Okay, this is not pirate-related at all, but since we're telling "in kit" stories.
I was on my way to my first ever reenactment -- a Scandinavian Festival in Northern New Jersey. I finally joined my friend's Swedish 30 Years War group a year earlier and I finally had enough kit to actually turn out for an event.
But I went the wrong was on Route 80! By the time I realized it, I was almost in Pennsylvania. So I was late. For a public event.
At the exit, I saw my salvation: Dunkin Donuts! If I bought the Kapten and the guys coffees, they'd forget I was late! And it had a drive-thru so I didn't even have to get out of my car. So I pull up, order six coffees, and pull up to the pickup window.
To set the scene, I'm wearing this (I'm the girl):
And I'm driving a bright blue Mazda Miata with the convertible top down.
The kid at the pickup window does a doubletake and says, "Are you Amish?"
I reply, "Yup. Horse and buggy's in the shop. This is a loaner!"
The story alone redeemed me with my new group!