diff --git a/generator.json b/generator.json
index 1d08ab7d61..6c68161c18 100644
--- a/generator.json
+++ b/generator.json
@@ -68,6 +68,11 @@
           "SDL_bool": null
         }
       },
+      "TransformProperties": {
+        "BoolTypes": {
+          "SDL_bool": null
+        }
+      },
       "IdentifySharedPrefixes": {
         "GlobalPrefixHints": ["SDL"]
       },
@@ -224,6 +229,11 @@
           "GLboolean": null
         }
       },
+      "TransformProperties": {
+        "BoolTypes": {
+          "GLboolean": null
+        }
+      },
       "StripAttributes": {
         "Remove": [
           "NativeTypeName",
@@ -361,6 +371,12 @@
         },
         "BenefitOfTheDoubtArrayTransformation": true
       },
+      "TransformProperties": {
+        "BoolTypes": {
+          "ALboolean": null,
+          "ALCboolean": null
+        }
+      },
       "TransformHandles": {
         "UseDsl": true
       },
@@ -434,6 +450,11 @@
           "VkBool32": null
         }
       },
+      "TransformProperties": {
+        "BoolTypes": {
+          "VkBool32": null
+        }
+      },
       "TransformHandles": {
         "UseDsl": true
       },
diff --git a/sources/SilkTouch/SilkTouch/Mods/TransformFunctions.cs b/sources/SilkTouch/SilkTouch/Mods/TransformFunctions.cs
index 1d97c3a230..e106d5ad98 100644
--- a/sources/SilkTouch/SilkTouch/Mods/TransformFunctions.cs
+++ b/sources/SilkTouch/SilkTouch/Mods/TransformFunctions.cs
@@ -1,11 +1,8 @@
-using System;
-using System.Collections.Generic;
-using System.Linq;
-using System.Threading;
-using System.Threading.Tasks;
+// Licensed to the .NET Foundation under one or more agreements.
+// The .NET Foundation licenses this file to you under the MIT license.
+
 using Microsoft.CodeAnalysis;
 using Microsoft.CodeAnalysis.CSharp.Syntax;
-using Silk.NET.SilkTouch.Clang;
 using Silk.NET.SilkTouch.Mods.Transformation;
 using static Microsoft.CodeAnalysis.CSharp.SyntaxFactory;
 
@@ -30,9 +27,9 @@ public class Configuration
         public required bool IntReturnsMaybeBool { get; init; }
 
         /// <summary>
-        /// Types to treat as boolean and their boolean schemes if different to default.
+        /// Types to treat as boolean and their boolean schemes if different from the default.
         /// </summary>
-        public Dictionary<string, string?>? BoolTypes { get; init; }
+        public Dictionary<string, string?> BoolTypes { get; init; } = [];
     }
 
     /// <inheritdoc />
diff --git a/sources/SilkTouch/SilkTouch/Mods/TransformProperties.cs b/sources/SilkTouch/SilkTouch/Mods/TransformProperties.cs
index 4ce2a40291..ac49ebb763 100644
--- a/sources/SilkTouch/SilkTouch/Mods/TransformProperties.cs
+++ b/sources/SilkTouch/SilkTouch/Mods/TransformProperties.cs
@@ -1,29 +1,50 @@
 // Licensed to the .NET Foundation under one or more agreements.
 // The .NET Foundation licenses this file to you under the MIT license.
 
-using System;
-using System.Threading;
-using System.Threading.Tasks;
 using Microsoft.CodeAnalysis;
 using Microsoft.CodeAnalysis.CSharp;
 using Microsoft.CodeAnalysis.CSharp.Syntax;
+using Microsoft.Extensions.Options;
+using Silk.NET.SilkTouch.Mods.Transformation;
 using static Microsoft.CodeAnalysis.CSharp.SyntaxFactory;
 
 namespace Silk.NET.SilkTouch.Mods;
 
 /// <summary>
-/// Applies transformations to property signatures.
+/// Applies transformations to fields and properties.
 /// </summary>
 /// <remarks>
-/// Today, this only includes transforming properties like <c>static ReadOnlySpan&lt;byte&gt; Thing => "thing"u8;</c>
-/// to be <c>static Utf8String Thing => "thing"u8;</c>.
+/// Despite the name of the name, fields are also handled here because
+/// they often need to be transformed alongside properties.
+/// <para/>
+/// This currently does the following transformations:
+/// 1. Transform string constant properties like
+/// <c>static ReadOnlySpan&lt;byte&gt; Thing => "thing"u8;</c> to be
+/// <c>static Utf8String Thing => "thing"u8;</c>.
+/// 2. Transform fields and properties that are recognised
+/// to be akin to booleans to use the <c>MaybeBool</c> type.
+/// This functionality is based on <see cref="BoolTransformer"/>.
 /// </remarks>
-public class TransformProperties : IMod
+[ModConfiguration<Configuration>]
+public class TransformProperties(IOptionsSnapshot<TransformProperties.Configuration> cfg) : IMod
 {
+    /// <summary>
+    /// Configuration for the <see cref="TransformProperties"/>.
+    /// </summary>
+    public class Configuration
+    {
+        /// <summary>
+        /// Types to treat as boolean and their boolean schemes if different from the default.
+        /// </summary>
+        public Dictionary<string, string?> BoolTypes { get; init; } = [];
+    }
+
     /// <inheritdoc />
     public async Task ExecuteAsync(IModContext ctx, CancellationToken ct = default)
     {
-        var rw = new Rewriter();
+        var config = cfg.Get(ctx.JobKey);
+
+        var rw = new Rewriter(config);
         var proj = ctx.SourceProject;
         foreach (var docId in ctx.SourceProject?.DocumentIds ?? [])
         {
@@ -38,17 +59,75 @@ public async Task ExecuteAsync(IModContext ctx, CancellationToken ct = default)
         ctx.SourceProject = proj;
     }
 
