May I suggest a fun pair of underwear instead of regimental? If it is going to be one of those nights, well...


I do not know anything about your shape, but some female forms are flattered more by the traditional kilt than others. The big deal is what happens when waist flares to hips. Next is how long-waisted you are. By modern standards, a kilt rides pretty high. If you are shaped like the original St Pauli Girl, it might work pulled up above your navel, which is about where it is designed to go. Depending on your budget, it is possible to shorten a kilt. Look around the site for advice on that. Just bear in mind that the sewn part of the pleats has a definite right and wrong place to end. If you sling it low, more than the hemline may be off.

You haven't mentioned your footwear, other than to say it won't be heels or girly flats. Can you stash your smokes/ phone in your sock?

When you start looking for jackets, don't restrict yourself to highland wear- there are a lot of good looking short jackets that will work with your look, including a classic motorcycle jacket, and you will have those pockets, too.