diff --git a/library/src/main/java/candybar/lib/adapters/RequestAdapter.java b/library/src/main/java/candybar/lib/adapters/RequestAdapter.java
index 7eb5fc9d9..cf595e881 100644
--- a/library/src/main/java/candybar/lib/adapters/RequestAdapter.java
+++ b/library/src/main/java/candybar/lib/adapters/RequestAdapter.java
@@ -211,7 +211,14 @@ public void onBindViewHolder(RecyclerView.ViewHolder holder, int position) {
                         R.string.request_not_available));
             }
 
-            if (!mRequests.get(finalPosition).isAvailableForRequest()) {
+            if (mRequests.get(finalPosition).isRequested() && !mContext.getResources().getBoolean(R.bool.enable_icon_request_multiple)) {
+                // This icon was requested before and we do not allow multi-requests, so we
+                // keep it visually enabled in the list but disable the checkbox
+                contentViewHolder.content.setAlpha(1f);
+                contentViewHolder.title.setAlpha(1f);
+                contentViewHolder.icon.setAlpha(1f);
+                contentViewHolder.checkbox.setEnabled(false);
+            } else if (!mRequests.get(finalPosition).isAvailableForRequest()) {
                 contentViewHolder.content.setAlpha(0.5f);
                 contentViewHolder.title.setAlpha(0.5f);
                 contentViewHolder.icon.setAlpha(0.5f);
@@ -366,6 +373,11 @@ public void onClick(View view) {
         }
     }
 
+    public interface ToggleResultListener {
+        void onPositiveResult();
+        void onNegativeResult();
+    }
+
     private class ContentViewHolder extends RecyclerView.ViewHolder implements View.OnClickListener, View.OnLongClickListener {
 
         private final TextView title;
@@ -424,9 +436,17 @@ public void onClick(View view) {
             if (id == R.id.container) {
                 int position = mShowPremiumRequest || mShowRegularRequestLimit ?
                         getBindingAdapterPosition() - 1 : getBindingAdapterPosition();
-                if (toggleSelection(position)) {
-                    checkbox.toggle();
-                }
+                toggleSelection(position, new ToggleResultListener() {
+                    @Override public void onPositiveResult() {
+                        checkbox.toggle();
+                        try {
+                            RequestListener listener = (RequestListener) mContext;
+                            listener.onRequestSelected(getSelectedItemsSize());
+                        } catch (Exception ignored) {
+                        }
+                    }
+                    @Override public void onNegativeResult() { /* Do nothing */ }
+                });
             }
         }
 
@@ -436,10 +456,18 @@ public boolean onLongClick(View view) {
             if (id == R.id.container) {
                 int position = mShowPremiumRequest || mShowRegularRequestLimit ?
                         getBindingAdapterPosition() - 1 : getBindingAdapterPosition();
-                if (toggleSelection(position)) {
-                    checkbox.toggle();
-                    return true;
-                }
+                toggleSelection(position, new ToggleResultListener() {
+                    @Override public void onPositiveResult() {
+                        checkbox.toggle();
+                        try {
+                            RequestListener listener = (RequestListener) mContext;
+                            listener.onRequestSelected(getSelectedItemsSize());
+                        } catch (Exception ignored) {
+                        }
+                    }
+                    @Override public void onNegativeResult() { /* Do nothing */ }
+                });
+                return true;
             }
             return false;
         }
@@ -468,11 +496,46 @@ private StaggeredGridLayoutManager.LayoutParams getLayoutParams(@Nullable View v
         return null;
     }
 
-    private boolean toggleSelection(int position) {
+    private void toggleSelection(int position, ToggleResultListener toggleListener) {
         if (position >= 0 && position < mRequests.size()) {
-            if (mSelectedItems.get(position, false))
+            boolean isSelected = mSelectedItems.get(position, false);
+            boolean isRequested = mRequests.get(position).isRequested();
+            boolean isDuplicateRequestAllowed = mContext.getResources().getBoolean(R.bool.enable_icon_request_multiple);
+
+            if (isSelected) {
                 mSelectedItems.delete(position);
-            else if (!mRequests.get(position).isAvailableForRequest()) {
+                toggleListener.onPositiveResult();
+            } else if (isRequested) {
+                if (isDuplicateRequestAllowed) {
+                    // Icon was already requested but re-request is allowed
+                    // Ask user if they really want to re-request the icon
+                    new MaterialDialog.Builder(mContext)
+                            .typeface(TypefaceHelper.getMedium(mContext), TypefaceHelper.getRegular(mContext))
+                            .title(R.string.request_already_requested)
+                            .content(R.string.request_requested_possible)
+                            .cancelable(false)
+                            .canceledOnTouchOutside(false)
+                            .negativeText(R.string.request_requested_button_cancel)
+                            .onNegative((dialog, which) -> toggleListener.onNegativeResult())
+                            .positiveText(R.string.request_requested_button_confirm)
+                            .onPositive((dialog, which) -> {
+                                mSelectedItems.put(position, true);
+                                toggleListener.onPositiveResult();
+                            })
+                            .show();
+                } else {
+                    // Re-requesting icons is not allowed
+                    toggleListener.onNegativeResult();
+                    new MaterialDialog.Builder(mContext)
+                            .typeface(TypefaceHelper.getMedium(mContext), TypefaceHelper.getRegular(mContext))
+                            .title(R.string.request_not_available)
+                            .content(R.string.request_requested)
+                            .negativeText(R.string.request_requested_button_cancel)
+                            .show();
+                }
+            } else if (!mRequests.get(position).isAvailableForRequest()) {
+                // Icon is not available for request
+                toggleListener.onNegativeResult();
                 if (!mRequests.get(position).getInfoText().isEmpty()) {
                     new MaterialDialog.Builder(mContext)
                             .typeface(TypefaceHelper.getMedium(mContext), TypefaceHelper.getRegular(mContext))
@@ -481,18 +544,14 @@ else if (!mRequests.get(position).isAvailableForRequest()) {
                             .positiveText(android.R.string.yes)
                             .show();
                 }
-                return false;
             } else {
+                // If nothing prevents us from reaching this point, we can select the icon
                 mSelectedItems.put(position, true);
+                toggleListener.onPositiveResult();
             }
-            try {
-                RequestListener listener = (RequestListener) mContext;
-                listener.onRequestSelected(getSelectedItemsSize());
-                return true;
-            } catch (Exception ignored) {
-            }
+        } else {
+            toggleListener.onNegativeResult();
         }
-        return false;
     }
 
