I have encountered a wired issue with the Clips descendants property, Why is this i have no idea.
Example:
I will Use a CanvasGroup for now but still a wired bug
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Is the GUI rotated? Rotation doesn’t work with ClipDescendants, wish it did 
The gui that is supposed to be clipped is rotated, does that affect it?
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Yes, if the GUI is rotated, it will not clip.
you can use the Canvasgroup object which works with rotated objects.
Sample:
rotatedImage.rbxl (45.3 KB)
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