diff --git a/src/Discord.Net.Core/Extensions/UserExtensions.cs b/src/Discord.Net.Core/Extensions/UserExtensions.cs
index 0861ed33e..eac25391e 100644
--- a/src/Discord.Net.Core/Extensions/UserExtensions.cs
+++ b/src/Discord.Net.Core/Extensions/UserExtensions.cs
@@ -1,9 +1,13 @@
 using System.Threading.Tasks;
+using System.IO;
 
 namespace Discord
 {
     public static class UserExtensions
     {
+        /// <summary>
+        /// Sends a message to the user via DM.
+        /// </summary>
         public static async Task<IUserMessage> SendMessageAsync(this IUser user, 
             string text, 
             bool isTTS = false,
@@ -12,5 +16,33 @@ namespace Discord
         {
             return await (await user.GetOrCreateDMChannelAsync().ConfigureAwait(false)).SendMessageAsync(text, isTTS, embed, options).ConfigureAwait(false);
         }
+
+        /// <summary>
+        /// Sends a file to the user via DM.
+        /// </summary>
+        public static async Task<IUserMessage> SendFileAsync(this IUser user,
+            Stream stream,
+            string filename,
+            string text = null,
+            bool isTTS = false,
+            RequestOptions options = null
+            )
+        {
+            return await (await user.GetOrCreateDMChannelAsync().ConfigureAwait(false)).SendFileAsync(stream, filename, text, isTTS, options).ConfigureAwait(false);
+        }
+
+#if FILESYSTEM
+        /// <summary>
+        /// Sends a file to the user via DM.
+        /// </summary>
+        public static async Task<IUserMessage> SendFileAsync(this IUser user, 
+            string filePath, 
+            string text = null, 
+            bool isTTS = false, 
+            RequestOptions options = null)
+        {
+            return await (await user.GetOrCreateDMChannelAsync().ConfigureAwait(false)).SendFileAsync(filePath, text, isTTS, options).ConfigureAwait(false);
+        }
+#endif
     }
 }