diff --git a/src/ServiceStack.Text/AutoMappingUtils.cs b/src/ServiceStack.Text/AutoMappingUtils.cs
index 471155d2f..423fd4e1a 100644
--- a/src/ServiceStack.Text/AutoMappingUtils.cs
+++ b/src/ServiceStack.Text/AutoMappingUtils.cs
@@ -810,23 +810,19 @@ public static GetMemberDelegate CreateTypeConverter(Type fromType, Type toType)
                 if (underlyingToType.IsIntegerType())
                     return fromValue => Convert.ChangeType(fromValue, underlyingToType, null);
             }
-            else if (toType.IsNullableType())
-            {
-                return null;
-            }
             else if (typeof(IEnumerable).IsAssignableFrom(fromType))
             {
                 return fromValue =>
                 {
                     var listResult = TranslateListWithElements.TryTranslateCollections(
-                        fromType, toType, fromValue);
+                        fromType, underlyingToType, fromValue);
 
                     return listResult ?? fromValue;
                 };
             }
-            else if (toType.IsValueType)
+            else if (underlyingToType.IsValueType)
             {
-                return fromValue => Convert.ChangeType(fromValue, toType, provider: null);
+                return fromValue => Convert.ChangeType(fromValue, underlyingToType, provider: null);
             }
             else 
             {
diff --git a/tests/ServiceStack.Text.Tests/AutoMappingObjectDictionaryTests.cs b/tests/ServiceStack.Text.Tests/AutoMappingObjectDictionaryTests.cs
index 2cbf9051d..07948167a 100644
--- a/tests/ServiceStack.Text.Tests/AutoMappingObjectDictionaryTests.cs
+++ b/tests/ServiceStack.Text.Tests/AutoMappingObjectDictionaryTests.cs
@@ -1,7 +1,9 @@
 using System.Collections.Generic;
 using System.Collections.ObjectModel;
+using System.Linq;
 using Northwind.Common.DataModel;
 using NUnit.Framework;
+using ServiceStack.Common.Tests.Models;
 
 namespace ServiceStack.Text.Tests
 {
@@ -162,6 +164,163 @@ Dictionary<string,object> MergeObjects(params object[] sources) {
             Assert.That(employee.DisplayName, Is.EqualTo("John Z Doe"));
         }
 
