diff --git a/src/PicView.Avalonia/CustomControls/PicBox.cs b/src/PicView.Avalonia/CustomControls/PicBox.cs
index 47e18174..f1853183 100644
--- a/src/PicView.Avalonia/CustomControls/PicBox.cs
+++ b/src/PicView.Avalonia/CustomControls/PicBox.cs
@@ -359,9 +359,6 @@ private void RenderImageSideBySide(DrawingContext context, IImage source, IImage
             return;
         }
 
-        // Scale the first image to fit within the remaining width while keeping the same height
-        var scaledSourceSize = new Size(firstImageWidth, sourceSize.Height * scale);
-
         // Calculate the destination rectangles for both images
         var sourceDestRect = new Rect(0, 0, firstImageWidth, viewPort.Height);
         var secondaryDestRect = new Rect(firstImageWidth, 0, SecondaryImageWidth, viewPort.Height);
diff --git a/src/PicView.Avalonia/ImageHandling/ImageHelper.cs b/src/PicView.Avalonia/ImageHandling/ImageHelper.cs
index 221b6398..d6097e20 100644
--- a/src/PicView.Avalonia/ImageHandling/ImageHelper.cs
+++ b/src/PicView.Avalonia/ImageHandling/ImageHelper.cs
@@ -138,6 +138,13 @@ public static class ImageHelper
 
     private static async Task AddImageAsync(FileInfo fileInfo, ImageModel imageModel)
     {
+        if (fileInfo is null)
+        {
+#if DEBUG
+            Console.WriteLine($"Error: {nameof(ImageHelper)}:{nameof(AddImageAsync)}: {nameof(fileInfo)} is null");
+#endif
+            return;
+        }
         const int bufferSize = 4096;
         await using var fs = new FileStream(
                                         fileInfo.FullName,
@@ -177,8 +184,6 @@ private static async Task AddDefaultImageAsync(FileInfo fileInfo, ImageModel ima
             Add(memoryStream, imageModel);
         }
     }
-
-
     
     #endregion
     
@@ -186,6 +191,13 @@ private static async Task AddDefaultImageAsync(FileInfo fileInfo, ImageModel ima
     
     private static void Add(Stream stream, ImageModel imageModel)
     {
+        if (stream is null)
+        {
+#if DEBUG
+            Console.WriteLine($"Error: {nameof(ImageHelper)}:{nameof(Add)}: {nameof(stream)} is null");
+#endif
+            return;
+        }
         var bitmap = new Bitmap(stream);
         imageModel.Image = bitmap;
         imageModel.PixelWidth = bitmap?.PixelSize.Width ?? 0;
diff --git a/src/PicView.Avalonia/UI/WindowHelper.cs b/src/PicView.Avalonia/UI/WindowHelper.cs
index 1078d141..5dbe5a73 100644
--- a/src/PicView.Avalonia/UI/WindowHelper.cs
+++ b/src/PicView.Avalonia/UI/WindowHelper.cs
@@ -4,6 +4,7 @@
 using Avalonia.Controls.ApplicationLifetimes;
 using Avalonia.Input;
 using Avalonia.Threading;
+using ImageMagick;
 using PicView.Avalonia.Keybindings;
 using PicView.Avalonia.Navigation;
 using PicView.Avalonia.ViewModels;
@@ -11,6 +12,7 @@
 using PicView.Core.Calculations;
 using PicView.Core.Config;
 using PicView.Core.FileHandling;
+using PicView.Core.Navigation;
 
 namespace PicView.Avalonia.UI;
 
@@ -418,18 +420,58 @@ public static void SetSize(MainViewModel vm)
             return;
         }
 
