diff --git a/TruePath.Tests/AbsolutePathTests.cs b/TruePath.Tests/AbsolutePathTests.cs
index fa1cea3..0f989cb 100644
--- a/TruePath.Tests/AbsolutePathTests.cs
+++ b/TruePath.Tests/AbsolutePathTests.cs
@@ -19,18 +19,18 @@ public void ConstructionTest()
     [Fact]
     public void PathRootReturnsRoot()
     {
-      var root = new AbsolutePath(OperatingSystem.IsWindows() ? @"A:\" : "/");
-      var path = root / "foo" / "bar";
+        var root = new AbsolutePath(OperatingSystem.IsWindows() ? @"A:\" : "/");
+        var path = root / "foo" / "bar";
 
-     Assert.Equal(root, path.PathRoot());
+        Assert.Equal(root, path.PathRoot());
     }
 
     [Fact]
     public void PathRootOfRootReturnsItself()
     {
-       var root = new AbsolutePath(OperatingSystem.IsWindows() ? @"A:\" : "/");
+        var root = new AbsolutePath(OperatingSystem.IsWindows() ? @"A:\" : "/");
 
-     Assert.Equal(root, root.PathRoot());
+        Assert.Equal(root, root.PathRoot());
     }
 
     [Fact]
@@ -261,6 +261,102 @@ public void PathIsNormalizedOnCreation()
         Assert.Equal(@"C:\Users\John Doe\Documents", absolutePath.Value);
     }
 
+    [Theory]
+    [InlineData(@"/.")]
+    [InlineData(@"/./.")]
+    [InlineData(@"/././.")]
+    public void ConstructorCreatesValidPathWithDotInUnix(string path)
+    {
+        if (OperatingSystem.IsWindows()) return;
+        const string expectedPath = @"/";
+
+        var absolutePath = new AbsolutePath(path);
+
+        Assert.Equal(expectedPath, absolutePath.Value);
+    }
+
+    [Theory]
+    [InlineData(@"/...")]
+    [InlineData(@"/..SomeFolder")]
+    [InlineData(@"/..00")]
+    [InlineData(@"/..#")]
+    public void ConstructorCreatesValidPathCorrectlyInUnix(string path)
+    {
+        if (OperatingSystem.IsWindows()) return;
+
+        var absolutePath = new AbsolutePath(path);
+
+        Assert.Equal(path, absolutePath.Value);
+    }
+
+    [Theory]
+    [InlineData(@"/../")]
+    [InlineData(@"/../..")]
+    [InlineData(@"/../../SomeFolder")]
+    [InlineData(@"/../.SomeFolder")]
+    [InlineData(@"/../SomeFolder")]
+    [InlineData(@"/../1123")]
+    [InlineData(@"/../()")]
+    [InlineData(@"/./..")]
+    [InlineData(@"/./../.")]
+    public void ConstructorThrowsOnInvalidPathInUnix(string path)
+    {
+        if (OperatingSystem.IsWindows()) return;
+        string expectedMessage = $"Path \"{path}\" is not valid.";
+
+        var ex = Assert.Throws<ArgumentException>(() => new AbsolutePath(path));
+
+        Assert.Equal(expectedMessage, ex.Message);
+    }
+
+    [Theory]
+    [InlineData(@"C:\.")]
+    [InlineData(@"C:\.\.")]
+    [InlineData(@"C:\.\.\.")]
+    public void ConstructorCreatesValidPathWithDotInWindows(string path)
+    {
+        if (OperatingSystem.IsWindows() is false) return;
+        const string expectedPath = @"C:\";
+
+        var absolutePath = new AbsolutePath(path);
+
+        Assert.Equal(expectedPath, absolutePath.Value);
+    }
+
+    [Theory]
+    [InlineData(@"C:\...")]
+    [InlineData(@"C:\..SomeFolder")]
+    [InlineData(@"C:\..00")]
+    [InlineData(@"C:\..#")]
+    public void ConstructorCreatesValidPathCorrectlyInWindows(string path)
+    {
+        if (OperatingSystem.IsWindows() is false) return;
+
+        var absolutePath = new AbsolutePath(path);
+
+        Assert.Equal(path, absolutePath.Value);
+    }
+
+    [Theory]
+    [InlineData(@"C:\..\")]
+    [InlineData(@"C:\..\..")]
+    [InlineData(@"C:\..\..SomeFolder")]
+    [InlineData(@"C:\..\.SomeFolder")]
+    [InlineData(@"C:\..\SomeFolder")]
+    [InlineData(@"C:\..\1123")]
+    [InlineData(@"C:\..\()")]
+    [InlineData(@"C:\.\..")]
+    [InlineData(@"C:\.\..\.")]
+    public void ConstructorThrowsOnInvalidPathInWindows(string path)
+    {
+        if (OperatingSystem.IsWindows() is false) return;
+        string expectedMessage = $"Path \"{path}\" is not valid.";
+
+        var ex = Assert.Throws<ArgumentException>(() => new AbsolutePath(path));
+
+        Assert.Equal(expectedMessage, ex.Message);
+    }
+
     [Fact]
     public void ConstructorThrowsOnNonRootedPath()
     {
diff --git a/TruePath/AbsolutePath.cs b/TruePath/AbsolutePath.cs
index 873df39..a5872d6 100644
--- a/TruePath/AbsolutePath.cs
+++ b/TruePath/AbsolutePath.cs
@@ -46,12 +46,24 @@ namespace TruePath;
     /// <param name="value">Path string to normalize.</param>
     /// <param name="checkAbsoluteness">Flag indicating whether absoluteness of path should be checked</param>
     /// <exception cref="ArgumentException">Thrown if the passed string does not represent an absolute path.</exception>>
+    /// <exception cref="ArgumentException">
+    /// Thrown if the passed string matches the dot-dot directory directly after root (e.g. C:/../ or /../)
+    /// </exception>>
+
     private AbsolutePath(string value, bool checkAbsoluteness)
     {
         Underlying = new LocalPath(value);
 
         if (checkAbsoluteness && Underlying.IsAbsolute is false)
             throw new ArgumentException($"Path \"{value}\" is not absolute.");
+
+        var pathRoot = Path.GetPathRoot(Underlying.Value)!;
+        var pathWithoutRoot = Underlying.Value[pathRoot.Length..];
+        if (pathWithoutRoot.StartsWith("../") || pathWithoutRoot.StartsWith("..\\") ||
+            pathWithoutRoot.Equals(".."))
+        {
+            throw new ArgumentException($"Path \"{value}\" is not valid.");
+        }
     }
 
     /// <summary>