+        [Test, TestCaseSource(nameof(TestDataFromObjectDictionaryWithNullableTypes))]
+        public void Can_Convert_from_ObjectDictionary_with_Nullable_Properties(
+            Dictionary<string, object> map,
+            ModelWithFieldsOfNullableTypes expected)
+        {
+            var actual = map.FromObjectDictionary<ModelWithFieldsOfNullableTypes>();
+
+            ModelWithFieldsOfNullableTypes.AssertIsEqual(actual, expected);
+        }
+
+        private static IEnumerable<TestCaseData> TestDataFromObjectDictionaryWithNullableTypes
+        {
+            get
+            {
+                var defaults = ModelWithFieldsOfNullableTypes.CreateConstant(1);
+
+                yield return new TestCaseData(
+                    new Dictionary<string, object>
+                    {
+                        { "Id", defaults.Id },
+                        { "NId", defaults.NId },
+                        { "NLongId", defaults.NLongId },
+                        { "NGuid", defaults.NGuid },
+                        { "NBool", defaults.NBool },
+                        { "NDateTime", defaults.NDateTime },
+                        { "NFloat", defaults.NFloat },
+                        { "NDouble", defaults.NDouble },
+                        { "NDecimal", defaults.NDecimal },
+                        { "NTimeSpan", defaults.NTimeSpan }
+                    },
+                    defaults).SetName("All values populated");
+
+                yield return new TestCaseData(
+                    new Dictionary<string, object>
+                    {
+                        { "Id", defaults.Id.ToString() },
+                        { "NId", defaults.NId.ToString() },
+                        { "NLongId", defaults.NLongId.ToString() },
+                        { "NGuid", defaults.NGuid.ToString() },
+                        { "NBool", defaults.NBool.ToString() },
+                        { "NDateTime", defaults.NDateTime?.ToString("o") },
+                        { "NFloat", defaults.NFloat.ToString() },
+                        { "NDouble", defaults.NDouble.ToString() },
+                        { "NDecimal", defaults.NDecimal.ToString() },
+                        { "NTimeSpan", defaults.NTimeSpan.ToString() }
+                    },
+                    defaults).SetName("All values populated as strings");
+
+                yield return new TestCaseData(
+                    new Dictionary<string, object>
+                    {
+                        { "Id", defaults.Id },
+                        { "NId", null },
+                        { "NLongId", null },
+                        { "NGuid", null },
+                        { "NBool", null },
+                        { "NDateTime", null },
+                        { "NFloat", null },
+                        { "NDouble", null },
+                        { "NDecimal", null },
+                        { "NTimeSpan", null }
+                    },
+                    new ModelWithFieldsOfNullableTypes
+                    {
+                        Id = defaults.Id
+                    }).SetName("Nullables set to null");
+
+                yield return new TestCaseData(
+                    new Dictionary<string, object>
+                    {
+                        { "Id", defaults.Id }
+                    },
+                    new ModelWithFieldsOfNullableTypes
+                    {
+                        Id = defaults.Id
+                    }).SetName("Nullables unassigned");
+
+                yield return new TestCaseData(
+                    new Dictionary<string, object>
+                    {
+                        { "Id", defaults.Id },
+                        { "NLongId", 2 },
+                        { "NFloat", "3.1" },
+                        { "NDecimal", 4.2d },
+                        { "NTimeSpan", null }
+                    },
+                    new ModelWithFieldsOfNullableTypes
+                    {
+                        Id = defaults.Id,
+                        NLongId = 2,
+                        NFloat = 3.1f,
+                        NDecimal = 4.2m
+                    }).SetName("Mixed properties");
+
+                yield return new TestCaseData(
+                    new Dictionary<string, object>
+                    {
+                        { "Id", defaults.Id },
+                        { "NMadeUp", 99.9 },
+                        { "NLongId", 2 },
+                        { "NFloat", "3.1" },
+                        { "NRandom", "RANDOM" },
+                        { "NDecimal", 4.2d },
+                        { "NTimeSpan", null },
+                        { "NNull", null }
+                    },
+                    new ModelWithFieldsOfNullableTypes
+                    {
+                        Id = defaults.Id,
+                        NLongId = 2,
+                        NFloat = 3.1f,
+                        NDecimal = 4.2m
+                    }).SetName("Mixed properties with some foreign key/values");
+            }
+        }
+
+        [Test]
+        public void Can_Convert_from_ObjectDictionary_with_Nullable_Collection_Properties()
+        {
+            var map = new Dictionary<string, object>
+            {
+                { "Id", 1 },
+                { "Users", new[] { new User { FirstName = "Foo", LastName = "Bar", Car = new Car { Name = "Jag", Age = 25 }}}},
+                { "Cars", new List<Car> { new Car { Name = "Toyota", Age = 2 }, new Car { Name = "Lexus", Age = 1 }}},
+                { "Colors", null }
+            };
+
+            var actual = map.FromObjectDictionary<ModelWithCollectionsOfNullableTypes>();
+
+            Assert.That(actual.Id, Is.EqualTo(1));
+            Assert.That(actual.Users, Is.Not.Null);
+            Assert.That(actual.Users.Count(), Is.EqualTo(1));
+            var user = actual.Users.Single();
+            Assert.That(user.FirstName, Is.EqualTo("Foo"));
+            Assert.That(user.LastName, Is.EqualTo("Bar"));
+            Assert.That(user.Car, Is.Not.Null);
+            Assert.That(user.Car.Name, Is.EqualTo("Jag"));
+            Assert.That(user.Car.Age, Is.EqualTo(25));
+            Assert.That(actual.Cars, Is.Not.Null);
+            Assert.That(actual.Cars.Count, Is.EqualTo(2));
+            var firstCar = actual.Cars.First();
+            Assert.That(firstCar.Name, Is.EqualTo("Toyota"));
+            Assert.That(firstCar.Age, Is.EqualTo(2));
+            var secondCar = actual.Cars.Last();
+            Assert.That(secondCar.Name, Is.EqualTo("Lexus"));
+            Assert.That(secondCar.Age, Is.EqualTo(1));
+            Assert.That(actual.Colors, Is.Null);
+        }
+
+        public class ModelWithCollectionsOfNullableTypes
+        {
+            public int Id { get; set; }
+            public IEnumerable<User> Users { get; set; }
+            public Car[] Cars { get; set; }
+            public IList<Color> Colors { get; set; }
+        }
     }
 
+
 }
\ No newline at end of file