+++ b/spring-shell-core/src/test/java/org/springframework/shell/command/parser/MessageResultAssert.java
@@ -0,0 +1,40 @@
+/*
+ * Copyright 2023 the original author or authors.
+ *
+ * Licensed under the Apache License, Version 2.0 (the "License");
+ * you may not use this file except in compliance with the License.
+ * You may obtain a copy of the License at
+ *
+ *      https://www.apache.org/licenses/LICENSE-2.0
+ *
+ * Unless required by applicable law or agreed to in writing, software
+ * distributed under the License is distributed on an "AS IS" BASIS,
+ * WITHOUT WARRANTIES OR CONDITIONS OF ANY KIND, either express or implied.
+ * See the License for the specific language governing permissions and
+ * limitations under the License.
+ */
+package org.springframework.shell.command.parser;
+
+import org.assertj.core.api.AbstractAssert;
+
+import static org.assertj.core.api.Assertions.assertThat;
+
+public class MessageResultAssert extends AbstractAssert<MessageResultAssert, MessageResult> {
+
+	public MessageResultAssert(MessageResult actual) {
+		super(actual, MessageResultAssert.class);
+	}
+
+	public MessageResultAssert hasPosition(int position) {
+		isNotNull();
+		assertThat(actual.position()).isEqualTo(position);
+		return this;
+	}
+
+	public MessageResultAssert hasInserts(Object... inserts) {
+		isNotNull();
+		assertThat(actual.inserts()).containsExactly(inserts);
+		return this;
+	}
+
+}
diff --git a/spring-shell-core/src/test/java/org/springframework/shell/command/parser/ParserAssertions.java b/spring-shell-core/src/test/java/org/springframework/shell/command/parser/ParserAssertions.java
index b8c21db3..7a65f6b5 100644
--- a/spring-shell-core/src/test/java/org/springframework/shell/command/parser/ParserAssertions.java
+++ b/spring-shell-core/src/test/java/org/springframework/shell/command/parser/ParserAssertions.java
@@ -24,4 +24,8 @@ public class ParserAssertions {
 	public static ParserMessageAssert assertThat(ParserMessage message) {
 		return new ParserMessageAssert(message);
 	}
+
+	public static MessageResultAssert assertThat(MessageResult result) {
+		return new MessageResultAssert(result);
+	}
 }
diff --git a/spring-shell-core/src/test/java/org/springframework/shell/command/parser/ParserTests.java b/spring-shell-core/src/test/java/org/springframework/shell/command/parser/ParserTests.java
index 45550dfc..b36c35f6 100644
--- a/spring-shell-core/src/test/java/org/springframework/shell/command/parser/ParserTests.java
+++ b/spring-shell-core/src/test/java/org/springframework/shell/command/parser/ParserTests.java
@@ -635,5 +635,18 @@ class ParserTests extends AbstractParsingTests {
 				}
 			);
 		}
+
+		@Test
+		void notEnoughOptionArgumentsShouldHaveCorrectCount() {
+			register(ROOT8_ONE_ARG_ARITYEONE_STRING);
+			ParseResult result = parse("root8", "--arg1");
+			assertThat(result.messageResults()).satisfiesExactlyInAnyOrder(
+				message -> {
+					ParserAssertions.assertThat(message.parserMessage()).hasCode(2003).hasType(ParserMessage.Type.ERROR);
+					ParserAssertions.assertThat(message).hasPosition(0).hasInserts("arg1", 1);
+				}
+			);
+		}
+
 	}
 }
diff --git a/spring-shell-samples/src/main/java/org/springframework/shell/samples/e2e/ArityCommands.java b/spring-shell-samples/src/main/java/org/springframework/shell/samples/e2e/ArityCommands.java
index dd66786a..d200ab5f 100644
--- a/spring-shell-samples/src/main/java/org/springframework/shell/samples/e2e/ArityCommands.java
+++ b/spring-shell-samples/src/main/java/org/springframework/shell/samples/e2e/ArityCommands.java
@@ -58,6 +58,13 @@ public class ArityCommands {
 			return "Hello " + stringOfFloats(arg1);
 		}
 
+		@ShellMethod(key = LEGACY_ANNO + "string-arityeone-required", group = GROUP)
+		public String testStringArityeoneRequiredLegacyAnnotation(
+			@ShellOption(value = "--arg1", arity = 1) String arg1
+		) {
+			return "Hello " + arg1;
+		}
+
 	}
 
 	@Command(command = BaseE2ECommands.ANNO, group = BaseE2ECommands.GROUP)
@@ -86,6 +93,15 @@ public class ArityCommands {
 		) {
 				return "Hello " + stringOfFloats(arg1);
 		}
+
+		@Command(command = "string-arityeone-required")
+		public String testStringArityeoneRequiredAnnotation(
+				@Option(longNames = {"arg1"}, arity = OptionArity.EXACTLY_ONE, required = true)
+				String arg1
+		) {
+				return "Hello " + arg1;
+		}
+
 	}
 
 	@Component
@@ -151,6 +167,26 @@ public class ArityCommands {
 				.build();
 		}
 
+		@Bean
+		public CommandRegistration testStringArityeoneRequiredRegistration() {
+			return getBuilder()
+				.command(REG, "string-arityeone-required")
+				.group(GROUP)
+				.withOption()
+					.longNames("arg1")
+					.type(String.class)
+					.required()
+					.arity(OptionArity.EXACTLY_ONE)
+					.and()
+				.withTarget()
+					.function(ctx -> {
+						String arg1 = ctx.getOptionValue("arg1");
+						return "Hello " + arg1;
+					})
+					.and()
+				.build();
+		}
+
 		@Bean
 		public CommandRegistration testArityErrorsRegistration() {
 			return getBuilder()