Okay, so the picture on the left is not WRONG, but the picture on the right is preferable, RIGHT? The small cuff and roll on the jeans adds a lot more oomph to the look.
Now, to address the challenge of comfortable socks with booties: I recommend a light pair of socks that you cannot see. I have had good luck at stores like T.J. Maxx for a pair of short socks with good coverage of the foot.
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