-    private class Rewriter : CSharpSyntaxRewriter
+    private class Rewriter(Configuration config) : CSharpSyntaxRewriter
     {
+        public override SyntaxNode? VisitFieldDeclaration(FieldDeclarationSyntax node)
+        {
+            // Transform bool-like fields to use MaybeBool
+            var nativeType =
+                node.AttributeLists.GetNativeTypeName() ?? node.Declaration.Type.ToString();
+            if (
+                config.BoolTypes.TryGetValue(nativeType, out var scheme)
+                || (nativeType == "bool" && node.Declaration.Type.ToString().Trim() != "bool") // stdbool.h, hopefully...
+            )
+            {
+                var newType = string.IsNullOrWhiteSpace(scheme)
+                    ? GenericName(
+                        Identifier("MaybeBool"),
+                        TypeArgumentList(SingletonSeparatedList(node.Declaration.Type))
+                    )
+                    : GenericName(
+                        Identifier("MaybeBool"),
+                        TypeArgumentList(
+                            SeparatedList(
+                                // ReSharper disable once RedundantCast <-- false positive
+                                (IEnumerable<TypeSyntax>)
+                                    [node.Declaration.Type, IdentifierName(scheme)]
+                            )
+                        )
+                    );
+
+                node = node.WithDeclaration(node.Declaration.WithType(newType));
+            }
+
+            return base.VisitFieldDeclaration(node);
+        }
+
         public override SyntaxNode? VisitPropertyDeclaration(PropertyDeclarationSyntax node)
         {
+            // Transform bool-like properties to use MaybeBool
+            var nativeType = node.AttributeLists.GetNativeTypeName() ?? node.Type.ToString();
+            if (
+                config.BoolTypes.TryGetValue(nativeType, out var scheme)
+                || (nativeType == "bool" && node.Type.ToString().Trim() != "bool") // stdbool.h, hopefully...
+            )
+            {
+                var newType = string.IsNullOrWhiteSpace(scheme)
+                    ? GenericName(
+                        Identifier("MaybeBool"),
+                        TypeArgumentList(SingletonSeparatedList(node.Type))
+                    )
+                    : GenericName(
+                        Identifier("MaybeBool"),
+                        TypeArgumentList(
+                            SeparatedList(
+                                // ReSharper disable once RedundantCast <-- false positive
+                                (IEnumerable<TypeSyntax>)[node.Type, IdentifierName(scheme)]
+                            )
+                        )
+                    );
+
+                node = node.WithType(newType);
+            }
+
+            // Transform ReadOnlySpan<byte> string constants to use Utf8String
             if (
                 node.Modifiers.Any(SyntaxKind.StaticKeyword)
                 && node.Type
                     is GenericNameSyntax
                     {
                         TypeArgumentList.Arguments: [PredefinedTypeSyntax pt],
-                        Identifier.Text: "ReadOnlySpan"
+                        Identifier.Text: "ReadOnlySpan",
                     }
                 && (
                     pt.Keyword.IsKind(SyntaxKind.ByteKeyword)
diff --git a/sources/SilkTouch/SilkTouch/Mods/Transformation/BoolTransformer.cs b/sources/SilkTouch/SilkTouch/Mods/Transformation/BoolTransformer.cs
index 8519678e15..f80eabf678 100644
--- a/sources/SilkTouch/SilkTouch/Mods/Transformation/BoolTransformer.cs
+++ b/sources/SilkTouch/SilkTouch/Mods/Transformation/BoolTransformer.cs
@@ -1,9 +1,6 @@
 // Licensed to the .NET Foundation under one or more agreements.
 // The .NET Foundation licenses this file to you under the MIT license.
 
-using System;
-using System.Collections.Generic;
-using System.Diagnostics;
 using Microsoft.CodeAnalysis.CSharp.Syntax;
 using Microsoft.Extensions.Options;
 using static Microsoft.CodeAnalysis.CSharp.SyntaxFactory;
@@ -30,7 +27,7 @@ Action<MethodDeclarationSyntax> next
         var retNative = current.GetNativeReturnTypeName() ?? current.ReturnType.ToString();
         if (
             (current.ReturnType.IsInteger() && cfg.IntReturnsMaybeBool)
-            || (cfg.BoolTypes?.TryGetValue(retNative, out retBoolScheme) ?? false)
+            || cfg.BoolTypes.TryGetValue(retNative, out retBoolScheme)
             || (retNative == "bool" && current.ReturnType.ToString().Trim() != "bool") // stdbool.h, hopefully...
         )
         {
@@ -63,7 +60,7 @@ Action<MethodDeclarationSyntax> next
                 paramNative is not null
                 && param.Type is not null
                 && (
-                    (cfg.BoolTypes?.TryGetValue(paramNative, out paramBoolScheme) ?? false)
+                    cfg.BoolTypes.TryGetValue(paramNative, out paramBoolScheme)
                     || (paramNative == "bool" && param.Type.ToString().Trim() != "bool") // stdbool.h, hopefully...
                 )
             )