First image: pretty lady, period costume, ship’s wheel, eyepatch, obvious female pirate, yes, but it’s the second image with the pistol that’s the trigger (and not the one that nice lady is so incautiously resting her finger on.)
It took me straight to a great filk-song called The Grey Cocked Hat.by actress and singer Annie Lore (painted here as Lola Montez. See where the trigger came from?)
It’s based (vaguely) on Sovay, a traditional fidelity-test ballad where The Girl dresses as a highwayman, holds up The Boy and finds that he’ll hand over everything except the ring she gave him. Here’s the Dave Swarbrick/Martin Carthy version, my personal favourite.
Awww. Twu wuv. How womantic. Except for that sting in the tail…
The Grey Cocked Hat takes this setup and runs with it over hill, down dale and through milady’s chamber, adds logic, coincidence and character development, twists the plot until it can see its own left ear, and after a great many verses (Sovay is 2:42 minutes, The Grey Cocked Hat is 13:14 and none wasted) reaches a much more satisfying conclusion than the original. Bonnie Lizey is one of my favourite female characters, clever, resourceful, brave, pragmatic, and from all evidence more than a bit easy on the eye. Not unlike Annie Lore herself… :-)
The actual album (LP, tape, whatever) is incredibly hard to find and I’m indebted to Bob Kanefsky for sending me a cassette so many years ago, Annie Lore’s website has vanished in a way I didn’t think possible on the Web (only two captures in the whole Wayback archive!) and the promised re-issue of the CD has vanished with it.
So all I can offer are the lyrics. Make sure you keep up, now.