I'd probably wear them under jeans. You have longer legs than me, but the shaft is in what I've found to be an awkward length for skirts & dresses. I like the toe shape a lot though and think it'd be cute peeking out of jeans.
I'd probably wear a chunky ivory sweater, a gray cami and dark jeans, letting the boots be my pop of color. I think you could similarly do a gray cozy cardi and a white top with jeans. Basically I'd keep the outfit simple and let the boots stand out.
LOVE them. You'd have to try them with tights/leggings and a skirt or dress to see if they look OK or awkward. I'm 5 foot 6 and I think I could do it. If you wear colored tights you could try to match them, and that would look streamlined.
I would wear them with a monochromatic black or gray outfit, or skinny jeans tucked in. They would be nice with tops in purple/plum or olive green, and neutrals like chocolate and taupe.