     public boolean selectAll() {
diff --git a/library/src/main/java/candybar/lib/fragments/RequestFragment.java b/library/src/main/java/candybar/lib/fragments/RequestFragment.java
index c27211506..e06b613e1 100644
--- a/library/src/main/java/candybar/lib/fragments/RequestFragment.java
+++ b/library/src/main/java/candybar/lib/fragments/RequestFragment.java
@@ -229,11 +229,6 @@ public void onClick(View view) {
 
             int selected = mAdapter.getSelectedItemsSize();
             if (selected > 0) {
-                if (mAdapter.isContainsRequested()) {
-                    RequestHelper.showAlreadyRequestedDialog(requireActivity());
-                    return;
-                }
-
                 boolean requestLimit = getResources().getBoolean(
                         R.bool.enable_icon_request_limit);
                 boolean iconRequest = getResources().getBoolean(
diff --git a/library/src/main/java/candybar/lib/helpers/RequestHelper.java b/library/src/main/java/candybar/lib/helpers/RequestHelper.java
index 0423d3b30..8345e9f48 100644
--- a/library/src/main/java/candybar/lib/helpers/RequestHelper.java
+++ b/library/src/main/java/candybar/lib/helpers/RequestHelper.java
@@ -403,15 +403,6 @@ public static List<Request> getMissingApps(@NonNull Context context) {
         return requests;
     }
 
-    public static void showAlreadyRequestedDialog(@NonNull Context context) {
-        new MaterialDialog.Builder(context)
-                .typeface(TypefaceHelper.getMedium(context), TypefaceHelper.getRegular(context))
-                .title(R.string.request_title)
-                .content(R.string.request_requested)
-                .positiveText(R.string.close)
-                .show();
-    }
-
     public static void showIconRequestLimitDialog(@NonNull Context context) {
         boolean reset = context.getResources().getBoolean(R.bool.reset_icon_request_limit);
         int limit = context.getResources().getInteger(R.integer.icon_request_limit);
diff --git a/library/src/main/res/values/dashboard_configurations.xml b/library/src/main/res/values/dashboard_configurations.xml
index 3bd9ca3e4..9b9c53f94 100644
--- a/library/src/main/res/values/dashboard_configurations.xml
+++ b/library/src/main/res/values/dashboard_configurations.xml
@@ -162,6 +162,12 @@
         The number of icon a user can request should be specified in the "icon_request_limit" section -->
     <bool name="enable_icon_request_limit">false</bool>
 
+    <!-- Enable multiple requests for same icon
+        When enabled, users will be able to request the same icon twice. This can be useful if you
+        offer free and premium requests, so a free request doesn't prevent the user from submitting
+        a premium request for the same icon. Can also be useful for a voting system. -->
+    <bool name="enable_icon_request_multiple">false</bool>
+
     <!-- Limit the numbers of icon a user can request
         IGNORE if "enable_icon_request_limit" option is disabled
         ex: If you set icon request limit to 10, a user will able to request only 10 icons in total
diff --git a/library/src/main/res/values/dashboard_strings.xml b/library/src/main/res/values/dashboard_strings.xml
index 1a6139f92..65b2e0a5c 100644
--- a/library/src/main/res/values/dashboard_strings.xml
+++ b/library/src/main/res/values/dashboard_strings.xml
@@ -209,8 +209,10 @@
     <string name="request_fetching_data">Fetching latest data …</string>
     <string name="request_build_failed">Unable to build icon request</string>
     <string name="request_appfilter_failed">Unable to read appfilter.xml</string>
-    <string name="request_requested">Please check your request again.
-        Because you are trying to request app that was already requested.</string>
+    <string name="request_requested">You already requested this icon and cannot request it again.</string>
+    <string name="request_requested_possible">You already requested this icon. Are you sure you want to spend another request on it?</string>
+    <string name="request_requested_button_cancel">Go back</string>
+    <string name="request_requested_button_confirm">Select anyway</string>
     <string name="request_email_client">Choose the app you want to use to send the icon request</string>
     <string name="request_app_disabled">You\'re using an older version of this icon pack. The requested icons may be included in the latest version. Please update your app to latest version to request icons.</string>
     <string name="connection_error_long">Unable to load data from server. Please, check your network connection.</string>