diff --git a/src/Mapster.Tests/WhenImplicitInheritanceMapWithDerivedDestination.cs b/src/Mapster.Tests/WhenImplicitInheritanceMapWithDerivedDestination.cs
new file mode 100644
index 00000000..d459e1eb
--- /dev/null
+++ b/src/Mapster.Tests/WhenImplicitInheritanceMapWithDerivedDestination.cs
@@ -0,0 +1,188 @@
+using Microsoft.CodeAnalysis.CSharp.Syntax;
+using Microsoft.VisualStudio.TestTools.UnitTesting;
+using Shouldly;
+using System;
+using static Mapster.Tests.DynamicTypeGeneratorTests;
+
+namespace Mapster.Tests
+{
+    /// <summary>
+    /// https://github.com/MapsterMapper/Mapster/issues/947
+    /// </summary>
+    [TestClass]
+    public class WhenImplicitInheritanceMapWithDerivedDestination
+    {
+        [TestCleanup]
+        public void Cleanup()
+        {
+            TypeAdapterConfig.GlobalSettings.Clear();
+            TypeAdapterConfig.GlobalSettings.AllowImplicitDestinationInheritance = false;
+        }
+
+        [TestMethod]
+        public void Inherited_MapWith_On_Base_Destination_Casts_To_Derived_Destination()
+        {
+            var config = new TypeAdapterConfig();
+            config.AllowImplicitDestinationInheritance = true;
+            config.NewConfig<AnimalDto947, Animal947>()
+                .MapWith(src => src.Type == "Bird"
+                    ? (Animal947)new Bird947 { AnimalValue = src.AnimalValueDto }
+                    : new Dog947 { AnimalValue = src.AnimalValueDto });
+
+            var source = new AnimalDto947 { AnimalValueDto = "Hello", Type = "Dog" };
+            var sourceInsaider = new AnimalDtoInsaider947() { Animal = source };
+
+            var dog = source.Adapt<Dog947>(config);
+            var dogInsaider = sourceInsaider.Adapt<DogInsaider947>(config);
+                        
+            dog.ShouldBeOfType<Dog947>();
+            dog.AnimalValue.ShouldBe("Hello");
+
+            dogInsaider.Animal.ShouldBeOfType<Dog947>();
+            dogInsaider.Animal.AnimalValue.ShouldBe("Hello");
+        }
+
+        [TestMethod]
+        public void Inherited_MapWith_Works_For_Explicit_Source_Destination_Pair()
+        {
+            var config = new TypeAdapterConfig();
+            config.AllowImplicitDestinationInheritance = true;
+            config.NewConfig<AnimalDto947, Animal947>()
+                .MapWith(src => src.Type == "Bird"
+                    ? (Animal947)new Bird947 { AnimalValue = src.AnimalValueDto }
+                    : new Dog947 { AnimalValue = src.AnimalValueDto });
+
+            var source = new AnimalDto947 { AnimalValueDto = "Hello", Type = "Dog" };
+
+            var dog = source.Adapt<AnimalDto947, Dog947>(config);
+
+            dog.ShouldBeOfType<Dog947>();
+            dog.AnimalValue.ShouldBe("Hello");
+        }
+
+
+        [TestMethod]
+        public void Inherited_MapWith_On_Base_Destination_ReturnDefault_When_In_Runtime_ResultType_IsNot_Achievable()
+        {
+            var config = new TypeAdapterConfig();
+            config.AllowImplicitDestinationInheritance = true;
+            config.NewConfig<AnimalDto947, Animal947>()
+                .MapWith(src => src.Type == "Bird"
+                    ? (Animal947)new Bird947 { AnimalValue = src.AnimalValueDto }
+                    : new Dog947 { AnimalValue = src.AnimalValueDto });
+
+            var source = new AnimalDto947 { AnimalValueDto = "Hello", Type = "Bird" };
+
+            var dog = source.Adapt<Dog947>(config);
+
+            dog.ShouldBeNull();
+            dog.ShouldBe(default);
+        }
+
+
+        [TestMethod]
+        public void Inherited_MapWith_On_Base_Destination_Casts_To_Derived_Destination_UsingInterface()
+        {
+            var config = new TypeAdapterConfig();
+            config.AllowImplicitDestinationInheritance = true;
+            config.NewConfig<AnimalDto947, IAnimal>()
+                .MapWith(src => src.Type == "Bird"
+                    ? new ValueTypeBird947 { AnimalValue = src.AnimalValueDto }
