Map.app image size is almost never correct. Always small, except when 'actual size'!

I insert images into Apple Mail and they look fine (Image Size set to "Actual Size".)
But sometimes I want then slightly smaller without editing, saving and re-loading.
So I use the very handy Image Size feature in Mail.app.
Sadly, whether the image is set to Small, Medium or Large, the image is ALWAYS resized to Small.
On rare occasions I see a difference for Large, but then medium and small are always the same. 
Even the byte counts for the message are the same across all image sizes.
It seems the only REAL options are 'Small' and 'Actual Size'.
I have had this issue with all versions of Mac OS X that included this feature up to and including Mavericks.
Has anyone figured out the messed up magic that makes this feature work correctly, or in sty least a sane or consistent manner?

Thanks for the reply Jon, but unfortunately I ended up with the same result as MTSTUNER said (using the Crop Tool).
MTSTUNER, that definitely helped. The problem must have been in pasting, which as you said brings a "non-smart" image over. I was even able to resize a bit on the new document without losing any clarity whatsoever. Very helpful - THANK YOU!

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