diff --git a/ShareX.HelpersLib/Properties/Resources.Designer.cs b/ShareX.HelpersLib/Properties/Resources.Designer.cs
index 175e5e8e1..f820c8467 100644
--- a/ShareX.HelpersLib/Properties/Resources.Designer.cs
+++ b/ShareX.HelpersLib/Properties/Resources.Designer.cs
@@ -1320,6 +1320,24 @@ internal class Resources {
             }
         }
         
+        /// <summary>
+        ///   Looks up a localized string similar to Capture region (Simple annotate).
+        /// </summary>
+        internal static string HotkeyType_RectangleAnnotate {
+            get {
+                return ResourceManager.GetString("HotkeyType_RectangleAnnotate", resourceCulture);
+            }
+        }
+        
+        /// <summary>
+        ///   Looks up a localized string similar to Screen capture.
+        /// </summary>
+        internal static string HotkeyType_RectangleAnnotate_Category {
+            get {
+                return ResourceManager.GetString("HotkeyType_RectangleAnnotate_Category", resourceCulture);
+            }
+        }
+        
         /// <summary>
         ///   Looks up a localized string similar to Capture region (Light).
         /// </summary>
diff --git a/ShareX.HelpersLib/Properties/Resources.resx b/ShareX.HelpersLib/Properties/Resources.resx
index dfedda435..5a27df187 100644
--- a/ShareX.HelpersLib/Properties/Resources.resx
+++ b/ShareX.HelpersLib/Properties/Resources.resx
@@ -902,4 +902,10 @@ Would you like to download it?</value>
   <data name="HotkeyType_TextCapture_Category" xml:space="preserve">
     <value>Screen capture</value>
   </data>
+  <data name="HotkeyType_RectangleAnnotate" xml:space="preserve">
+    <value>Capture region (Simple annotate)</value>
+  </data>
+  <data name="HotkeyType_RectangleAnnotate_Category" xml:space="preserve">
+    <value>Screen capture</value>
+  </data>
 </root>
\ No newline at end of file
diff --git a/ShareX.HelpersLib/Properties/Resources.tr.resx b/ShareX.HelpersLib/Properties/Resources.tr.resx
index b35361cc3..0ca4cb908 100644
--- a/ShareX.HelpersLib/Properties/Resources.tr.resx
+++ b/ShareX.HelpersLib/Properties/Resources.tr.resx
@@ -880,4 +880,10 @@ Dosya boyutu: {2:n0} / {3:n0} KB</value>
   <data name="AfterCaptureTasks_DoOCR" xml:space="preserve">
     <value>Yazı tanı (OCR)</value>
   </data>
+  <data name="HotkeyType_RectangleAnnotate_Category" xml:space="preserve">
+    <value>Ekran yakalama</value>
+  </data>
+  <data name="HotkeyType_RectangleAnnotate" xml:space="preserve">
+    <value>Bölge yakalama (Basit dipnot)</value>
+  </data>
 </root>
\ No newline at end of file
diff --git a/ShareX/Enums.cs b/ShareX/Enums.cs
index 8752fda96..a06d46f63 100644
--- a/ShareX/Enums.cs
+++ b/ShareX/Enums.cs
@@ -163,6 +163,7 @@ public enum HotkeyType // Localized + Category
         RectangleRegion,
         RectangleLight,
         RectangleTransparent,
+        RectangleAnnotate,
         PolygonRegion,
         FreeHandRegion,
         CustomRegion,
diff --git a/ShareX/Forms/MainForm.cs b/ShareX/Forms/MainForm.cs
index 296167e5d..ef0ed2f30 100644
--- a/ShareX/Forms/MainForm.cs
+++ b/ShareX/Forms/MainForm.cs
@@ -1746,7 +1746,7 @@ private void tsmiImagePreviewAutomatic_Click(object sender, EventArgs e)
 
         private delegate Image ScreenCaptureDelegate();
 
-        private enum LastRegionCaptureType { Default, Light, Transparent }
+        private enum LastRegionCaptureType { Default, Light, Transparent, Annotate }
 
         private LastRegionCaptureType lastRegionCaptureType = LastRegionCaptureType.Default;
 
@@ -1853,6 +1853,9 @@ private void ExecuteJob(TaskSettings taskSettings, HotkeyType job)
                 case HotkeyType.RectangleTransparent:
                     CaptureRectangleTransparent(safeTaskSettings, false);
                     break;
+                case HotkeyType.RectangleAnnotate:
+                    CaptureRectangleAnnotate(safeTaskSettings, false);
+                    break;
                 case HotkeyType.PolygonRegion:
                     CaptureScreenshot(CaptureType.Polygon, safeTaskSettings, false);
                     break;
@@ -2261,6 +2264,31 @@ private void CaptureRectangleTransparent(TaskSettings taskSettings = null, bool
             }, CaptureType.Rectangle, taskSettings, autoHideForm);
         }
 
+        private void CaptureRectangleAnnotate(TaskSettings taskSettings = null, bool autoHideForm = true)
+        {
+            if (taskSettings == null) taskSettings = TaskSettings.GetDefaultTaskSettings();
+
+            DoCapture(() =>
+             {
+                 Image img = null;
+
+                 using (RectangleRegionAnnotateForm rectangleAnnotate = new RectangleRegionAnnotateForm(taskSettings.CaptureSettingsReference.RectangleAnnotateOptions))
+                 {
+                     if (rectangleAnnotate.ShowDialog() == DialogResult.OK)
+                     {
+                         img = rectangleAnnotate.GetAreaImage();
+
+                         if (img != null)
+                         {
+                             lastRegionCaptureType = LastRegionCaptureType.Annotate;
+                         }
+                     }
+                 }
+
+                 return img;
+             }, CaptureType.Rectangle, taskSettings, autoHideForm);
+        }
+
         private void CaptureLastRegion(TaskSettings taskSettings, bool autoHideForm = true)
         {
             switch (lastRegionCaptureType)
@@ -2313,6 +2341,22 @@ private void CaptureLastRegion(TaskSettings taskSettings, bool autoHideForm = tr
                         CaptureRectangleTransparent(taskSettings, autoHideForm);
                     }
                     break;
+                case LastRegionCaptureType.Annotate:
+                    if (!RectangleRegionAnnotateForm.LastSelectionRectangle0Based.IsEmpty)
+                    {
+                        DoCapture(() =>
+                         {
+                             using (Image screenshot = Screenshot.CaptureFullscreen())
+                             {
+                                 return ImageHelpers.CropImage(screenshot, RectangleRegionAnnotateForm.LastSelectionRectangle0Based);
+                             }
+                         }, CaptureType.LastRegion, taskSettings, autoHideForm);
+                    }
+                    else
+                    {
+                        CaptureRectangleAnnotate(taskSettings, autoHideForm);
+                    }
+                    break;
             }
         }
 
diff --git a/ShareX/TaskSettings.cs b/ShareX/TaskSettings.cs
index 69bd21339..07c88f5fd 100644
--- a/ShareX/TaskSettings.cs
+++ b/ShareX/TaskSettings.cs
@@ -343,6 +343,12 @@ public class TaskSettingsCapture
         public ScrollingCaptureOptions ScrollingCaptureOptions = new ScrollingCaptureOptions();
 
         #endregion Capture / Scrolling capture
+
+        #region Capture / Rectangle annotate
+
+        public RectangleAnnotateOptions RectangleAnnotateOptions = new RectangleAnnotateOptions();
+
+        #endregion Capture / Rectangle annotate
     }
 
     public class TaskSettingsUpload