diff --git a/src/DynamicExpresso.Core/Parsing/Parser.cs b/src/DynamicExpresso.Core/Parsing/Parser.cs
index c75a027..08e5985 100644
--- a/src/DynamicExpresso.Core/Parsing/Parser.cs
+++ b/src/DynamicExpresso.Core/Parsing/Parser.cs
@@ -2459,7 +2459,7 @@ private static Expression PromoteExpression(Expression expr, Type type, bool exa
 					return Expression.Convert(expr, genericType);
 			}
 
-			if (IsCompatibleWith(expr.Type, type))
+			if (IsCompatibleWith(expr.Type, type) || expr is DynamicExpression)
 			{
 				if (type.IsValueType || exact)
 				{
diff --git a/test/DynamicExpresso.UnitTest/GithubIssues.cs b/test/DynamicExpresso.UnitTest/GithubIssues.cs
index 37fee02..95d39d6 100644
--- a/test/DynamicExpresso.UnitTest/GithubIssues.cs
+++ b/test/DynamicExpresso.UnitTest/GithubIssues.cs
@@ -6,6 +6,7 @@
 using System.Linq;
 using System.Reflection;
 using System.Text.RegularExpressions;
+using System.Dynamic;
 
 // ReSharper disable SpecifyACultureInStringConversionExplicitly
 
@@ -772,6 +773,26 @@ public void GitHub_Issue_292()
 
 			Assert.IsTrue(testnpcs.All(n => n.money == 10));
 		}
+
+		[Test]
+		public void GitHub_Issue_295() {
+			var evaluator = new Interpreter();
+
+			// create path helper functions in expressions...
+			Func<string, string, string> pathCombine = string.Concat;
+			evaluator.SetFunction("StringConcat", pathCombine);
+
+			// add a GlobalSettings dynamic object...
+			dynamic globalSettings = new ExpandoObject();
+			globalSettings.MyTestPath = "C:\\delme\\";
+			evaluator.SetVariable("GlobalSettings", globalSettings);
+
+			var works = (string) evaluator.Eval("StringConcat((string)GlobalSettings.MyTestPath,\"test.txt\")");
+			Assert.That(works, Is.EqualTo("C:\\delme\\test.txt"));
+
+			var doesntWork = (string) evaluator.Eval("StringConcat(GlobalSettings.MyTestPath,\"test.txt\")");
+			Assert.That(doesntWork, Is.EqualTo("C:\\delme\\test.txt"));
+		}
 	}
 
 	internal static class GithubIssuesTestExtensionsMethods