diff --git a/Essentials/src/com/earth2me/essentials/IUser.java b/Essentials/src/com/earth2me/essentials/IUser.java
index d66957cd6..9e786da79 100644
--- a/Essentials/src/com/earth2me/essentials/IUser.java
+++ b/Essentials/src/com/earth2me/essentials/IUser.java
@@ -174,6 +174,10 @@ public interface IUser {
     boolean isAcceptingPay();
     
     void setAcceptingPay(boolean acceptingPay);
+    
+    boolean isPromptingPayConfirm();
+    
+    void setPromptingPayConfirm(boolean prompt);
 
     Map<User, BigDecimal> getConfirmingPayments();
 }
diff --git a/Essentials/src/com/earth2me/essentials/UserData.java b/Essentials/src/com/earth2me/essentials/UserData.java
index 4f1ffeb5f..d06c7145d 100644
--- a/Essentials/src/com/earth2me/essentials/UserData.java
+++ b/Essentials/src/com/earth2me/essentials/UserData.java
@@ -90,6 +90,7 @@ public abstract class UserData extends PlayerExtension implements IConf {
         lastAccountName = _getLastAccountName();
         commandCooldowns = _getCommandCooldowns();
         acceptingPay = _getAcceptingPay();
+        confirmPay = _getConfirmPay();
     }
 
     private BigDecimal money;
@@ -896,6 +897,22 @@ public abstract class UserData extends PlayerExtension implements IConf {
         save();
     }
 
+    private boolean confirmPay = true; // players accept pay by default
+
+    public boolean _getConfirmPay() {
+        return config.getBoolean("confirm-pay", true);
+    }
+
+    public boolean isPromptingPayConfirm() {
+        return confirmPay;
+    }
+
+    public void setPromptingPayConfirm(boolean prompt) {
+        this.confirmPay = prompt;
+        config.setProperty("confirm-pay", prompt);
+        save();
+    }
+
     public UUID getConfigUUID() {
         return config.uuid;
     }
diff --git a/Essentials/src/com/earth2me/essentials/commands/Commandpay.java b/Essentials/src/com/earth2me/essentials/commands/Commandpay.java
index d1f6933ca..3feefb82d 100644
--- a/Essentials/src/com/earth2me/essentials/commands/Commandpay.java
+++ b/Essentials/src/com/earth2me/essentials/commands/Commandpay.java
@@ -59,7 +59,7 @@ public class Commandpay extends EssentialsLoopCommand {
                 sender.sendMessage(tl("notAcceptingPay", player.getDisplayName()));
                 return;
             }
-            if (!amount.equals(user.getConfirmingPayments().get(player))) { // checks if exists and if command needs to be repeated.
+            if (user.isPromptingPayConfirm() && !amount.equals(user.getConfirmingPayments().get(player))) { // checks if exists and if command needs to be repeated.
                 // Used to reset confirmations and inform to confirm when a new pay command has been inserted.
                 if (!informToConfirm) {
                     // User hasnt been asked to confirm payment to this player, reset all confirmed payments and ask to confirm again.
diff --git a/Essentials/src/com/earth2me/essentials/commands/Commandpayconfirmtoggle.java b/Essentials/src/com/earth2me/essentials/commands/Commandpayconfirmtoggle.java
new file mode 100644
index 000000000..3da30cccc
--- /dev/null
+++ b/Essentials/src/com/earth2me/essentials/commands/Commandpayconfirmtoggle.java
@@ -0,0 +1,32 @@
+package com.earth2me.essentials.commands;
+
+import static com.earth2me.essentials.I18n.tl;
+
+import com.earth2me.essentials.User;
+
+import org.bukkit.Server;
+
+public class Commandpayconfirmtoggle extends EssentialsCommand {
+
+    public Commandpayconfirmtoggle() {
+        super("payconfirmtoggle");
+    }
+
+    @Override
+    public void run(Server server, User user, String commandLabel, String[] args) throws Exception {
+        boolean confirmingPay = !user.isPromptingPayConfirm();
+        if (commandLabel.contains("payconfirmon")) {
+            confirmingPay = true;
+        } else if (commandLabel.contains("payconfirmoff")) {
+            confirmingPay = false;
+        }
+        user.setPromptingPayConfirm(confirmingPay);
+        if (confirmingPay) {
+            user.sendMessage(tl("payConfirmToggleOn"));
+        } else {
+            user.sendMessage(tl("payConfirmToggleOff"));
+        }
+        user.getConfirmingPayments().clear(); // Clear any outstanding confirmations.
+    }
+}
+
diff --git a/Essentials/src/messages.properties b/Essentials/src/messages.properties
index ee03ffc69..83da908b9 100644
--- a/Essentials/src/messages.properties
+++ b/Essentials/src/messages.properties
@@ -310,6 +310,8 @@ onlyPlayers=\u00a74Only in-game players can use \u00a7c{0}\u00a74.
 onlySunStorm=\u00a74/weather only supports sun/storm.
 orderBalances=\u00a76Ordering balances of\u00a7c {0} \u00a76users, please wait...
 oversizedTempban=\u00a74You may not ban a player for this period of time.
+payConfirmToggleOn=\u00a76You will now be prompted to confirm payments.
+payConfirmToggleOff=\u00a76You will no longer be prompted to confirm payments.
 payToggleOn=\u00a76You are now accepting payments.
 payToggleOff=\u00a76You are no longer accepting payments.
 payMustBePositive=\u00a74Amount to pay must be positive.
diff --git a/Essentials/src/plugin.yml b/Essentials/src/plugin.yml
index 3827bf639..aa7340728 100644
--- a/Essentials/src/plugin.yml
+++ b/Essentials/src/plugin.yml
@@ -283,6 +283,10 @@ commands:
     description: Toggles whether you are accepting payments.
     usage: /<command>
     aliases: [epaytoggle, payoff, epayoff, payon, epayon]
+  payconfirmtoggle:
+    description: Toggles whether you are prompted to confirm payments.
+    usage: /<command>
+    aliases: [epayconfirmtoggle, payconfirmoff, epayconfirmoff, payconfirmon, epayconfirmon, payconfirm, epayconfirm]
   ping:
     description: Pong!
     usage: /<command>