That would be SO nice. Imagine, if you could be 'talked into' doing it, getting dressed for work every day in a skirt and stockings. Heck, you'd even have to go out to find a few other outfits, panties, bras ect. Can't wear the same thing for an entire month, can you??
If I were you, I'd be trying to think of some way to bring it up in coversation so you could be talked into doing it for the rest of the month.
I'm betting that after a week or two of dressing for work, it would start to feel normal and would even be a bit strange to go back to pants after the holiday.
As an added benefit, you could keep whatever clothes you end up with in your closet and not have to explain where they came from.