+                    : new ValueTypeDog947 { AnimalValue = src.AnimalValueDto });
+
+            var dog = new AnimalDto947 { AnimalValueDto = "Hello", Type = "Dog" }.Adapt<ValueTypeDog947>(config);
+            var defaultdata = new AnimalDto947 { AnimalValueDto = "Hello", Type = "Bird" }.Adapt<ValueTypeDog947>(config);
+
+            dog.ShouldBeOfType<ValueTypeDog947>();
+            dog.AnimalValue.ShouldBe("Hello");
+
+            defaultdata.ShouldBeOfType<ValueTypeDog947>();
+            defaultdata.AnimalValue.ShouldBe(default);
+        }
+
+        [TestMethod]
+        public void Inherited_MapWith_On_Base_Destination_Casts_To_Derived_Destination_NullableValueType()
+        {
+            var config = new TypeAdapterConfig();
+            config.AllowImplicitDestinationInheritance = true;
+            config.NewConfig<AnimalDto947, IAnimal>()
+                .MapWith(src => src.Type == "Bird"
+                    ? new ValueTypeBird947 { AnimalValue = src.AnimalValueDto }
+                    : new ValueTypeDog947 { AnimalValue = src.AnimalValueDto });
+
+            var validSrc = new AnimalDto947 { AnimalValueDto = "Hello", Type = "Dog" };
+            var invalidSrc = new AnimalDto947 { AnimalValueDto = "Tweet", Type = "Bird" }; ;
+
+            var dog = validSrc.Adapt<ValueTypeDog947?>(config);
+            var Nulldata = invalidSrc.Adapt<ValueTypeDog947?>(config);
+            var InsaiderNullableDog = new AnimalDtoInsaider947() { Animal = validSrc}.Adapt<DogValueTypeNullableInsaider947>(config);
+            var NullInsaiderNullableDog = new AnimalDtoInsaider947() { Animal = invalidSrc }.Adapt<DogValueTypeNullableInsaider947>(config);
+
+            dog.ShouldNotBeNull();
+            dog?.AnimalValue.ShouldBe("Hello");
+            InsaiderNullableDog.Animal.ShouldNotBeNull();
+            InsaiderNullableDog.Animal?.AnimalValue.ShouldBe("Hello");
+
+
+            Nulldata.ShouldBeNull();
+            NullInsaiderNullableDog.Animal.ShouldBeNull();
+        }
+
+
+        #region TestClases
+
+        public abstract class Animal947
+        {
+            public string AnimalValue { get; set; } = null!;
+        }
+
+        public class Dog947 : Animal947
+        {
+        }
+
+        public class Bird947 : Animal947
+        {
+        }
+
+
+        public class AnimalDto947
+        {
+            public string AnimalValueDto { get; set; } = null!;
+
+            public string Type { get; set; } = null!;
+        }
+
+        public class AnimalDtoInsaider947
+        {
+            public AnimalDto947 Animal { get; set; }
+        }
+
+        public class DogInsaider947
+        {
+            public Dog947 Animal { get; set; }
+        }
+
+        public interface IAnimal
+        {
+            public string AnimalValue { get; set; }
+        }
+
+        public struct ValueTypeBird947 : IAnimal
+        {
+            public string AnimalValue { get; set; }
+        }
+
+        public struct ValueTypeDog947 : IAnimal
+        {
+            public string AnimalValue { get; set; }
+
+        }
+
+        public class DogValueTypeNullableInsaider947
+        {
+            public ValueTypeDog947? Animal { get; set; }
+        }
+
+        #endregion TestClases
+    }
+}
diff --git a/src/Mapster/Adapters/BaseAdapter.cs b/src/Mapster/Adapters/BaseAdapter.cs
index b31a0dbe..0e9c7923 100644
--- a/src/Mapster/Adapters/BaseAdapter.cs
+++ b/src/Mapster/Adapters/BaseAdapter.cs
@@ -485,12 +485,7 @@ protected Expression CreateAdaptExpression(Expression source, Type destinationTy
         }
         internal Expression CreateAdaptExpression(Expression source, Type destinationType, CompileArgument arg, MemberMapping? mapping, Expression? destination = null)
         {
-            Expression _source;
-
-            if (arg.MapType != MapType.Projection)
-                _source = source.NullableEnumExtractor(); // Extraction Nullable Enum
-            else
-                _source = source;
+            Expression _source = source;
 
