As a woman who owns many many pleated skirts (though not kilts), and wears skirts to work almost daily, I would not recommend anyone not wear briefs. The fullness added by the pleats is much more forgiving than a straight skirt.
My skirts range from just below the knee to just above - and even when I'm careful things happen. Walking up stairs, bending down to pick up a pen, leaning over in your chair all can put you in a position where more shows than you intended. If it's just your leg, or the edge of boxer briefs no big deal.
Regular boxers are going to give a view from the right... er... wrong angle. And though I personally would just laugh it off, the way work places are now a days, you would likely get a formal reprimand at best, or just flat out terminated for public exposure. Yes, even though they were looking.
I wear stockings to work - the real kind, with garters - so I'm very aware of where my skirt is sitting at all times and what shows when going up stairs, etc. The bottom edge of a stocking top seems to be an eye magnet (even though there is still another few inches to stocking before any leg.)
Just some thoughts...
Michelle







Much better than my normal response about my loadout as being above average when compared to the average field mouse.






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