@@ -155,7 +155,7 @@ internal static IntPtr ToPython(object value, Type type)
             // type is. we'd rather have the object bound to the actual
             // implementing class.
 
-            type = value.GetType();
+            type = type ?? value.GetType();
 
             TypeCode tc = Type.GetTypeCode(type);
 
 
@@ -1,5 +1,7 @@
+using System.Linq;
 using System;
 using System.Collections;
+using System.Collections.Generic;
 
 namespace Python.Runtime
 {
@@ -10,10 +12,17 @@ namespace Python.Runtime
     internal class Iterator : ExtensionType
     {
         private IEnumerator iter;
+        private Type type;
 
         public Iterator(IEnumerator e)
         {
             iter = e;
+
+            var genericType = e.GetType().GetInterfaces().FirstOrDefault(
+                x => x.IsGenericType && x.GetGenericTypeDefinition() == typeof(Generic.IEnumerator<>)
+            );
+
+            type = genericType?.GetGenericArguments().FirstOrDefault();
         }
 
 
@@ -41,7 +50,7 @@ public static IntPtr tp_iternext(IntPtr ob)
                 return IntPtr.Zero;
             }
             object item = self.iter.Current;
-            return Converter.ToPythonImplicit(item);
+            return Converter.ToPython(item, type);
         }
 
         public static IntPtr tp_iter(IntPtr ob)
Original file line number	Diff line number	Diff line change
@@ -1,5 +1,7 @@
	1	+ using System.Linq;
1	2	using System;
2	3	using System.Collections;
	4	+ using System.Collections.Generic;
3	5
4	6	namespace Python.Runtime
5	7	{
@@ -10,10 +12,17 @@ namespace Python.Runtime
10	12	internal class Iterator : ExtensionType
11	13	{
12	14	private IEnumerator iter;
	15	+ private Type type;
13	16
14	17	public Iterator(IEnumerator e)
15	18	{
16	19	iter = e;
	20	+
	21	+ var genericType = e.GetType().GetInterfaces().FirstOrDefault(
	22	+ x => x.IsGenericType && x.GetGenericTypeDefinition() == typeof(Generic.IEnumerator<>)
	23	+ );
	24	+
	25	+ type = genericType?.GetGenericArguments().FirstOrDefault();
17	26	}
18	27
19	28
@@ -41,7 +50,7 @@ public static IntPtr tp_iternext(IntPtr ob)
41	50	return IntPtr.Zero;
42	51	}
43	52	object item = self.iter.Current;
44		- return Converter.ToPythonImplicit(item);
	53	+ return Converter.ToPython(item, type);
45	54	}
46	55
47	56	public static IntPtr tp_iter(IntPtr ob)