             if (_source.Type == destinationType && arg.MapType == MapType.Projection)
                 return _source;
@@ -506,20 +501,14 @@ internal Expression CreateAdaptExpression(Expression source, Type destinationTyp
             if (_source.Type == destinationType && arg.Settings.ShallowCopyForSameType == true
                 && notUsingDestinationValue && rule == null)
                 exp = _source;
-            else if (source is ConditionalExpression cond && mapping != null)
-            {
-                // convert ApplyNullable Propagation for NotPrimitive Nullable types
-                if (mapping.Getter.Type.IsNotPrimitiveNullableType() && !mapping.DestinationMember.Type.IsNullable())
-                {
-                    var adapt = CreateAdaptExpressionCore(cond.IfTrue.GetNotPrimitiveNullableValue(), mapping.DestinationMember.Type, arg, mapping);
-                    exp = Expression.Condition(cond.Test, adapt, mapping.DestinationMember.Type.CreateDefault());
-                }
-                else
-                    exp = CreateAdaptExpressionCore(_source, destinationType, arg, mapping, destination);
-            }
             else
                 exp = CreateAdaptExpressionCore(_source, destinationType, arg, mapping, destination);
 
+            // NullablePropagation when for member using Custom converter MapWith 
+            if (notUsingDestinationValue && arg.MapType != MapType.Projection
+               && mapping != null && mapping.Getter.CanBeNull())
+                exp = mapping.Getter.NotNullReturn(exp);
+
             //transform(adapt(_source));
             if (notUsingDestinationValue)
             {
diff --git a/src/Mapster/Adapters/NullableAdapter.cs b/src/Mapster/Adapters/NullableAdapter.cs
new file mode 100644
index 00000000..bfc7d836
--- /dev/null
+++ b/src/Mapster/Adapters/NullableAdapter.cs
@@ -0,0 +1,36 @@
+using Mapster.Utils;
+using System.Linq.Expressions;
+
+namespace Mapster.Adapters
+{
+    internal class NullableAdapter : BaseAdapter
+    {
+
+        protected override int Score => 0;   //must do first
+
+        protected override bool CanMap(PreCompileArgument arg)
+        {
+            return arg.SourceType.IsNullable() || arg.DestinationType.IsNullable();
+        }
+        protected override bool CanInline(Expression source, Expression? destination, CompileArgument arg)
+        {
+            return true;
+        }
+
+        protected override Expression? CreateInlineExpression(Expression source, CompileArgument arg, bool IsRequiredOnly = false)
+        {
+            var _source = source.Type.IsNullable() 
+                ? Expression.Convert(source, source.Type.GetGenericArguments()[0]) 
+                : source;
+
+            Expression adapt = CreateAdaptExpression(_source, arg.DestinationType.GetNotNullableTypeDefenition(),arg);
+                       
+            return adapt.ToNullableExp(arg);
+        }
+
+        protected override Expression CreateBlockExpression(Expression source, Expression destination, CompileArgument arg)
+        {
+            return Expression.Empty();
+        }
+    }
+}
diff --git a/src/Mapster/TypeAdapterConfig.cs b/src/Mapster/TypeAdapterConfig.cs
index 1dce2053..9463072b 100644
--- a/src/Mapster/TypeAdapterConfig.cs
+++ b/src/Mapster/TypeAdapterConfig.cs
@@ -1,13 +1,14 @@
-using System;
+using Mapster.Adapters;
+using Mapster.Models;
+using Mapster.Utils;
+using System;
 using System.Collections.Concurrent;
 using System.Collections.Generic;
+using System.Data.SqlTypes;
 using System.Linq;
 using System.Linq.Expressions;
 using System.Reflection;
 using System.Runtime.CompilerServices;
-using Mapster.Adapters;
-using Mapster.Models;
-using Mapster.Utils;
 
 namespace Mapster
 {
@@ -32,6 +33,7 @@ private static List<TypeAdapterRule> CreateRuleTemplate()
                 new ObjectAdapter().CreateRule(),       //-111
                 new StringAdapter().CreateRule(),       //-110
                 new EnumAdapter().CreateRule(),         //-109
+                new NullableAdapter().CreateRule(),     // 0
 
                 //fallback rules
                 new TypeAdapterRule
@@ -266,6 +268,10 @@ private static TypeAdapterRule CreateDestinationTypeRule(TypeTuple key)
 
         private static int? GetSubclassDistance(Type type1, Type type2, bool allowInheritance)
         {
+            //Support for using ValueType mapping configurations of types, for mapping cases on Nulllable ValueType values
+            if (type1.IsNullable() && !type1.ContainsGenericParameters)
+                type1 = type1.GetGenericArguments().FirstOrDefault();
+
             if (type1 == type2)
                 return 50;
 
@@ -431,7 +437,7 @@ private static LambdaExpression CreateMapExpression(CompileArgument arg)
                 throw new CompileException(arg, new InvalidOperationException("ConverterFactory is not found"));
             try
             {
-                return fn(arg);
+                return AdjustInheritedConverterReturnType(fn(arg), arg);
             }
             catch (Exception ex)
             {
@@ -439,6 +445,66 @@ private static LambdaExpression CreateMapExpression(CompileArgument arg)
             }
         }
 
