Recently i found a trail in a local nature park (unmarked) that branches off a trail between 2 quiet train stations and leads up a hill to the rear of my old high school.
I have never worn heels outside of the house as I always feel nervous of being noticed but it was dusk and approx 1.5km walk up and down hill in either direction (taking a break for the view from the top).
Was a challenge because my heels sunk right into the mud all the way, but gives me a rush to be outside enjoying my interests..
May have wrecked the heels (split the sole on the heel)