Probably a confusing question title.
The Grid with the Red Rectangle is an example of how it should look.
The Grid with the Blue Rectangle (not appearing in the image) has a margin that forces the second grid to be smaller than I've explicitly set it. Which appears to cause WPF to flip out and hide everything outside of it's arranged bounds.
I've tried setting the Clip to be larger than the Grid.
The only way I've been able to avoid this is to write a custom panel that measures it's children with a constraint of PositiveInfinity, but then arranges the children with the correct width. That method has lots of problems. It's not good to lie to your children.
Anyway, here's the code:
<Window
xmlns="http://schemas.microsoft.com/winfx/2006/xaml/presentation"
xmlns:x="http://schemas.microsoft.com/winfx/2006/xaml"
x:Class="NegativeMarginTooMuchClipping.MainWindow"
x:Name="Window"
Title="MainWindow"
Width="640"
Height="400">
<Grid>
<StackPanel Width="600" Height="300">
<Grid Margin="40,50,60,50" Background="#FFB8B8B8" Width="500" Height="50">
<Rectangle Fill="Red" HorizontalAlignment="Left" Height="50" VerticalAlignment="Top" Width="50" Margin="0,-50,0,0"/>
</Grid>
<Grid Margin="40,50,61,50" Background="#FFB8B8B8" Width="500" Height="50">
<Rectangle Fill="Blue" HorizontalAlignment="Left" Height="50" VerticalAlignment="Top" Width="50" Margin="0,-50,0,0"/>
</Grid>
</StackPanel>
</Grid>
Known issue? Am I doing it wrong? Need more clarification?