+        private static LambdaExpression AdjustInheritedConverterReturnType(LambdaExpression lambda, CompileArgument arg)
+        {
+            var destinationType = arg.DestinationType;
+            var returnType = lambda.ReturnType;
+            var lamdaBody = lambda.Body;
+
+            // Support for using ValueType mapping configurations of types, for mapping cases on Nulllable ValueType values
+            if (arg.DestinationType.IsNullable() && !returnType.IsNullable() && returnType.IsValueType)
+            {
+                lamdaBody = Expression.Convert(lambda.Body, typeof(Nullable<>).MakeGenericType(lambda.ReturnType));
+                lambda = Expression.Lambda(lamdaBody, lambda.Parameters);
+
+                returnType = lambda.ReturnType;
+            }
+
+            if (returnType == destinationType)
+                return lambda;
+
+            //Support for using ValueType mapping configurations of types, for mapping cases on Nulllable ValueType values
+            if (destinationType.IsNullable() && lambda.ReturnType.IsInterface)
+            {
+                var realDestType = destinationType.GetGenericArguments().FirstOrDefault();
+
+                if (realDestType is null || !returnType.IsAssignableFrom(realDestType))
+                    return lambda;
+            }
+            // MapWith configured on a base destination type returns the base type, but implicit
+            // destination inheritance can compile the converter for a derived destination.
+            else if (!returnType.IsAssignableFrom(destinationType))
+                return lambda;
+
+            Expression body;
+
+            if(destinationType.CanBeNull())
+               body = Expression.TypeAs(lamdaBody, destinationType);
+            else
+            {
+                var tempDest = Expression.Variable(returnType, "tempDest");
+
+                var variables = new[] {tempDest};
+
+                var blockbody = new List<Expression>() { Expression.Assign(tempDest, lamdaBody) };
+
+                var condition = Expression.TypeIs(tempDest, destinationType);
+                UnaryExpression ifTrue = Expression.Convert(tempDest, destinationType);
+                DefaultExpression ifFalse = Expression.Default(destinationType);
+
+                ConditionalExpression conditionalExpr = Expression.Condition(condition, ifTrue, ifFalse);
+                blockbody.Add(conditionalExpr);
+
+                BlockExpression body2 = Expression.Block(variables, blockbody);
+
+                return Expression.Lambda(body2,lambda.Parameters);
+
+            }
+
+
+            return Expression.Lambda(body, lambda.Parameters);
+        }
+
         private LambdaExpression CreateDynamicMapExpression(TypeTuple tuple)
         {
             var lambda = CreateMapExpression(tuple, MapType.Map);
diff --git a/src/Mapster/Utils/ExpressionEx.cs b/src/Mapster/Utils/ExpressionEx.cs
index b7ffc365..df0b3058 100644
--- a/src/Mapster/Utils/ExpressionEx.cs
+++ b/src/Mapster/Utils/ExpressionEx.cs
@@ -537,22 +537,11 @@ internal static Expression GetNameConverterExpression(Func<string, string> conve
             return Expression.Constant(converter);
         }
 
-        public static bool IsNotPrimitiveNullableType(this Type type)
+        public static Expression ToNullableExp(this Expression adapt, CompileArgument arg)
         {
-            return Nullable.GetUnderlyingType(type) != null && !type.IsMapsterPrimitive();
-        }
-
-        public static Expression GetNotPrimitiveNullableValue(this Expression exp)
-        {
-            if (exp.Type.IsNotPrimitiveNullableType())
-            {
-                var getValueOrDefaultMethod = exp.Type.GetMethod("GetValueOrDefault", Type.EmptyTypes);
-                var getValue = Expression.Call(exp, getValueOrDefaultMethod);
-
-                return getValue;
-            }
-
-            return exp;
+            if (arg.DestinationType.IsNullable())
+                return Expression.Convert(adapt, arg.DestinationType);
+            return adapt;
         }
 
     }
diff --git a/src/Mapster/Utils/ReflectionUtils.cs b/src/Mapster/Utils/ReflectionUtils.cs
index 81c3e21e..36a792fc 100644
--- a/src/Mapster/Utils/ReflectionUtils.cs
+++ b/src/Mapster/Utils/ReflectionUtils.cs
@@ -479,5 +479,13 @@ public static bool IsNotCustomConverterFactory(this CompileArgument arg, TypeAda
 
             return true;
         }
+
+        public static Type GetNotNullableTypeDefenition(this Type inputType)
+        {
+            if (inputType.IsNullable())
+                return inputType.GetGenericArguments()[0];
+
+            return inputType;
+        }
     }
 }