diff --git a/src/FluentAssertions.Analyzers.Tests/Tips/XunitTests.cs b/src/FluentAssertions.Analyzers.Tests/Tips/XunitTests.cs
index f271201e..64599f69 100644
--- a/src/FluentAssertions.Analyzers.Tests/Tips/XunitTests.cs
+++ b/src/FluentAssertions.Analyzers.Tests/Tips/XunitTests.cs
@@ -396,6 +396,35 @@ public void AssertStringMatches_String_TestCodeFix(string oldAssertion, string n
         public void AssertStringMatches_Regex_TestCodeFix(string oldAssertion, string newAssertion)
             => VerifyCSharpFix<AssertMatchesCodeFix, AssertMatchesAnalyzer>("string actual, Regex expectedRegex", oldAssertion, newAssertion);
 
+        [DataTestMethod]
+        [DataRow("Assert.DoesNotMatch(expectedRegexPattern, actual);")]
+        [Implemented]
+        public void AssertStringDoesNotMatch_String_TestAnalyzer(string assertion) =>
+            VerifyCSharpDiagnostic<AssertDoesNotMatchAnalyzer>("string actual, string expectedRegexPattern", assertion);
+
+        [DataTestMethod]
+        [DataRow(
+            /* oldAssertion: */ "Assert.DoesNotMatch(expectedRegexPattern, actual);",
+            /* newAssertion: */ "actual.Should().NotMatchRegex(expectedRegexPattern);")]
+        [Implemented]
+        public void AssertStringDoesNotMatch_String_TestCodeFix(string oldAssertion, string newAssertion)
+            => VerifyCSharpFix<AssertDoesNotMatchCodeFix, AssertDoesNotMatchAnalyzer>("string actual, string expectedRegexPattern", oldAssertion, newAssertion);
+
+        [DataTestMethod]
+        [DataRow("Assert.DoesNotMatch(expectedRegex, actual);")]
+        [Implemented]
+        public void AssertStringDoesNotMatch_Regex_TestAnalyzer(string assertion) =>
+            VerifyCSharpDiagnostic<AssertDoesNotMatchAnalyzer>("string actual, Regex expectedRegex", assertion);
+
+        [DataTestMethod]
+        [DataRow(
+            /* oldAssertion: */ "Assert.DoesNotMatch(expectedRegex, actual);",
+            /* newAssertion: */ "actual.Should().NotMatchRegex(expectedRegex);")]
+        [Implemented]
+        public void AssertStringDoesNotMatch_Regex_TestCodeFix(string oldAssertion, string newAssertion)
+            => VerifyCSharpFix<AssertDoesNotMatchCodeFix, AssertDoesNotMatchAnalyzer>("string actual, Regex expectedRegex", oldAssertion, newAssertion);
+
+
         private void VerifyCSharpDiagnostic<TDiagnosticAnalyzer>(string methodArguments, string assertion) where TDiagnosticAnalyzer : Microsoft.CodeAnalysis.Diagnostics.DiagnosticAnalyzer, new()
         {
             var source = GenerateCode.XunitAssertion(methodArguments, assertion);
diff --git a/src/FluentAssertions.Analyzers/Constants.cs b/src/FluentAssertions.Analyzers/Constants.cs
index cfbba751..b9fbda28 100644
--- a/src/FluentAssertions.Analyzers/Constants.cs
+++ b/src/FluentAssertions.Analyzers/Constants.cs
@@ -132,6 +132,7 @@ public static class Xunit
                 public const string AssertContains = $"{DiagnosticProperties.IdPrefix}0710";
                 public const string AssertDoesNotContain = $"{DiagnosticProperties.IdPrefix}0711";
                 public const string AssertMatches = $"{DiagnosticProperties.IdPrefix}0712";
+                public const string AssertDoesNotMatch = $"{DiagnosticProperties.IdPrefix}0713";
             }
         }
 
diff --git a/src/FluentAssertions.Analyzers/Tips/Xunit/AssertDoesNotMatch.cs b/src/FluentAssertions.Analyzers/Tips/Xunit/AssertDoesNotMatch.cs
new file mode 100644
index 00000000..e048a7ab
--- /dev/null
+++ b/src/FluentAssertions.Analyzers/Tips/Xunit/AssertDoesNotMatch.cs
@@ -0,0 +1,58 @@
+using System.Collections.Generic;
+using System.Collections.Immutable;
+using System.Composition;
+using FluentAssertions.Analyzers.Utilities;
+using Microsoft.CodeAnalysis;
+using Microsoft.CodeAnalysis.CodeFixes;
+using Microsoft.CodeAnalysis.CSharp.Syntax;
+using Microsoft.CodeAnalysis.Diagnostics;
+
+namespace FluentAssertions.Analyzers.Xunit;
+
+[DiagnosticAnalyzer(LanguageNames.CSharp)]
+public class AssertDoesNotMatchAnalyzer : XunitAnalyzer
+{
+    public const string DiagnosticId = Constants.Tips.Xunit.AssertDoesNotMatch;
+    public const string Category = Constants.Tips.Category;
+
+    public const string Message = "Use .Should().NotMatchRegex()";
+
+    protected override DiagnosticDescriptor Rule => new(DiagnosticId, Title, Message, Category, DiagnosticSeverity.Info, true);
+
+    protected override IEnumerable<FluentAssertionsCSharpSyntaxVisitor> Visitors => new FluentAssertionsCSharpSyntaxVisitor[]
+    {
+        new AssertDoesNotMatchStringSyntaxVisitor()
+    };
+
+    //public static void DoesNotMatch(string expectedRegexPattern, string? actualString)
+    //public static void DoesNotMatch(Regex expectedRegex, string? actualString)
+    public class AssertDoesNotMatchStringSyntaxVisitor : FluentAssertionsCSharpSyntaxVisitor
+    {
+        public AssertDoesNotMatchStringSyntaxVisitor() : base(
+            MemberValidator.ArgumentsMatch("DoesNotMatch",
+                ArgumentValidator.IsAnyType(TypeSelector.GetStringType, TypeSelector.GetRegexType),
+                ArgumentValidator.IsType(TypeSelector.GetStringType))
+        )
+        {
+        }
+    }
+}
+
+[ExportCodeFixProvider(LanguageNames.CSharp, Name = nameof(AssertDoesNotMatchCodeFix)), Shared]
+public class AssertDoesNotMatchCodeFix : XunitCodeFixProvider
+{
+    public override ImmutableArray<string> FixableDiagnosticIds => ImmutableArray.Create(AssertDoesNotMatchAnalyzer.DiagnosticId);
+
+    protected override ExpressionSyntax GetNewExpression(
+        ExpressionSyntax expression,
+        FluentAssertionsDiagnosticProperties properties)
+    {
+        switch (properties.VisitorName)
+        {
+            case nameof(AssertDoesNotMatchAnalyzer.AssertDoesNotMatchStringSyntaxVisitor):
+                return RenameMethodAndReorderActualExpectedAndReplaceWithSubjectShould(expression, "DoesNotMatch", "NotMatchRegex");
+            default:
+                throw new System.InvalidOperationException($"Invalid visitor name - {properties.VisitorName}");
+        }
+    }
+}
\ No newline at end of file