diff --git a/ShareX.ScreenCaptureLib/Shapes/Drawing/ArrowDrawingShape.cs b/ShareX.ScreenCaptureLib/Shapes/Drawing/ArrowDrawingShape.cs
index 5c4945f6d..54af9bee6 100644
--- a/ShareX.ScreenCaptureLib/Shapes/Drawing/ArrowDrawingShape.cs
+++ b/ShareX.ScreenCaptureLib/Shapes/Drawing/ArrowDrawingShape.cs
@@ -38,7 +38,14 @@ protected override void DrawLine(Graphics g, Pen pen)
             {
                 pen.CustomEndCap = arrowCap;
 
-                g.DrawLine(pen, StartPosition, EndPosition);
+                if (MiddlePosition.IsEmpty)
+                {
+                    g.DrawLine(pen, StartPosition, EndPosition);
+                }
+                else
+                {
+                    g.DrawCurve(pen, new Point[] { StartPosition, MiddlePosition, EndPosition });
+                }
             }
         }
     }
diff --git a/ShareX.ScreenCaptureLib/Shapes/Drawing/LineDrawingShape.cs b/ShareX.ScreenCaptureLib/Shapes/Drawing/LineDrawingShape.cs
index bf00b1667..ecd5ee13d 100644
--- a/ShareX.ScreenCaptureLib/Shapes/Drawing/LineDrawingShape.cs
+++ b/ShareX.ScreenCaptureLib/Shapes/Drawing/LineDrawingShape.cs
@@ -33,6 +33,8 @@ public class LineDrawingShape : BaseDrawingShape
     {
         public override ShapeType ShapeType { get; } = ShapeType.DrawingLine;
 
+        public Point MiddlePosition { get; private set; } = Point.Empty;
+
         public override bool IsValidShape
         {
             get
@@ -41,6 +43,16 @@ public override bool IsValidShape
             }
         }
 
+        public override void OnUpdate()
+        {
+            base.OnUpdate();
+
+            if (!MiddlePosition.IsEmpty)
+            {
+                Rectangle = new Point[] { StartPosition, MiddlePosition, EndPosition }.CreateRectangle();
+            }
+        }
+
         public override void OnDraw(Graphics g)
         {
             if (BorderSize > 0 && BorderColor.A > 0)
@@ -67,13 +79,21 @@ protected virtual void DrawLine(Graphics g, Pen pen)
             pen.StartCap = LineCap.Round;
             pen.EndCap = LineCap.Round;
 
-            g.DrawLine(pen, StartPosition, EndPosition);
+            if (MiddlePosition.IsEmpty)
+            {
+                g.DrawLine(pen, StartPosition, EndPosition);
+            }
+            else
+            {
+                g.DrawCurve(pen, new Point[] { StartPosition, MiddlePosition, EndPosition });
+            }
         }
 
         public override void Move(int x, int y)
         {
             StartPosition = StartPosition.Add(x, y);
             EndPosition = EndPosition.Add(x, y);
+            MiddlePosition = MiddlePosition.Add(x, y);
         }
 
         public override void Resize(int x, int y, bool fromBottomRight)
@@ -90,8 +110,13 @@ public override void Resize(int x, int y, bool fromBottomRight)
 
         public override void OnNodeVisible()
         {
-            Manager.ResizeNodes[(int)NodePosition.TopLeft].Shape = Manager.ResizeNodes[(int)NodePosition.BottomRight].Shape = NodeShape.Circle;
-            Manager.ResizeNodes[(int)NodePosition.TopLeft].Visible = Manager.ResizeNodes[(int)NodePosition.BottomRight].Visible = true;
+            Manager.ResizeNodes[(int)NodePosition.TopLeft].Shape = Manager.ResizeNodes[(int)NodePosition.BottomRight].Shape = Manager.ResizeNodes[(int)NodePosition.Extra].Shape = NodeShape.Circle;
+            Manager.ResizeNodes[(int)NodePosition.TopLeft].Visible = Manager.ResizeNodes[(int)NodePosition.BottomRight].Visible = Manager.ResizeNodes[(int)NodePosition.Extra].Visible = true;
+        }
+
+        public override void OnCreated()
+        {
+            MiddlePosition = new Point((int)MathHelpers.Lerp(StartPosition.X, EndPosition.X, 0.5f), (int)MathHelpers.Lerp(StartPosition.Y, EndPosition.Y, 0.5f));
         }
 
         public override void OnNodeUpdate()
@@ -108,12 +133,19 @@ public override void OnNodeUpdate()
 
                 EndPosition = InputManager.MousePosition0Based;
             }
+            else if (Manager.ResizeNodes[(int)NodePosition.Extra].IsDragging)
+            {
+                Manager.IsResizing = true;
+
+                MiddlePosition = InputManager.MousePosition0Based;
+            }
         }
 
         public override void OnNodePositionUpdate()
         {
             Manager.ResizeNodes[(int)NodePosition.TopLeft].Position = StartPosition;
             Manager.ResizeNodes[(int)NodePosition.BottomRight].Position = EndPosition;
+            Manager.ResizeNodes[(int)NodePosition.Extra].Position = MiddlePosition;
         }
     }
 }
\ No newline at end of file