diff --git a/DiscordBot/Extensions/StringExtensions.cs b/DiscordBot/Extensions/StringExtensions.cs
index a06ed58e..6f2153b4 100644
--- a/DiscordBot/Extensions/StringExtensions.cs
+++ b/DiscordBot/Extensions/StringExtensions.cs
@@ -122,7 +122,7 @@ public static string GetSha256(this string input)
     /// <summary>
     /// Returns true if the string contains only upper case characters, including spaces and all punctuation ie; "I NEED HELP!?!?!?!#$?!" will return true 
     /// </summary>
-    public static bool IsAlLCaps(this string str)
+    public static bool IsAllCaps(this string str)
     {
         return Regex.IsMatch(str, @"^[A-Z\s\p{P}]+$");
     }
@@ -133,4 +133,32 @@ public static string ToCapitalizeFirstLetter(this string str)
             return string.Empty;
         return char.ToUpper(str[0]) + str[1..];
     }
-}
\ No newline at end of file
+
+    /// <summary>
+    /// Joins a list of strings with commas into a natural phrase:
+    ///   "apples"
+    ///   "apples and bananas"
+    ///   "apples, bananas, and cherries"
+    /// </summary>
+    /// <param name="nouns">array or list of element phrases to be listed</param>
+    /// <param name="conj">final conjunction; defaults to "and" if not given</param>
+	public static string ToCommaList(this string[] nouns, string conj=null)
+	{
+		if (conj == null)
+			conj = "and";
+		var sb = new StringBuilder();
+		for (int i = 0; i < nouns.Length; i++)
+		{
+			if (i > 0)
+			{
+				if (nouns.Length > 2)
+					sb.Append(',');
+				sb.Append(' ');
+				if (i == nouns.Length-1)
+					sb.Append(conj).Append(' ');
+			}
+			sb.Append(nouns[i]);
+		}
+		return sb.ToString();
+	}
+}
diff --git a/DiscordBot/Extensions/UserExtensions.cs b/DiscordBot/Extensions/UserExtensions.cs
index 8f341868..76ed2e0b 100644
--- a/DiscordBot/Extensions/UserExtensions.cs
+++ b/DiscordBot/Extensions/UserExtensions.cs
@@ -45,4 +45,20 @@ public static string GetUserLoggingString(this IUser user)
             return $"{user.Username} `{user.Id}`";
         return $"{guildUser.GetPreferredAndUsername()} `{guildUser.Id}`";
     }
-}
\ No newline at end of file
+
+    public static string[] ToUserPreferredNameArray(this IUser[] users)
+    {
+        var names = new string[users.Length];
+        for (int i = 0; i < users.Length; i++)
+            names[i] = GetUserPreferredName(users[i]);
+        return names;
+    }
+
+    public static string[] ToMentionArray(this IUser[] users)
+    {
+        var mentions = new string[users.Length];
+        for (int i = 0; i < users.Length; i++)
+            mentions[i] = users[i].Mention;
+        return mentions;
+    }
+}
diff --git a/DiscordBot/Modules/UserModule.cs b/DiscordBot/Modules/UserModule.cs
index 9ad86032..9fe2994e 100644
--- a/DiscordBot/Modules/UserModule.cs
+++ b/DiscordBot/Modules/UserModule.cs
@@ -623,10 +623,36 @@ public async Task SlapUser(params IUser[] users)
         var sb = new StringBuilder();
 
         var uname = Context.User.GetUserPreferredName();
-        sb.Append($"**{uname}** slaps ");
-        foreach (var user in users) sb.Append(user.Mention).Append(" ");
 
-        sb.Append("around a bit with a large ").Append(Settings.UserModuleSlapChoices[_random.Next() % Settings.UserModuleSlapChoices.Count]).Append(".");
+        if (Settings.UserModuleSlapChoices == null || Settings.UserModuleSlapChoices.Count == 0)
+            Settings.UserModuleSlapChoices = new List<string>() { "fish", "mallet" };
+        if (Settings.UserModuleSlapFails == null || Settings.UserModuleSlapFails.Count == 0)
+            Settings.UserModuleSlapFails = new List<string>() { "hurting themselves" };
+
+        bool fail = (_random.Next(1, 100) < 5);
+
+        if (fail)
+            sb.Append($"**{uname}** tries to slap ");
+        else
+            sb.Append($"**{uname}** slaps ");
+
+        var mentions = users.ToMentionArray();
+        sb.Append(mentions.ToCommaList());
+
+        if (fail)
+        {
+            sb.Append(" around a bit with a large ");
+            sb.Append(Settings.UserModuleSlapChoices[_random.Next() % Settings.UserModuleSlapChoices.Count]);
+            sb.Append(", but misses and ends up ");
+            sb.Append(Settings.UserModuleSlapFails[_random.Next() % Settings.UserModuleSlapFails.Count]);
+            sb.Append(".");
+        }
+        else
+        {
+            sb.Append(" around a bit with a large ");
+            sb.Append(Settings.UserModuleSlapChoices[_random.Next() % Settings.UserModuleSlapChoices.Count]);
+            sb.Append(".");
+        }
 
         await Context.Channel.SendMessageAsync(sb.ToString());
         await Context.Message.DeleteAfterSeconds(seconds: 1);
diff --git a/DiscordBot/Services/UnityHelp/UnityHelpService.cs b/DiscordBot/Services/UnityHelp/UnityHelpService.cs
index 62c77b6b..2ae6b3c4 100644
--- a/DiscordBot/Services/UnityHelp/UnityHelpService.cs
+++ b/DiscordBot/Services/UnityHelp/UnityHelpService.cs
@@ -184,7 +184,7 @@ private async Task OnThreadCreated(SocketThreadChannel thread)
         }
         
         var threadTitle = thread.Name;
-        if (threadTitle.IsAlLCaps())
+        if (threadTitle.IsAllCaps())
         {
             threadTitle = thread.Name.ToLower();
         }
@@ -750,4 +750,4 @@ public int GetTrackedQuestionCount()
 
     #endregion // Utility Methods
     
-}
\ No newline at end of file
+}
diff --git a/DiscordBot/Settings/Deserialized/Settings.cs b/DiscordBot/Settings/Deserialized/Settings.cs
index 342fe0cb..e188c1c0 100644
--- a/DiscordBot/Settings/Deserialized/Settings.cs
+++ b/DiscordBot/Settings/Deserialized/Settings.cs
@@ -25,7 +25,13 @@ public class BotSettings
 
     #region Fun Commands
 
-    public List<string> UserModuleSlapChoices { get; set; } = new List<string>() { "trout", "duck", "truck", "paddle", "magikarp", "sausage", "student loan", "life choice", "bug report", "unhandled exception", "null pointer", "keyboard", "cheese wheel", "banana peel", "unresolved bug", "low poly donut" };
+    //NOTE: Deserializer will not override a List<string> from the file if a default one is made here.
+    public List<string> UserModuleSlapChoices { get; set; }
+        // = { "trout", "duck", "truck", "paddle", "magikarp", "sausage", "student loan",
+        //     "life choice", "bug report", "unhandled exception", "null pointer", "keyboard",
+        //     "cheese wheel", "banana peel", "unresolved bug", "low poly donut" };
+    public List<string> UserModuleSlapFails { get; set; }
+        // = { "hurting themselves" };
     
     #endregion // Fun Commands