diff --git a/src/Analyzers/CSharp/Tests/RemoveUnnecessaryCast/RemoveUnnecessaryCastTests.cs b/src/Analyzers/CSharp/Tests/RemoveUnnecessaryCast/RemoveUnnecessaryCastTests.cs
index 40d5f3ef5901b..47b5270a84eb6 100644
--- a/src/Analyzers/CSharp/Tests/RemoveUnnecessaryCast/RemoveUnnecessaryCastTests.cs
+++ b/src/Analyzers/CSharp/Tests/RemoveUnnecessaryCast/RemoveUnnecessaryCastTests.cs
@@ -13935,6 +13935,27 @@ public void AppendFormatted<T>(T value)
         }.RunAsync();
     }
 
+    [Fact, WorkItem("https://github.com/dotnet/roslyn/issues/75424")]
+    public async Task KeepNecessaryObjectOverrideCast()
+    {
+        await new VerifyCS.Test
+        {
+            TestCode = """
+                using System;
+
+                class C
+                {
+                    public void M()
+                    {
+                        var x = ((byte)3).GetType();
+                    }
+                }
+                """,
+            LanguageVersion = LanguageVersion.CSharp12,
+            ReferenceAssemblies = ReferenceAssemblies.Net.Net80,
+        }.RunAsync();
+    }
+
     [Fact, WorkItem("https://github.com/dotnet/roslyn/issues/71695")]
     public async Task TestObjectToDynamic1()
     {
diff --git a/src/Workspaces/SharedUtilitiesAndExtensions/Compiler/CSharp/Simplification/Simplifiers/CastSimplifier.cs b/src/Workspaces/SharedUtilitiesAndExtensions/Compiler/CSharp/Simplification/Simplifiers/CastSimplifier.cs
index 6abad5dc7bbcc..954f4e71a79db 100644
--- a/src/Workspaces/SharedUtilitiesAndExtensions/Compiler/CSharp/Simplification/Simplifiers/CastSimplifier.cs
+++ b/src/Workspaces/SharedUtilitiesAndExtensions/Compiler/CSharp/Simplification/Simplifiers/CastSimplifier.cs
@@ -428,22 +428,27 @@ private static bool IsConversionCastSafeToRemove(
 
         #region allowed cases that allow this cast to be removed.
 
-        // In code like `((X)y).Z()` the cast to (X) can be removed if the same 'Z' method would be called.
-        // The rules here can be subtle.  For example, if Z is virtual, and (X) is a cast up the inheritance
-        // hierarchy then this is *normally* ok.  HOwever, the language resolve default parameter values 
-        // from the overridden method.  So if they differ, we can't actually remove the cast.
+        // In code like `((X)y).Z()` the cast to (X) can be removed if the same 'Z' method would be called. The rules
+        // here can be subtle.  For example, if Z is virtual, and (X) is a cast up the inheritance hierarchy then this
+        // is *normally* ok.  However, the language resolve default parameter values from the overridden method.  So if
+        // they differ, we can't actually remove the cast.
         //
-        // Similarly, if (X) is a cast to an interface, and Z is an impl of that interface method, it might
-        // be possible to remove, but only if y's type is sealed, as otherwise the interface method could be
-        // reimplemented in a derived type.
+        // Similarly, if (X) is a cast to an interface, and Z is an impl of that interface method, it might be possible
+        // to remove, but only if y's type is sealed, as otherwise the interface method could be reimplemented in a
+        // derived type.
         //
-        // Note: this path is fundamentally different from the other forms of cast removal we perform.  The
-        // casts are removed because statically they make no difference to the meaning of the code.  Here,
-        // the code statically changes meaning.  However, we can use our knowledge of how the language/runtime
-        // works to know at *runtime* that the user will get the exact same behavior.
+        // Note: this path is fundamentally different from the other forms of cast removal we perform.  The casts are
+        // removed because statically they make no difference to the meaning of the code.  Here, the code statically
+        // changes meaning.  However, we can use our knowledge of how the language/runtime works to know at *runtime*
+        // that the user will get the exact same behavior.
         if (castNode.WalkUpParentheses().Parent is MemberAccessExpressionSyntax memberAccessExpression)
         {
-            if (IsComplementaryMemberAccessAfterCastRemoval(
+            // Note: because this involves virtual calls, it is only safe if the original cast didn't change the runtime
+            // representation of the value at all.  So we only allow this for representation preserving casts.  For example,
+            // `string->object` preserves representation.  As does `int -> icomparable`
+            var isRepresentationPreservingCast = originalConversion.IsIdentityOrImplicitReference() || originalConversion.IsBoxing;
+            if (isRepresentationPreservingCast &&
+                IsComplementaryMemberAccessAfterCastRemoval(
                     memberAccessExpression, rewrittenExpression, originalSemanticModel, rewrittenSemanticModel, cancellationToken))
             {
                 return true;