+        double firstWidth, firstHeight;
         var preloadValue = vm.ImageIterator?.GetCurrentPreLoadValue();
+        if (preloadValue == null)
+        {
+            var magickImage = new MagickImage();
+            magickImage.Ping(vm.FileInfo);
+            firstWidth = magickImage.Width;
+            firstHeight = magickImage.Height;
+        }
+        else
+        {
+            firstWidth = GetWidth(preloadValue);
+            firstHeight = GetHeight(preloadValue);
+        }
         if (SettingsHelper.Settings.ImageScaling.ShowImageSideBySide)
         {
             var secondaryPreloadValue = vm.ImageIterator?.GetNextPreLoadValue();
+            double secondWidth, secondHeight;
             if (secondaryPreloadValue != null)
             {
-                SetSize(preloadValue?.ImageModel?.PixelWidth ?? vm.ImageWidth, preloadValue?.ImageModel?.PixelHeight ?? vm.ImageHeight, secondaryPreloadValue.ImageModel?.PixelWidth ?? vm.ImageWidth, secondaryPreloadValue.ImageModel?.PixelHeight ?? vm.ImageHeight, vm.RotationAngle, vm);
+                secondWidth = GetWidth(secondaryPreloadValue);
+                secondHeight = GetHeight(secondaryPreloadValue);
             }
+            else if (vm.ImageIterator is not null)
+            {
+                var nextIndex = vm.ImageIterator.GetIteration(vm.ImageIterator.CurrentIndex, vm.ImageIterator.IsReversed ? NavigateTo.Previous : NavigateTo.Next);
+                var magickImage = new MagickImage();
+                magickImage.Ping(vm.ImageIterator.ImagePaths[nextIndex]);
+                secondWidth = magickImage.Width;
+                secondHeight = magickImage.Height;
+            }
+            else
+            {
+                secondWidth = 0;
+                secondHeight = 0;
+            }
+            SetSize(firstWidth, firstHeight, secondWidth, secondHeight, vm.RotationAngle, vm);
         }
         else
         {
-            SetSize(preloadValue?.ImageModel?.PixelWidth ?? vm.ImageWidth, preloadValue?.ImageModel?.PixelHeight ?? vm.ImageHeight, 0, 0, vm.RotationAngle, vm);
+            SetSize(firstWidth, firstHeight, 0, 0, vm.RotationAngle, vm);
+        }
+
+        return;
+        double GetWidth(PreLoader.PreLoadValue preloadValue)
+        {
+            return preloadValue?.ImageModel?.PixelWidth ?? vm.ImageWidth;
+        }
+        
+        double GetHeight(PreLoader.PreLoadValue preloadValue)
+        {
+            return preloadValue?.ImageModel?.PixelHeight ?? vm.ImageHeight;
         }
     }
     
diff --git a/src/PicView.Core/Calculations/ImageSizeCalculationHelper.cs b/src/PicView.Core/Calculations/ImageSizeCalculationHelper.cs
index 79a6e49c..bb17f69e 100644
--- a/src/PicView.Core/Calculations/ImageSizeCalculationHelper.cs
+++ b/src/PicView.Core/Calculations/ImageSizeCalculationHelper.cs
@@ -203,29 +203,60 @@ public static ImageSize GetImageSize(double width,
             {
                 var widthPadding = SettingsHelper.Settings.ImageScaling.StretchImage ? 4 : padding;
                 var availableWidth = monitorWidth - widthPadding;
-
-                // If combined width exceeds available width, scale both images down proportionally
-                if (combinedWidth > availableWidth)
+                var availableHeight = monitorHeight - (widthPadding + uiBottomSize + uiTopSize);
+                if (rotationAngle is 0 or 180)
                 {
-                    var scaleFactor = availableWidth / combinedWidth;
-                    xWidth1 *= scaleFactor;
-                    xWidth2 *= scaleFactor;
-                    xHeight *= scaleFactor;
+                    // If combined width exceeds available width, scale both images down proportionally
+                    if (combinedWidth > availableWidth)
+                    {
+                        var scaleFactor = availableWidth / combinedWidth;
+                        xWidth1 *= scaleFactor;
+                        xWidth2 *= scaleFactor;
+                        xHeight *= scaleFactor;
 
-                    combinedWidth = xWidth1 + xWidth2;
+                        combinedWidth = xWidth1 + xWidth2;
+                    }
+                }
+                else
+                {
+                    if (combinedWidth > availableHeight)
+                    {
+                        var scaleFactor = availableHeight / combinedWidth;
+                        xWidth1 *= scaleFactor;
+                        xWidth2 *= scaleFactor;
+                        xHeight *= scaleFactor;
+                        
+                        combinedWidth = xWidth1 + xWidth2;
+                    }
                 }
             }
             else
             {
-                if (combinedWidth > containerWidth)
+                if (rotationAngle is 0 or 180)
                 {
-                    var scaleFactor = containerWidth / combinedWidth;
-                    xWidth1 *= scaleFactor;
-                    xWidth2 *= scaleFactor;
-                    xHeight *= scaleFactor;
+                    if (combinedWidth > containerWidth)
+                    {
+                        var scaleFactor = containerWidth / combinedWidth;
+                        xWidth1 *= scaleFactor;
+                        xWidth2 *= scaleFactor;
+                        xHeight *= scaleFactor;
 
-                    combinedWidth = xWidth1 + xWidth2;
+                        combinedWidth = xWidth1 + xWidth2;
+                    }
+                }
+                else
+                {
+                    if (combinedWidth > containerHeight)
+                    {
+                        var scaleFactor = containerHeight / combinedWidth;
+                        xWidth1 *= scaleFactor;
+                        xWidth2 *= scaleFactor;
+                        xHeight *= scaleFactor;
+                        
+                        combinedWidth = xWidth1 + xWidth2;
+                    }
                 }
+
             }
 
             double scrollWidth, scrollHeight;